Artwork for podcast The Operations Room: A Podcast for COO’s
94. The BizOps Anti-Playbook
Episode 945th March 2026 • The Operations Room: A Podcast for COO’s • Bethany Ayers & Brandon Mensinga
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In this episode we discuss: The BizzOps Anti-Playbook. We are joined by Vessela Clewley, Strategy & Biz Ops Executive.

Love The Operations Room? Please support us by rating and reviewing it here.

We chat about the following with Vessela Clewley:

  1. What does it really take to step into leadership for the first time — and why do so many people underestimate the shift?
  2. How do you build confidence as a leader when you don’t yet feel “ready”?
  3. What’s the difference between managing tasks and truly leading people?
  4. How can organisations better support first-time managers before they burn out?
  5. What unspoken pressures do women in leadership roles carry — and how can we address them more openly?

References

  1. https://www.linkedin.com/in/vessclewley/
  2. https://sbohub.substack.com/
  3. https://sbohub.gumroad.com/l/TheSBOAntiPlaybook

Biography

Vessela is an accomplished fCOO with a Strategy & BizOps background. She brings the power of US-style Strategy & Business Operations to Europe.

She has an illustrious career spanning Hopin, WeWork, Uber and other start ups. She has won global awards by the likes of WeWork & McKinsey, relaunched products like UberExec, and negotiated 7-figure deals for Hopin on walks in Regents park.

She is known for bringing a strategic, analytical, systems-driven approach to building companies. Her approach brings clarity, breaks down silos, and unlocks revenue growth. She puts company over functions; analytics over ego; and outcomes over optics.

Vessela typically partners with Seed–Series B founders who value analytical decision-making and high-velocity execution.

To learn more about Beth and Brandon or to find out about sponsorship opportunities click here.

Summary

00:00 – Introduction & framing the conversation

~06:20 – The reality of becoming a first-time manager

~13:45 – Imposter syndrome & self-doubt

~20:30 – The responsibility shift

~28:10 – Feedback, difficult conversations & growth

~35:50 – Building confidence through action

~44:15 – The gendered expectations in leadership

~52:00 – Creating supportive environments for new leaders

~59:40 – Advice to aspiring leaders



This podcast uses the following third-party services for analysis:

Podcorn - https://podcorn.com/privacy

Transcripts

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Hello and welcome to another episode

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of the operations room, a podcast

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for CEOs.

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I'm Brandon Mincing joined by my

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lovely co-host, Bethany Ayers.

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What is happening?

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I think I'm feeling about the same

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as you are, Brandon.

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Let's see if I can get my name out

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there.

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It has been a very difficult week

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for the both of us and we're both

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losing our minds.

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Yeah, exactly.

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And I am desperate to

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take some time off and I need a

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vacation.

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But we're six weeks past Christmas

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and I had to be almost two weeks off

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at Christmas.

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I'm going to run out of all of my

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holiday time if I end up having to

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like take serious breaks every

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six weeks.

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But I think I need something.

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So a weekend is not enough at the

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moment, need a couple extra recovery

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days. It's half term so that

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makes things bit easier or,

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you know, there's an incentive to

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take a couple days off.

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And then like, do I share this

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publicly? Don't I share these

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publicly? I don't know.

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I guess I'll share it publicly, even

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if it's not my news to share.

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But my oldest son

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got an offer from Cambridge

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and the

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college is doing an open day for

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everybody who had offers next

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Thursday. And I've not been to

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college yet.

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And so I quite want to go with

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him. So I was just thinking about

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taking next Thursday and Friday off.

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Have a little look around the

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college.

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It's really cool, very proud

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of him, very relieved, but the

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UK system is one where

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an offer isn't the same as actually

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going. It's a conditional offer

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based on your A level results.

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So now the hard work starts.

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And also because of the system,

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he'll sit his exams through May

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and June, and then

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you don't find out to the beginning

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of August. I think it's like the 8th

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of August, something like that.

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You get the results and then either.

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Scores to get your offer or

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you don't.

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So it's a very long

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wait from February

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to August to know where

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you're going.

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That's brutal.

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Yeah, it's pretty much a

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performance-oriented system, isn't

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it? To quite a high degree.

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I mean, getting pre-approved with

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a condition whereby your results

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have to be phenomenal, and then that

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test is kind of a couple of months

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out.

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Then you actually do the test and

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you still don't get the actual

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outcome from the conditional

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approval until several months after

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that. That feels like a brutal

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process.

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It really is.

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And also, so another proud mother

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moment, he got offers from

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all five universities applied to.

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But then what you have to do is

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choose your first and second choice,

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and then all the others get released

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back to the universities.

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So you wait till August to find out.

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In his case, it's A star AA

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for Cambridge,

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ABB for his second choice and

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all of his other choices.

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So it's like, so

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you either do it or you don't.

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But if he doesn't get it, then it

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goes into this clearing process and

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you just try and find something that

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matches your grades that you want to

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do, or you take a gap year.

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It's incredibly stressful.

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Yeah, wow, that sounds rough.

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Before they're even getting out into

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the real world of stress and work

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life and all that, they have to deal

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with this juggernaut of

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performance.

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Yeah, and so I'm not looking

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forward to the build

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up to August 6th

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or 8th or whatever date it is.

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For GCSEs, we had the same thing,

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and for about four weeks,

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he just fought me.

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He's like, failed English,

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I failed English.

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I don't want to reset English.

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I never want to do English again.

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I was like, first of all, let's just

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wait and see what you got before we

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know that you failed or not failed.

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And secondly, it has nothing to do

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with me. It's.

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A requirement that everybody

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gets a GCSE in English

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in order to go

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on to the next thing.

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It's a national requirement.

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Fighting me is not going to make a

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difference. And then he would come

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back to me, like, I'm not going do

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it. I failed it. I'm going to do it,

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we did that for weeks and weeks.

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And we got his scores and he got

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nines in English, which

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is the highest.

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But he was absolutely convinced

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he had failed. And so I feel

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like his barometer

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is off.

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And I suspect that we're gonna have

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a repeat of that and we're going to

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spend weeks and weeks with him

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convinced that he's failed things.

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So to get a top score, you have to

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be a creative thinker and it's not

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just regurgitating, there has to be

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something special.

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And so I can see that you're playing

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it back in your mind.

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Were you doing something special

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good or something special really

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bad? I'm just not quite sure

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which way it went.

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When I think back to university

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days, because I remember before

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I got into the business

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administration program, there was

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like that two-year period of taking

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various courses that have to be at a

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certain level to get into the bit

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business program.

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And one of the core requirements was

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Calculus II.

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So I took Calculus 2 and it

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is the only course I ever failed.

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I got a D and the

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same thing, I walked

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away from that course like I can't

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do this. I just can't.

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I don't know how to do calculus.

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It's brutal. I cannot figure this

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stuff out. And therefore, I'm not

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getting into the business program

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and my life is shattered.

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So I think it took me, I don't know,

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two months to reset

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a little bit, reconcile myself.

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And then I was like, all right, I

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got to do this again, fine.

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So I took sort of summer school

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for university courses, took

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calculus again, and then just

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bore down as much as I could.

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And it wasn't fabulous.

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I think I got a C or a C plus or

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something. So I dragged down my GPA,

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but it was enough just to get the

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credit for the course Let's move on.

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Yeah, calculus was really hard for

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me as well, because I

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spent my junior year

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in Germany,

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and that's where we were doing

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pre-cal and

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trigonometry.

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And when I went to Germany, they

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were doing calculus.

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So I learned calculus in German

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with no buildup

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to calculus. And then when I came

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back for my final year

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in high school, they...

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Really, they just were like, okay,

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so now you're doing AP

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calculus.

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And so then I did calculus again in

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English, but still without any

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of the like foundation.

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And I don't understand trigonometry

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at all. I've never learned

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trigonometric.

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And, so I ended up passing

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calculus and getting some

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sort of AP. Like I can't remember

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what I got. I definitely didn't get

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the top mark, but I didn't fail it

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either.

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No idea how to do it,

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memorized it, understood nothing.

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And then when I went to

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uni, I ended up doing

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a

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macro or microeconomics

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that was basically just calculus.

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And again, no idea what I was doing.

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And then I did a political science

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degree graduate class that was

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calculus.

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So I have taken calculus, I think,

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four times, once in

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German, once a German, What

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a p calc once with an economics

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lens what's the political science

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lens.

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I managed to pass them all

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with, you know, slightly

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better than you, Brandon, but not

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A's.

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And I have no idea all

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four times what I was doing,

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why I was doing it, rote

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memorization.

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Yeah, I was like, oh, I have seen

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this thing before.

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This is what I do.

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Done. No idea why at

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all. So I do sometimes feel

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like I should just go and do pre-cal

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and trigonometry to understand what

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sine and cosine and and

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gentr.

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What do you mean, as a 48-year-old

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person? Is that what you're saying?

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I just feel like there's a real gap,

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because I genuinely have no idea,

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but I still feel like, and then

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maybe I could take calculus and go,

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oh.

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The shame, the shame of your

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lack of understanding of calculus

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and trigonometry.

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Yeah, and I was like, ah, so that's

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why when I move the

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whatever, the thing at the top,

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the exponent down,

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and that creates the area

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underneath the curve.

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Now I understand why.

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If I was to think about the top five

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things in the world that I would

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really not want to do, this clearly

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ranks in the top 5 of having to take

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a calculus course again.

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I think I would shoot myself.

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It's worse than taking a remedial

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driving course lesson.

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We have to sit there for three hours

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and listen to these people talk

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about the rules of the road.

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So I went to a

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JBM event this week, so JBM

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is one of the executive search firm

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recruiters in London.

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James Mitra had invited me to come

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down to the event, it was kind of

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like a small curated set of folks,

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so you feel special, I think there

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was about 20 of us, 25 of us.

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Was that the live recording?

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Yes, that's right.

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So it was the head of recruiting for

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lovable. So this head of recruiting

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for a lovable guy, he worked

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for Metta before he worked for

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Neuralink with Elon Musk.

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So he had a bit of a pretty

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spectacular track record behind him.

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So obviously great guest to land

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for the podcast and from an audience

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standpoint, somebody of interest to

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listen to.

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He said they do massive,

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massive amounts of back channeling

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for every single person.

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We're talking 10 calls with 10

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people and back

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obviously, is divisive.

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Topic for recruitment because

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people feel that in some respects

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lacks integrity because you're not

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notifying the person that you're

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doing this but he said a lovable

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it's like a key aspect of their.

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Recruitment efforts to ensure that

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the person that they're hiring is,

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in fact, a phenomenal person.

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And then the second bit that you

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mentioned, you said they don't do it

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very often, but it's an actual

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thing, whereby they'll

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identify a person of interest that

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they really, really like, they do a

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tremendous amount of

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back-channeling, and then literally

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send that person an email without

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even speaking with them saying,

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you're phenomenal, we want to offer

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you a job, here's the amount of

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money that we're going to pay you,

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this is what the role type is, If

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you like this, get in contact and we

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can chat. So it

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sounds like madness to me in some

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ways, but I guess if you're lovable,

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just making a direct overture to

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that person with an actual

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quasi-offer would make sense.

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I think it's radical, but I don't

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know if it's as successful as he,

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you know, it's a radical idea, but

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either they've only just started

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doing it, or it

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hasn't actually converted many

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people yet because otherwise he

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would tell you he'd give you the

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numbers.

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Yeah, and actually in this light, he

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also mentioned that their

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expectations around probation, they

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make it a huge deal and they tell

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the candidates from the outset,

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we've landed the job, but just be

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aware that you may not have this job

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in three months. They make it very

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clear that there's a reasonable

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probability that you're not going to

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make it past probation, setting

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expectations that what

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is required from you in that first

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three months will be under heavy

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scrutiny and you need to deliver the

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goods. And if you don't, you're

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going to pass probation.

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So, I felt like this were...

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Aggressive form of probation

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tracking seems like a good idea,

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just generally speaking.

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Particularly with the change in UK

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employment law.

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Although I don't know, are they UK

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based?

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Are they Swedish?

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Uh, they are Swedish, yeah.

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So I have no idea what Swedish law

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is like, but

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some of it you just have to be

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aware, particularly like in the UK

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with the employment laws changing,

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that it's only for the first six

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months that you can easily get rid

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of mis-hires rather than

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further.

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Bridgewater, the hedge fund does

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something similar, but I don't

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think it's three months.

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I think it is the first year is

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basically a trial year,

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and some of is your

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performance and

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level of bar.

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But it's also whether or not you can

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handle their culture.

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So it's like, can you stick with it

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or can you not stick with?

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I'm a fan of

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laying your stall out, you

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know, whatever the Shackleton

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ad about,

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you might not return, I don't know

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if you remember, was it Shackled and

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you might return from the Arctic and

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it's gonna be horrible, you're gonna

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be cold and it was blah, blah, but

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like, who's with me?

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I much prefer that kind of culture

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and bravery to get the right people

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around you than the,

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we're a family, everybody's awesome.

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Let's retain everybody and adjust

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the culture to you.

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Yeah, I mean, I agree, especially in

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scale ups, because scale ups are a

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burning bridge and there's no

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turning back. There's only one way,

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which is forward and, you know,

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we're going to make it or we're

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going to kind of drown making it

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essentially, which true in venture

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terms.

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So I agree a thousand percent and I

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think in practice, I think this is

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where I fall down to some extent.

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We were just having this chat before

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the podcast, but you come across

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very difficult decisions sometimes

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that are, I don't know, like your,

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I really want to call it your

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feelings and your emotions sometimes

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cloud your cold rational

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hard logic of the burning bridge

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and it's

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sometimes hard to reconcile the two

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where you fight with yourself to

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some extent.

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The absolute hardest is

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the almost good

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performer, really good guy.

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Good person bucket, and you just

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have to make that call

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and be really dispassionate about

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it.

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Yes, that is absolutely true.

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Anything else this week from a biz

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point of view?

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There seems like a feeling in

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the last two weeks that suddenly

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people understand that AI is real.

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And I think the market's just going

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to shift so quickly.

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And then did you see the article by

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Matt Schumer that

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came out? Not an article, like a

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blog post.

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I was sent it multiple times

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yesterday. So I think it's making

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the rounds.

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So I feel like by the time this

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podcast comes out, either the world

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will have fundamentally changed or

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it won't, but the start of the

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article is that.

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It feels like the beginning of

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COVID. It feels February 2020

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when it was like, oh, something's

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happening in China.

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There are people with coughs.

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Is this gonna be something?

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And then obviously three weeks

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later, the world fundamentally

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was a different place.

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And he was saying in the article

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that he feels like that's where we

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are with AI and we

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are just on the precipice of

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everybody getting it

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and things being fundamentally

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different.

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And so given-

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our proposition and we're about

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AI data security or data

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security for AI.

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I am very excited about it

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and trying to figure out how we

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capitalize on it in the market.

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But then his article is also like

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quite terrifying in ways and

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like the idea of it being another

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COVID. So I'm really feeling like

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this quite unease

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and shifting sands,

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but time will tell.

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I use a bit of the COO round table

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as, as part of my bellwether.

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Bellwether, that's the word.

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Where after OpenClaw, suddenly

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on the CEO Roundtable WhatsApp,

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everybody's like, oh, AI for

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ops. What are you doing for AI for

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Ops? How are you changing stuff in

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operations?

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And it's like for three years,

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there's been almost no talk,

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maybe one person on occasion asks a

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question. And then suddenly,

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OpenCLAW opened people's

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imaginations. They're like, oh,

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this technology works now and it can

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do stuff. What am I going to do?

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And I was actually the person on the

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WhatsApp who's always been the

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proponent of AI going,

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don't use OpenClaw in your

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work.

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Here are the blog posts written to

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keep you safe.

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Here are some of just like basic

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guardrails.

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Please don't play with fire,

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particularly not in

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your business.

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That's the part that I'm

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selfishly excited about because it's

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going to be great from Atomic but

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also worried about

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because we have just unleashed

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a technology that is unlike anything

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we've ever unleashed before.

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And at some point soon.

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AI is going to be smarter than we

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are and what is that going to mean

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and what are we going to do with it?

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So we've got a great topic for

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today, which is the BizOps

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Anti-Playbook.

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We have an amazing guest for this,

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which Vesa Kluhli.

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She is the author of The Strategy

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in BizOps anti-playbook.

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She is a fractional CEO and

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formerly of Hopin, WeWork and

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Uber in various operational roles.

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So the first question to you is Vesa

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has worked with challenging

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CEOs at Uber, We

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Work and Hopin.

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The question is how do operators

Speaker:

protect culture and decision quality

Speaker:

when the CEO style is intense?

Speaker:

And as I ask that question, I think

Speaker:

the better question is more,

Speaker:

how do you get the best out of that

Speaker:

intensity from the CEO?

Speaker:

Not going to answer the question

Speaker:

because I'm going to tell a story

Speaker:

instead, which is

Speaker:

we have new

Speaker:

members or I have new members of

Speaker:

the leadership team.

Speaker:

And we are definitely in a

Speaker:

storming moment, you know,

Speaker:

in terms of that, like the storming,

Speaker:

forming, performing.

Speaker:

And we had a meeting this

Speaker:

week around stuff.

Speaker:

And for the first, I had these words

Speaker:

come out of my mouth in a way that I

Speaker:

never ever thought would happen to

Speaker:

me, which is I've been an operator

Speaker:

for a very long time.

Speaker:

I know what it's like working for

Speaker:

CEOs.

Speaker:

I know it can be difficult, but I

Speaker:

now understand why they're

Speaker:

difficult. And I am not going

Speaker:

to change and I'm not going

Speaker:

apologize for it.

Speaker:

And these are the behaviors that

Speaker:

you're gonna expect from me and I am

Speaker:

changing.

Speaker:

And I'm going to have ideas.

Speaker:

I'm going to have too many ideas.

Speaker:

I am going to

Speaker:

want us to change direction quickly

Speaker:

because the market is changing so

Speaker:

fast and there will be distractions.

Speaker:

We are not gonna be working on a

Speaker:

year long plan or even a quarter

Speaker:

long plan because

Speaker:

everything is changing so rapidly

Speaker:

that what I need you to do is

Speaker:

build the systems that

Speaker:

can handle uncertainty rather

Speaker:

than expect me to deliver certainty

Speaker:

to you.

Speaker:

And then the team just looked at me.

Speaker:

Yeah.

Speaker:

You know what though? I think that

Speaker:

level of clarity coming from the

Speaker:

CEO directly in the leadership

Speaker:

meeting, that is what is sorely

Speaker:

missing in a lot of these companies

Speaker:

because oftentimes the CEOs that are

Speaker:

intense, they'll never verbalize

Speaker:

the expectation or verbalize

Speaker:

kind of the clarity they just

Speaker:

expressed to me in two seconds,

Speaker:

which is, this is what I'm about.

Speaker:

This is what to expect and this

Speaker:

is the approach that I'm taking.

Speaker:

So in effect, you're kind of setting

Speaker:

up your stall with the leadership

Speaker:

team to understand that.

Speaker:

And be in a position where

Speaker:

ultimately they're going to have to

Speaker:

embrace it because they're working

Speaker:

with you as a CEO, not the other

Speaker:

way around.

Speaker:

So I think that is rather important.

Speaker:

And I think in the past, I've worked

Speaker:

with CEOs where it was always

Speaker:

unspoken or there's a lot of

Speaker:

frustration or angst with the CEO

Speaker:

in relation to the leadership team

Speaker:

in different forms and flavors over

Speaker:

time. And this is more broad to

Speaker:

the company as well, which is in

Speaker:

all hands.

Speaker:

Having the courage and the clarity,

Speaker:

like what is expected, what is

Speaker:

wanted, what is not wanted.

Speaker:

We like to do a lot of rah-rah stuff

Speaker:

and kind of back away from some of

Speaker:

these harder messages because we

Speaker:

think it's not going to land well or

Speaker:

people will be upset or whatever.

Speaker:

But I think the reality is clarity

Speaker:

is better than not.

Speaker:

And when I say clarity, very clear.

Speaker:

What are we doing?

Speaker:

Why are we it?

Speaker:

So even with things like a hybrid or

Speaker:

being office first or things that

Speaker:

may be unpopular, whatever the

Speaker:

belief is.

Speaker:

Rightly or wrongly, setting the

Speaker:

tone, being clear about the

Speaker:

expectations, and making it happen.

Speaker:

Well, then there you go.

Speaker:

I had a good leadership moment.

Speaker:

It doesn't answer you how to work

Speaker:

with the CEO, but maybe you can tell

Speaker:

your CEO to be more clear.

Speaker:

Be brave.

Speaker:

Yeah, I mean, I think the actual

Speaker:

answer is all the stuff that we talk

Speaker:

about on this podcast, I think,

Speaker:

which is creating structures of

Speaker:

different forms to ensure that

Speaker:

the intensity is captured and

Speaker:

bottled in a very useful way for the

Speaker:

company. So that's very simple

Speaker:

things like you have a

Speaker:

leadership meeting with the right

Speaker:

people, you have the right structure

Speaker:

to that leadership meeting, you have

Speaker:

your company KPI dashboard that

Speaker:

you're looking at, whereby there's

Speaker:

actions associated to it, red flags

Speaker:

and so on. There's deep dive topics

Speaker:

with pre reads where.

Speaker:

You have deep conversations about a

Speaker:

particular subject matter, you make

Speaker:

a decision, a high quality decision

Speaker:

because you have leadership

Speaker:

stakeholders there.

Speaker:

That's action. That moves on.

Speaker:

You move on to the next topic.

Speaker:

These are all kind of basic

Speaker:

principles, I think, over the course

Speaker:

of our podcast.

Speaker:

We've talked about it in different ways,

Speaker:

I mean, historically.

Speaker:

The second question from Vesa was,

Speaker:

Europe often treats ops as a cost

Speaker:

center, while the US treats ops a

Speaker:

growth lover.

Speaker:

And what is the deal with that, and

Speaker:

how do we get Europe more in line

Speaker:

with U.S.

Speaker:

Last question, just quickly moving

Speaker:

on. When it comes to

Speaker:

U.S.

Speaker:

Expansion, Vessa had talked

Speaker:

about the uncomfortable truth is

Speaker:

that you don't have product market

Speaker:

fit or go-to-market fit, and that

Speaker:

you have to revalidate all of that

Speaker:

when you go into the U.

Speaker:

S. Do you believe that is true?

Speaker:

On the whole, yes.

Speaker:

Post-COVID, things have changed a

Speaker:

little bit because so much is done

Speaker:

remotely and you can end up selling

Speaker:

and actually growing a business

Speaker:

before landing there.

Speaker:

But I thought that was quite a

Speaker:

nice insight of hers and why

Speaker:

expanding into America is so hard

Speaker:

over and over again is because

Speaker:

you don't have product market fit,

Speaker:

you have different competitors, you

Speaker:

have a different culture,

Speaker:

different legislative reasons,

Speaker:

different market.

Speaker:

And so in some ways I was like, ah,

Speaker:

that's why when you land

Speaker:

in America, it takes you 18 months

Speaker:

to really fly.

Speaker:

There's two things I would think

Speaker:

about. Number one is getting your

Speaker:

best sales rep in the UK to sell

Speaker:

remotely into the US and to do trips

Speaker:

out there to really do that first

Speaker:

level validation, then pair that

Speaker:

sales rep with a BDR from

Speaker:

the UK selling it to the US, and

Speaker:

that's your second step.

Speaker:

And then your third step is to get

Speaker:

your US rep to move over

Speaker:

there in some respect, whether it's

Speaker:

that individual or another.

Speaker:

Get some transplanted domain experts

Speaker:

that know what they're doing over

Speaker:

there to kind of continue that

Speaker:

process and then build from there.

Speaker:

The second part that I would think

Speaker:

about is getting a product person to

Speaker:

do exactly the same thing, which is

Speaker:

I think the sales rep thing that I

Speaker:

just described, people get that and

Speaker:

people tend to do that, which makes

Speaker:

obvious intuitive sense.

Speaker:

What they don't think about is the

Speaker:

second step, which is the product

Speaker:

person doing exactly the thing,

Speaker:

early doors, going out there.

Speaker:

Talking to prospects ad

Speaker:

nauseam to truly understand what is

Speaker:

the difference in this marketplace

Speaker:

from a product perspective that we

Speaker:

need to understand now business can

Speaker:

take six months to build the stuff

Speaker:

instead of the sales reps selling

Speaker:

to these customers figuring out as

Speaker:

you go and then suddenly have a

Speaker:

whole tranche of.

Speaker:

Changes they have to do and you

Speaker:

don't get those things done for

Speaker:

another six months and it's just

Speaker:

gonna slow down your sales cycle and

Speaker:

hurt you in a way they don't need so

Speaker:

why don't we park it here and get on

Speaker:

to our conversation with the best.

Speaker:

The status quo in Europe,

Speaker:

when it comes to operations,

Speaker:

is kind of very much about, oh,

Speaker:

it's a bit of finance and maybe a

Speaker:

bit people give operations

Speaker:

to functional leaders and just

Speaker:

set and forget and kind of don't

Speaker:

worry about it, it's all going to

Speaker:

take care of itself.

Speaker:

The European founders usually think

Speaker:

of operations kind of more as a cost

Speaker:

rather than as a growth lever.

Speaker:

And I think the issue that arises

Speaker:

from that is that, basically, when

Speaker:

you have strategy, but nobody's

Speaker:

actually.

Speaker:

Responsible for the coherent

Speaker:

delivery of it, you

Speaker:

end up with this gap between

Speaker:

strategy and execution.

Speaker:

Like you think you're doing one

Speaker:

thing, but actually you're doing

Speaker:

something else, simply because

Speaker:

your team is actually not executing

Speaker:

what you've actually told them to

Speaker:

do. So all the way from marketing

Speaker:

to finance, from prospective

Speaker:

cash to actually collecting the

Speaker:

cash, you need to make sure you have

Speaker:

kind of a fully operational system

Speaker:

that kind of works as

Speaker:

a whole. One thing that American

Speaker:

companies figured out probably

Speaker:

two decades ago now because started

Speaker:

with Google is that ops can

Speaker:

be a real growth lever.

Speaker:

So they basically marry strategy and

Speaker:

operations, i.e.

Speaker:

Analytics and structured kind of

Speaker:

problem solving, and the delivery

Speaker:

of said kind of very big complex

Speaker:

programs along the

Speaker:

company. And once they did this,

Speaker:

they actually saw that, you know, a

Speaker:

very small team kind of like a SWAT

Speaker:

team can kind of come in and kind do

Speaker:

something quite impactful

Speaker:

for the company.

Speaker:

So yeah, all those teams in

Speaker:

companies like, you know, Google,

Speaker:

LinkedIn, Coinbase, on the

Speaker:

European side now in Monzo,

Speaker:

or even, you know, newer companies

Speaker:

like Atio or Marshmallow.

Speaker:

They all have this kind of people

Speaker:

that really break the silos that

Speaker:

emerge between functions and

Speaker:

help deliver the strategy for the

Speaker:

company.

Speaker:

Okay. So fine.

Speaker:

So tell me this, like, why do you

Speaker:

think you're kind of connecting dots

Speaker:

here as like Europeans don't really

Speaker:

get it. It's kind of like a cost

Speaker:

center mentality and they're doing a

Speaker:

bit of finance and all this stuff,

Speaker:

but they don't see it as a growth

Speaker:

lever. So why do think that is?

Speaker:

When I think of this stuff in my

Speaker:

head, I'm like, so this is like a

Speaker:

cultural thing. Like what are we

Speaker:

really talking about is because we

Speaker:

simply don't have the muscle in

Speaker:

the UK where people are experienced

Speaker:

doing this stuff where we have like

Speaker:

a smaller community of like people

Speaker:

like yourself that get it, but

Speaker:

there's very few individuals that do

Speaker:

get it so therefore it kind of just

Speaker:

doesn't happen basically.

Speaker:

Or what's the rationale?

Speaker:

What's the reason as to why you

Speaker:

think this is?

Speaker:

I think there's probably two

Speaker:

main reasons.

Speaker:

One is the investors

Speaker:

on the US side are

Speaker:

mostly ex-founders.

Speaker:

They've been there, they've done

Speaker:

that. They understand the challenges

Speaker:

that come with scale.

Speaker:

Investors that are on the European

Speaker:

side, when you look at their CVs,

Speaker:

they've been in consulting or

Speaker:

banking. They have worked more with

Speaker:

big institutional type of companies

Speaker:

where those functions are

Speaker:

very siloed and very segregated just

Speaker:

by the nature of the size of those

Speaker:

companies.

Speaker:

And so from there, is

Speaker:

no push for European founders

Speaker:

to have to learn this kind of

Speaker:

things.

Speaker:

They learn by doing, but I

Speaker:

think that the cycle

Speaker:

for learning is usually

Speaker:

like 10 to 20 years.

Speaker:

So by the time you get a founder who

Speaker:

is a multiple exit

Speaker:

founder who can tell you, hey, I

Speaker:

know exactly what kind of person I

Speaker:

need and I can understand why

Speaker:

systems thinking within my company

Speaker:

is important and they can understand

Speaker:

how to make operations actually work

Speaker:

for them.

Speaker:

These are usually founders who are,

Speaker:

you know, already on their second or

Speaker:

third company, and there's just

Speaker:

not that many of them.

Speaker:

Um, so you just don't have that,

Speaker:

I think, know how.

Speaker:

And the other thing, which is

Speaker:

also important is we don't

Speaker:

have in Europe still the

Speaker:

talent. It's also done the rounds in

Speaker:

that many multiple times across,

Speaker:

you know, different functions.

Speaker:

And so they can not even put

Speaker:

the case in front of the founders

Speaker:

that, Hey, this is valuable.

Speaker:

And here's how it's going to work

Speaker:

and make it very, very tangible

Speaker:

because you can't just tell them.

Speaker:

Hey, I'm going to do this kind of

Speaker:

nebulous thing for you.

Speaker:

No, they want to see the results.

Speaker:

They want to say, okay, how are you

Speaker:

going to structure it? Who's going

Speaker:

to be there? What kind of talent do

Speaker:

you need? How do you hire for it?

Speaker:

BizOps is difficult to hire for

Speaker:

because BizOps, you know,

Speaker:

something very different in every

Speaker:

company. And so you need to really

Speaker:

kind of go in and understand what

Speaker:

does that company need right now.

Speaker:

The only thing that's common,

Speaker:

especially if you're, let's say B2B

Speaker:

SaaS, BizOps usually starts with

Speaker:

RevOps.

Speaker:

As a BizOps leader, the first thing

Speaker:

you hire.

Speaker:

Is like a rev-ops person.

Speaker:

And then you can grow from there.

Speaker:

But if you want somebody who's going

Speaker:

to be potentially your COO,

Speaker:

they need to have done, you know,

Speaker:

biz-ops and obviously like rev-ups,

Speaker:

pricing, partners, you now, probably

Speaker:

a bit of legal, a bit different

Speaker:

things so that they can put.

Speaker:

Know, all the dots together.

Speaker:

Yeah, Brandon and I are definitely

Speaker:

in that bucket.

Speaker:

All I do is connect dots.

Speaker:

Every day I'm just connecting.

Speaker:

Connect dots and lots of different

Speaker:

functional expertise.

Speaker:

I'm just gonna pause at the other

Speaker:

question to you. So what can

Speaker:

Americans learn, American founders

Speaker:

learn from European ones?

Speaker:

I think American founders can

Speaker:

learn a bit of discipline, mostly

Speaker:

because obviously Americans

Speaker:

are kind of like cowboys.

Speaker:

Tech is the Wild West and everything

Speaker:

goes.

Speaker:

And I think obviously that mentality

Speaker:

comes with a lot of societal

Speaker:

costs.

Speaker:

So move fast and break things

Speaker:

can be perfectly

Speaker:

fine when you're Facebook.

Speaker:

But if you are doing a

Speaker:

medical company, you cannot move

Speaker:

fast to break things.

Speaker:

So I think.

Speaker:

Having probably more responsibility

Speaker:

and accountability for what happens

Speaker:

and not just thinking that, oh,

Speaker:

legal is just, they just say no.

Speaker:

Sometimes they say no for a good

Speaker:

reason. A good legal counsel is

Speaker:

going to help you actually to do

Speaker:

what you want to do, but in a way

Speaker:

that you can do it rather than in a

Speaker:

that some governmental

Speaker:

body is gonna come chasing you down

Speaker:

the line. I think that is kind

Speaker:

of a key learning.

Speaker:

Don't break the law.

Speaker:

That's good, okay.

Speaker:

It could be good, yes.

Speaker:

So on this note then, so you've got

Speaker:

your classic European founder,

Speaker:

we want to go to the US, we've just

Speaker:

raised our series B.

Speaker:

They're like, yeah, let's do this.

Speaker:

I've got my 14 point checklist from

Speaker:

Index Ventures and we just need

Speaker:

to hire some reps in the US to start

Speaker:

the ball rolling. Let's do it ASAP.

Speaker:

What are we getting wrong?

Speaker:

What's the European founder getting

Speaker:

wrong in their mentality.

Speaker:

So I think usually when you talk

Speaker:

about expansion, what

Speaker:

founders see is a lot of

Speaker:

ARR on a spreadsheet and

Speaker:

it all looks great.

Speaker:

It's all going to be a hockey stick,

Speaker:

it's all gonna be, you know, I go

Speaker:

into a new market and all of a

Speaker:

sudden I have all this like new

Speaker:

money just pouring in.

Speaker:

A key assumption that I

Speaker:

push founders to think about, and

Speaker:

it's a very uncomfortable one, but

Speaker:

I think it's very useful,

Speaker:

they need to think that you don't

Speaker:

have actually product market fit or

Speaker:

go to market fit.

Speaker:

In the new jurisdiction in

Speaker:

which you're going.

Speaker:

And I say this because obviously

Speaker:

the requirements of

Speaker:

the market will be slightly

Speaker:

different and I think if you

Speaker:

approach it with curiosity, you're

Speaker:

gonna learn much more versus trying

Speaker:

to shove for ground down somebody's

Speaker:

drill. For example, when I was at

Speaker:

Hopin, I can tell you we had

Speaker:

obviously launched a global B2B

Speaker:

SaaS product.

Speaker:

It was working well everywhere.

Speaker:

Obviously, there was a lot of organic

Speaker:

demand. I could look at my

Speaker:

figures for Germany and I could tell

Speaker:

that You know, we're selling

Speaker:

basically a third of what we should

Speaker:

be. And that rang a lot

Speaker:

of bells and

Speaker:

raised a lot of red flags and

Speaker:

we spoke to my boss about it.

Speaker:

And it's like, okay, why is that

Speaker:

happening?

Speaker:

No, like, well, when you dig into

Speaker:

it, you realize that obviously

Speaker:

the product is great, people like it

Speaker:

on my user level, but actually the

Speaker:

go-to-market motion, which involves

Speaker:

kind of going through all the

Speaker:

GDPR stuff at the time.

Speaker:

Cause also this was just launching.

Speaker:

The Germans really, they care

Speaker:

a lot about GDPR.

Speaker:

Yeah, JDPR is a big

Speaker:

thing.

Speaker:

And they wanted things which

Speaker:

obviously, as a startup, we couldn't

Speaker:

provide.

Speaker:

They wanted, oh, we want a data

Speaker:

room, sorry, a data center in

Speaker:

Germany, we want all these other

Speaker:

things, stuff which would take

Speaker:

12 months for us to deliver on

Speaker:

the engineering side.

Speaker:

So it was kind of impossible to do.

Speaker:

I'm like, okay, great.

Speaker:

It's fine for you to do this.

Speaker:

But I was like, basically what is

Speaker:

happening is we don't have that

Speaker:

go-to-market fit for that market.

Speaker:

So if you want to really tackle the

Speaker:

market, You need to understand,

Speaker:

okay, tick on the

Speaker:

people team's request, which is all

Speaker:

about headcount.

Speaker:

Do we have the headcount there,

Speaker:

boots on the ground?

Speaker:

Yes, we do.

Speaker:

Have we figured out how to hire the

Speaker:

people? Yes, yes, we have.

Speaker:

Okay, fine.

Speaker:

Sales team, do they have the

Speaker:

playbooks? Yes, they do.

Speaker:

The customer wants the same.

Speaker:

The CS team can work with them

Speaker:

fine.

Speaker:

But when it came to engineering and

Speaker:

legal, there were a lot of

Speaker:

things to be desired.

Speaker:

And so we had to design basically

Speaker:

a whole kind of program to prove to

Speaker:

the regulator.

Speaker:

And therefore, customers that,

Speaker:

hey, we're going to be fully

Speaker:

compliant in, say, nine to 12

Speaker:

months, but we're gonna start with,

Speaker:

let's say, kind of, you know, a

Speaker:

legal cover letter, here's the plan,

Speaker:

here are the things that are gonna

Speaker:

happen. I kind of walk them through

Speaker:

it and basically solve a

Speaker:

go-to-market problem

Speaker:

with basically everything that

Speaker:

BizOps could help with.

Speaker:

And so, you really need to

Speaker:

understand, usually, you don't have

Speaker:

pro-market fit, maybe go-

Speaker:

to-market-fit, assume that

Speaker:

so that you know kind of what can

Speaker:

happen. And understand that every

Speaker:

single department will have

Speaker:

a different point of view on what

Speaker:

they want from that

Speaker:

new go-to-market motion,

Speaker:

basically. Balance those.

Speaker:

US expansion two

Speaker:

times and supported a couple

Speaker:

other companies through it and

Speaker:

it always takes longer and

Speaker:

costs more and

Speaker:

has multiple failures along

Speaker:

the way.

Speaker:

And even knowing the failures

Speaker:

still fail again.

Speaker:

What are the top three things do you

Speaker:

have that would just maybe

Speaker:

possibly de-risk your US

Speaker:

expansion, or do you think that's

Speaker:

impossible and you just have to

Speaker:

budget two to three times as much as

Speaker:

you think and two to three

Speaker:

times longer to crack it?

Speaker:

I think when it comes to, let's say,

Speaker:

US expansion,

Speaker:

that one anyway is a bit easier,

Speaker:

I think, because there

Speaker:

are plenty of parties that can

Speaker:

help you with this now.

Speaker:

But one thing is when you want

Speaker:

to expand, that would be kind of

Speaker:

the first thing. What are the signs

Speaker:

that you need to actually...

Speaker:

An entity that is that

Speaker:

is it your investors demanding that

Speaker:

you have an entity not signed enough

Speaker:

or do you need a proper sign?

Speaker:

Like, founders need to be able to

Speaker:

kind of push back sometimes because

Speaker:

investors want it.

Speaker:

Obviously, the investors have a

Speaker:

point of view. Why do they want it?

Speaker:

Like, is it because you're getting

Speaker:

investment from the US?

Speaker:

If that's the reason, then okay,

Speaker:

that's a good enough reason because

Speaker:

otherwise, you're not getting the

Speaker:

investment. But if it is just an

Speaker:

entity for entity's sake, there is

Speaker:

no point. There is just probably

Speaker:

different times when you can spend,

Speaker:

I don't know, 20, 50K

Speaker:

on all the legal fees that you

Speaker:

need to expand.

Speaker:

So knowing when to do it.

Speaker:

Pushing back.

Speaker:

Since you've done it, you know,

Speaker:

multiple times, I imagine that you

Speaker:

will, you'll know kind

Speaker:

of roughly when that happens and you

Speaker:

can push back on those things.

Speaker:

And the other thing is I think doing

Speaker:

a little bit of upfront,

Speaker:

like kind of research with

Speaker:

the actual, you know, people who are

Speaker:

both using and buying your product,

Speaker:

kind of as a soft test, maybe as

Speaker:

a soft launch to know

Speaker:

what are the real kind of challenges

Speaker:

you're going to run into.

Speaker:

So doing a little bit of that

Speaker:

research, kind of pre, kind of

Speaker:

big reveal, big kind of,

Speaker:

you know, here I am, and I'm, you

Speaker:

know, putting my flag in the US, so

Speaker:

to speak. Those are the kind of the

Speaker:

two things I would do.

Speaker:

And then I just get

Speaker:

a good kind of finance

Speaker:

and accounting firm to help

Speaker:

you with the setup of kind of

Speaker:

from the back end of that, because

Speaker:

US taxes get very, very complicated,

Speaker:

so have the right partner there.

Speaker:

I have a question for you.

Speaker:

So the initial kind of discovery

Speaker:

piece around go-to-market fit and.

Speaker:

Doing some level of like research,

Speaker:

interacting with the initial set of

Speaker:

prospects and customers really

Speaker:

feeling your way through it.

Speaker:

Do we have any actual challenges

Speaker:

with our so-called go-to-market fit

Speaker:

or what do we need to reconcile

Speaker:

either from our product perspective

Speaker:

or go- to-market motion perspective

Speaker:

or what have you.

Speaker:

Once you're past that phase, let's

Speaker:

say we have some initial as

Speaker:

usual UK folks going

Speaker:

to the US, kind of feeling their way

Speaker:

through this and identifying that

Speaker:

and you maybe hire your first person

Speaker:

in the US.

Speaker:

No office and they start activating

Speaker:

themselves And you're like, all

Speaker:

right, fine.

Speaker:

So we've done this part of it.

Speaker:

We've done some level of discovery.

Speaker:

It feels like we're on the right

Speaker:

track. We're signing deals at some

Speaker:

level of cadence that makes sense.

Speaker:

And it feels like the product's

Speaker:

doing its little trick and the

Speaker:

motion seems to be working.

Speaker:

We hired the first rep, seems to be

Speaker:

happening, fine, let's

Speaker:

get our investment.

Speaker:

Let's take the cash.

Speaker:

Let's do the first big bash of like

Speaker:

the first cohort effectively.

Speaker:

So let's go to an office in New York

Speaker:

City. Let's hire a batch of six

Speaker:

AEs and maybe a couple of BDRs.

Speaker:

And let's install a team ASAP all

Speaker:

as one go around basically.

Speaker:

How do you ensure in that second

Speaker:

step that things were successful?

Speaker:

Because this is where I find things

Speaker:

fall down a little bit where you

Speaker:

have your sense check, everything's

Speaker:

cool, you have the first cohort,

Speaker:

they start ramping in and then

Speaker:

you're like, oh shit, they're like

Speaker:

they're not exactly ramping in as we

Speaker:

expected.

Speaker:

And you're, like, is it them?

Speaker:

Is it us? Is it the market?

Speaker:

What is going on here?

Speaker:

When you have that one person that

Speaker:

actually can analyze and

Speaker:

can really get the early signs or

Speaker:

the leading indicators of how

Speaker:

this team is doing, you're

Speaker:

going to be setting yourself up for

Speaker:

success much better

Speaker:

because you know what's

Speaker:

happening and rather than figuring

Speaker:

out all this team didn't ramp up,

Speaker:

you know, six months down the line.

Speaker:

You can actually see how is that

Speaker:

evolving kind of on a week by week

Speaker:

and a month by month basis, so you

Speaker:

can prevent a lot of those kind

Speaker:

of future mistakes.

Speaker:

The other thing I've seen companies

Speaker:

do is obviously the

Speaker:

one founder at least can go into

Speaker:

the U S and just keep an eye very,

Speaker:

very closely.

Speaker:

And I think just having that level

Speaker:

of commitment from companies

Speaker:

obviously gives the local team

Speaker:

a sense that, Hey, this is an

Speaker:

important market and you

Speaker:

know, what you're doing here

Speaker:

matters. And obviously the founder

Speaker:

can install some of, you know, their

Speaker:

own Kocha.

Speaker:

And obviously you can show them the

Speaker:

learnings that they've usually

Speaker:

accumulated through years

Speaker:

of selling, you

Speaker:

European side.

Speaker:

And that one I think is

Speaker:

the lesson that businesses have to

Speaker:

learn on their own

Speaker:

over and over again because

Speaker:

there's like a lot of European

Speaker:

founders have no interest in moving

Speaker:

to America. Some do but

Speaker:

oftentimes it's

Speaker:

a forced moment a

Speaker:

year or two years too late.

Speaker:

No, I think so.

Speaker:

And I think, I think the founder

Speaker:

definitely should be spending some

Speaker:

time there.

Speaker:

And you know, whether they really

Speaker:

want to move kind of full time,

Speaker:

it depends on everybody's

Speaker:

circumstance. If they have a family,

Speaker:

they probably don't want to move

Speaker:

everybody just like that.

Speaker:

And that's perfectly understandable.

Speaker:

But having maybe a chief of staff or

Speaker:

somebody who is like a true

Speaker:

representative of the C-suite of

Speaker:

the company.

Speaker:

Into the geography I think really,

Speaker:

really helps. I just don't think it

Speaker:

works without it.

Speaker:

I mean, Brandon, have you ever seen

Speaker:

it work without the original?

Speaker:

Yeah, it is fascinating.

Speaker:

I've sort of seen it work because we

Speaker:

went to the US for the Series B

Speaker:

expansion and he decided

Speaker:

not to move to the U.S.

Speaker:

And he was making frequent trips for

Speaker:

sure. But we had set up a New York

Speaker:

City office, so, you know, kind of

Speaker:

this thing that I described, a ton

Speaker:

of AEs, a ton BDRs at the time.

Speaker:

We hired pretty early

Speaker:

on kind of like our general

Speaker:

manager, I guess.

Speaker:

Like he definitely was like sales

Speaker:

lineage from the industry.

Speaker:

Had his chops in place and was a

Speaker:

bit broader in terms of this GM kind

Speaker:

of capability and remit and so on.

Speaker:

So he was an instrumental person,

Speaker:

I would say to kind of like

Speaker:

professionalize our office

Speaker:

situation. It was a good caretaker

Speaker:

of what needed to happen across the

Speaker:

GTM holistically, I suppose, and

Speaker:

also was a connection back to

Speaker:

leadership back in the headquarters.

Speaker:

Was he American or like, did he

Speaker:

come from the UK team or

Speaker:

did you hire him in America?

Speaker:

We hired him independently as our

Speaker:

GM from America.

Speaker:

I think he was based in New York

Speaker:

City himself. So he was full on

Speaker:

U.S. In this case.

Speaker:

So that initial kind of like, I

Speaker:

don't know, rampant of what had to

Speaker:

happen for Signal worked

Speaker:

to a certain extent.

Speaker:

And then we got to a sort of level

Speaker:

and then things kind of fell apart

Speaker:

basically. And in that later stage I

Speaker:

was not a part of that so I don't

Speaker:

know why it fell apart exactly, but

Speaker:

it did.

Speaker:

So moderate success is maybe the

Speaker:

best way to characterize it.

Speaker:

But I think to your point, the zeal

Speaker:

of the founder, especially when

Speaker:

you've raised cash, they're

Speaker:

committed.

Speaker:

They know they're next on the line a

Speaker:

little bit. They're like, yeah, this

Speaker:

US thing is our bet.

Speaker:

I need to make this happen.

Speaker:

I'm there.

Speaker:

I think this is one where kind of

Speaker:

quote-unquote going founder mode

Speaker:

definitely pays off.

Speaker:

Not that I like to use that phrase.

Speaker:

Need to go and manage it.

Speaker:

I also think that if

Speaker:

founders can reframe

Speaker:

being annoyed at having to

Speaker:

move to America from their lovely,

Speaker:

safe European homes,

Speaker:

it gives them an opportunity to do

Speaker:

what they do best, which is start

Speaker:

at zero again and be properly

Speaker:

entrepreneurial.

Speaker:

Part of it is being a founder and

Speaker:

part of it it's actually their

Speaker:

skills and they're doing the same

Speaker:

thing again.

Speaker:

Do we have PMF?

Speaker:

Do we go to market fit?

Speaker:

What's wrong?

Speaker:

And then very quickly funneling

Speaker:

back, here's the problems.

Speaker:

Yeah. And networking like crazy,

Speaker:

learning like crazy in

Speaker:

a way that you do when it's

Speaker:

your baby.

Speaker:

So if we change

Speaker:

tack a little bit or change topics,

Speaker:

you've done a lot of pricing as

Speaker:

part of your background and

Speaker:

career. We are in

Speaker:

the process of revisiting our

Speaker:

pricing yet again.

Speaker:

Godspeed be with you,

Speaker:

if I was religious.

Speaker:

Definitely part of the challenge is

Speaker:

if you look at our competitors,

Speaker:

nobody knows how to price and

Speaker:

pricing is all over the place,

Speaker:

changing on a regular basis.

Speaker:

There's no consistency.

Speaker:

There's not way that customers are

Speaker:

used to buying.

Speaker:

And so it's really like,

Speaker:

you can't even just steal somebody

Speaker:

else's.

Speaker:

It's quite a challenge right now.

Speaker:

So who should lead it?

Speaker:

And how should we get started?

Speaker:

Pricing, first, I feel

Speaker:

you in all the pain, and I want to

Speaker:

say that actually what you're

Speaker:

experiencing when you say our

Speaker:

competitors haven't also figured it

Speaker:

out and there's no real habits in

Speaker:

how you buy, that's actually a great

Speaker:

opportunity, I think,

Speaker:

because then you can design

Speaker:

it in a way which is from first

Speaker:

principles.

Speaker:

You can design in such a way that

Speaker:

obviously your existing customers

Speaker:

and your potential customers can

Speaker:

both be on board for how they

Speaker:

buy. So pressing usually...

Speaker:

Different companies that I've

Speaker:

advised, pricing will either

Speaker:

be led or begin

Speaker:

to be led by, you know, kind of the

Speaker:

go-to-market side or by product,

Speaker:

depending on what the real pain

Speaker:

is with pricing.

Speaker:

Now, the thing is that what

Speaker:

a lot of founders, I think,

Speaker:

don't understand well enough

Speaker:

is that pricing is really, really

Speaker:

complex as a matter.

Speaker:

And what I mean by this is kind of

Speaker:

it goes into the same territory

Speaker:

as expansion.

Speaker:

Or launching a channel, partner

Speaker:

motion, or changing a business

Speaker:

model, that kind of thing.

Speaker:

It's something which touches every

Speaker:

single part of your company, whether

Speaker:

you like it or not.

Speaker:

Even if you don't want to think

Speaker:

about it, even if you think, I'm

Speaker:

just going to change this on the

Speaker:

marketing website and then I'm done

Speaker:

like this, I have news for you,

Speaker:

you're not.

Speaker:

Because marketing obviously needs to

Speaker:

do its part, sales needs to to do

Speaker:

their part, product finance,

Speaker:

everybody needs to be on board and

Speaker:

coherently on board and together,

Speaker:

because...

Speaker:

Sales will be pushing you and say,

Speaker:

oh, this is too expensive and we

Speaker:

can't close.

Speaker:

Therefore, we need the lowest price.

Speaker:

CES will say, you know, the way

Speaker:

you've structured this, you know,

Speaker:

pricing spirals out of control.

Speaker:

All of a sudden we see a lot of

Speaker:

churn.

Speaker:

That's a problem.

Speaker:

Or we can't expand.

Speaker:

You sell everything to begin with,

Speaker:

so where's the expansion for us?

Speaker:

Exactly.

Speaker:

So where's where's.

Speaker:

My commission, so to speak.

Speaker:

Obviously, if you press to load and

Speaker:

finance starts, you know, raising

Speaker:

flags and saying your margins are

Speaker:

eroding and obviously soon you

Speaker:

don't have a business.

Speaker:

So you throw in all these different,

Speaker:

obviously, interests and very

Speaker:

natural pulls and tugs.

Speaker:

And if you end up changing them too

Speaker:

often, then your operational

Speaker:

team, whether it's, you know a

Speaker:

central team or even within sales

Speaker:

operations or product operations,

Speaker:

they can't cope because they cannot

Speaker:

change the systems in a current way

Speaker:

that quickly.

Speaker:

I dare you change Salesforce with

Speaker:

a couple of days

Speaker:

for a big pricing change.

Speaker:

And then you end up with cohorts of

Speaker:

customers on a different pricing

Speaker:

schedule. You're trying to figure

Speaker:

out what they're paying and how.

Speaker:

Oh, yes.

Speaker:

Try keeping track of it.

Speaker:

And I can tell you even AI cannot

Speaker:

help you with this.

Speaker:

It's very, very hard.

Speaker:

And so the issue is that obviously

Speaker:

when you have pricing being led by

Speaker:

one of those apartments,

Speaker:

whichever one it is, it could be

Speaker:

finance, it can be whichever one,

Speaker:

you end up biasing the outcome

Speaker:

towards what they want.

Speaker:

And that is an issue long-term.

Speaker:

You may think it's fine for the

Speaker:

first three to six months even,

Speaker:

but down the line, you ended up

Speaker:

having a lot of different problems.

Speaker:

And so.

Speaker:

This is why I think a lot of

Speaker:

companies bring in kind of an

Speaker:

external consultant sometimes does

Speaker:

pricing and kind of lead that.

Speaker:

Or obviously if they have kind of a

Speaker:

strategy and ops team, somebody

Speaker:

within that will lead it sometimes

Speaker:

could be with the help of somebody

Speaker:

else as well, because not

Speaker:

everybody's a pricing expert.

Speaker:

I've done a number of changes and

Speaker:

every single time I've learned

Speaker:

something new, changing from

Speaker:

a platform and kind of a SaaS

Speaker:

pricing to a usage based pricing

Speaker:

or everything being based on.

Speaker:

Of outcomes and AI now, because

Speaker:

obviously that's in vogue and

Speaker:

trying those kinds of things.

Speaker:

But you need to kind of take it as

Speaker:

a full project,

Speaker:

which you're going to then re-learn

Speaker:

and redo every two to

Speaker:

six months, because like

Speaker:

pricing is not a single change.

Speaker:

It's not a flip of a switch.

Speaker:

It is something which is kind of a

Speaker:

fundamental part of the operations

Speaker:

of your company.

Speaker:

You need to do it consistently

Speaker:

and coherently.

Speaker:

So when it comes to consistency

Speaker:

around pricing and packaging.

Speaker:

How do you do that?

Speaker:

Because I feel like every time I've

Speaker:

done this before, and pricing is

Speaker:

never a standalone pricing.

Speaker:

It's always pricing and the

Speaker:

packaging itself. They're

Speaker:

intertwined very closely, obviously.

Speaker:

So there's a certain level of

Speaker:

complexity there between the

Speaker:

packages and the prices and so on.

Speaker:

So normally, this has been like a

Speaker:

strategic initiative that's been

Speaker:

driven by me or somebody like me,

Speaker:

basically, where you're pulling

Speaker:

stakeholders together because you're

Speaker:

right, it's cross-functional

Speaker:

impacts, everyone has to be thought

Speaker:

through carefully because it's

Speaker:

literally the pricing of the

Speaker:

company. You don't want to screw

Speaker:

what's happening.

Speaker:

And also we have existing customers

Speaker:

in our plans historically and how

Speaker:

you kind of migrate those folks over

Speaker:

to the new situation, all of it

Speaker:

needs to be thought through rather

Speaker:

carefully.

Speaker:

And it's been successful, I would

Speaker:

say, in terms of the strategic

Speaker:

initiative focus or an OKR

Speaker:

or whatever the case might be.

Speaker:

What I've never got into the groove

Speaker:

of, and I think partially because it

Speaker:

was never really required, I guess,

Speaker:

which is more the consistency part

Speaker:

of it or revisiting it on some

Speaker:

basis. Like once we did our

Speaker:

strategic shift, we're like,

Speaker:

boom, done, let's move on, next

Speaker:

problem.

Speaker:

Uh, as an operator.

Speaker:

So this consistency piece,

Speaker:

tell me about that. Like how, how,

Speaker:

how can that realistically happen?

Speaker:

Do you think in scale ups?

Speaker:

So this is something which

Speaker:

I think most scale-ups

Speaker:

need to actually look at their

Speaker:

pricing and how it's working,

Speaker:

probably on a three to six month

Speaker:

basis.

Speaker:

And I say this because usually the

Speaker:

market will move kind of underneath

Speaker:

you and if you don't move with

Speaker:

it, you probably will be

Speaker:

leaving money on the table or you

Speaker:

might be losing some opportunities

Speaker:

for up-sale, that kind of thing.

Speaker:

So it kind of goes back to the

Speaker:

curiosity kind of lever that we've

Speaker:

been talking about.

Speaker:

Just really kind of going again with

Speaker:

talking to your ICP, talking

Speaker:

to your existing customers, kind of

Speaker:

figuring out what's bringing value

Speaker:

for them, what is not, and maybe

Speaker:

not rejiggling necessarily

Speaker:

your pricing tiers or

Speaker:

even the pricing itself, but more

Speaker:

like what goes behind each package

Speaker:

so that you can draft

Speaker:

people up a value chain of the

Speaker:

product, basically.

Speaker:

What's the practice, I guess is what

Speaker:

I'm asking. You know what I mean?

Speaker:

Like are we, does this still sit

Speaker:

with Brandon? Do I pull these people

Speaker:

together like once a quarter or

Speaker:

something or like what are we doing

Speaker:

here?

Speaker:

So I think usually if you have

Speaker:

kind of a operations generalist

Speaker:

type of a person or

Speaker:

maybe somebody within product ops,

Speaker:

or maybe somebody within kind of rev

Speaker:

ops, they can be tasked with

Speaker:

doing kind of a periodic review of

Speaker:

this and bringing kind of an

Speaker:

analysis. Like how is it going now?

Speaker:

How is it working if there's a need

Speaker:

for a big change, then obviously

Speaker:

they can pull in everybody together

Speaker:

and it can become kind of a bigger

Speaker:

thing again, but it's good to have

Speaker:

somebody within at least probably

Speaker:

one of those two buckets that looks

Speaker:

at it.

Speaker:

Quote on your basis.

Speaker:

And what are they looking at?

Speaker:

Gross margin, win rates,

Speaker:

expansion.

Speaker:

So they will be looking at kind of,

Speaker:

you know, first kind of starting

Speaker:

with the go-to-market funnel,

Speaker:

you know, reasons for

Speaker:

DOs won or lost and how does

Speaker:

pricing kind of fair in there,

Speaker:

because usually that's

Speaker:

kind of a key reason, either or.

Speaker:

That's interesting, because I

Speaker:

normally just disregard

Speaker:

losses for price being too

Speaker:

much.

Speaker:

Because I guess it's just if it

Speaker:

becomes higher. No, because normally

Speaker:

I'm like, yeah, that's just a

Speaker:

salesperson who didn't explain

Speaker:

value, rather than

Speaker:

actually too high a price.

Speaker:

But I guess if it goes out of the

Speaker:

normal range, that's

Speaker:

when you should look at it.

Speaker:

Did they not explain it

Speaker:

or the person just didn't actually

Speaker:

value it?

Speaker:

So this is where I think there's a

Speaker:

second layer of why, which you

Speaker:

can get to to kind of understand,

Speaker:

is this really driven by lack of

Speaker:

value or maybe just, you know, you

Speaker:

have a sales team, which is

Speaker:

performing could be multiple

Speaker:

reasons.

Speaker:

Okay, so I guess if it's like

Speaker:

out of the normal range of pricing

Speaker:

as a reason, that's something to

Speaker:

look at.

Speaker:

No, absolutely.

Speaker:

And you can look at like, for

Speaker:

example, in your CS

Speaker:

team, are they managing to

Speaker:

upsell?

Speaker:

And for what reasons?

Speaker:

You know, are the packages adequate

Speaker:

or not?

Speaker:

If you know, the team has tried to

Speaker:

up sell, but actually the

Speaker:

customer, you know doesn't want to

Speaker:

because they have everything within

Speaker:

a package, maybe there's time to

Speaker:

breathing the packages to make sure

Speaker:

that there is a path forward for

Speaker:

upsell.

Speaker:

So those kind of things I'd look at.

Speaker:

And then you talked about the

Speaker:

outcomes, like the new AI

Speaker:

fad of charging per

Speaker:

outcome.

Speaker:

And so obviously thinking about it

Speaker:

with us, do you think it always

Speaker:

works?

Speaker:

Like the example, okay, cool.

Speaker:

Cause I was like,

Speaker:

cause sometimes it's not really,

Speaker:

even if you're using AI, it's, not

Speaker:

an outcome based solution

Speaker:

that you're reducing cost in.

Speaker:

And I think this goes back to the

Speaker:

discussion about really figuring

Speaker:

out what kind of value is your

Speaker:

customer really buying.

Speaker:

So pricing based on an outcome works

Speaker:

for Zendesk or Intercom

Speaker:

because the outcome is very

Speaker:

clearly definable and

Speaker:

quantifiable.

Speaker:

But if your outcome is something

Speaker:

quite more nebulous or something

Speaker:

that takes longer for

Speaker:

your customer to actually see

Speaker:

and get to, then probably that's

Speaker:

not the right pricing.

Speaker:

And I guess also, so now we're just

Speaker:

going straight into our actual

Speaker:

problems at work, our

Speaker:

thinking is one of the things that

Speaker:

we do is scan

Speaker:

all of your

Speaker:

SAS assets and tag them

Speaker:

and tell you whether or not

Speaker:

they're sensitive and what kind

Speaker:

of sensitive information are in

Speaker:

them. And so I guess the outcome

Speaker:

could be that every single asset

Speaker:

you have is labeled.

Speaker:

That's not the end value.

Speaker:

That's a means to an end.

Speaker:

Yeah, exactly.

Speaker:

And then it's like, ultimately, it

Speaker:

seems like everything that we do

Speaker:

lands on some version of compute.

Speaker:

And I'm just not sure if customers

Speaker:

really care about compute as their

Speaker:

value metric.

Speaker:

So I'm trying to figure out what are

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we computing where there is value

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in a customer's eyes.

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And also, in reality,

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there are different customers within

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the company that have different

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value.

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The people who are end users view

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value very differently to the

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exec who's owning

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it, yeah.

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I think that's a great case for

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actually doing proper research

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when you can figure out what is, as

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you say, the value that you're

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bringing and what are also customers

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willing to pay.

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Because sometimes they'll see the

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value, but they may say, I just

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don't want to pay XYZ for this

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because it's not worth it for me.

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So really segmenting and really

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going for that.

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It's basically where your

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ICP segmentation becomes critical.

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And you can end up actually with a

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go-to-market motion, which is super,

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super niche.

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And I need this kind of IT exec

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with this kind of background who

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understands X, Y, and Z and has done

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some other thing and just

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sell to them and create all the

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motions to really go after them

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because then they become your

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champion and they can become the

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person that convinces everybody

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else, Hey, there is real value in

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this and can be, you know, they can

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defend you in front of everybody

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else. You just need to find them,

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the needle in the haystack.

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Exactly.

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It actually just happens with a lot

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of talking to them.

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And like really finding the why, uh,

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and I haven't found actually a

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shortcut for finding the

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way from data

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sets.

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I want to say I always find the way

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with talking to people.

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The real way that is obviously

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the big data set will help you

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quantify how big that why is,

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but really kind of going after

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the real humans behind the story,

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humans do matter even in the age of

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AI.

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We are rapidly

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running out of time, but nobody gets

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out of here without answering our

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final question, which is,

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if our listeners can only take

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one thing away from the episode

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today, what is it?

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I think the key thing

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that I would say is

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if you're scaling a

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company, start thinking about

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systems thinking and get

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the right people in your

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team to help you execute on

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that.

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Thank you, Vest, for joining us on

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the Operations Room.

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If you like what you hear, please

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subscribe or leave us a comment, and

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we will see you next week.

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