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A Passion for Psychographics, Innovation for 2025, and Culture at Scale | Craig Handy @ Shopify
Episode 931st August 2021 • Demand Gen Chat • Chili Piper
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Hey everyone.

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And welcome back to another

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episode of demand gen chat.

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I'm your host Kaylee Edmondson, And

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today we are joined with Craig Handy,

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who has a very long title, that is the

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head of Post-Sales/Evolution/Robots,

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over at Shopify.

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So thanks for joining us.

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I'm glad to be here.

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Thanks for having me.

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Yeah, absolutely.

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So I feel like you have to

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start with your title and

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Yeah.

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...kind of set the stage.

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for How thing are positioned or org'd

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over at Shopify and kind of what

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your layer of ownership oversees.

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So, so yeah, so Shopify, um, went

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through a reorganization in I would

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say December of 2020, and the intention

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of this was, you know, we had a bunch

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of different products, a bunch of

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different approaches to go about, uh,

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selling it and then kind of each product

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had their own go-to-market teams.

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And their, their own full functions.

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and The thought was, was that that's not

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serving our merchants, our customers in

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the best way that we could, because it

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was very, it was it was disjointed in

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the way that we interacted with that.

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So the decision was made to

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Mm-hmm [affirmative].

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...let's rethink this altogether in a

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way that actually fits better than we

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can, you know, put crafts together,

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put, uh, you know, solutions together

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and put the way we communicate better.

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So what that.

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ended up Forming was what we call

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a global [inaudible 00:01:17]

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tech and ops, uh, division.

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And it's the focus that is all

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the technology, all the tooling,

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many of the processes and how we

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align that with the people with

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data to achieve the objectives.

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And I kind of see that as you know,

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Shopify has this thing of being kind

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of merchant-obsessed, and we can talk

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over that, but that's, they, they,

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we live by that and I love that.

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But, uh, one of the things too was, well,

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how do we be merchant-obsessed and how do

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we help the team be merchant-obsessed?"

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Well, that was, we need to provide

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every single person that interacts

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with the merchants or systems that

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the merchants interact with, to

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community with us has to be smooth.

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has to be clean.

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so that's really what the team

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that that my team focuses on

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is, is, is building that out.

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When we first did this, we formed

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uh, two groups, foundations,

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and evolutions foundation.

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was supposed to be like the main

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roadmap of work we were going to do the

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day-to-day kind of medium-term focus.

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And I had the evolutions team and this

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was focused on either like immediate

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short-term, as in we need something it's

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going to take a couple months to do,

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but like we still need it right now.

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So what crazy thing can we come up to,

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to, to just bridge that gap overnight?

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But the main part was we were

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looking at extreme long-term.

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We were trying to see one,

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two, three, four years.

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out.

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Were we doing things that were

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going to be like, we don't, I

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don't want to be an early adopter.

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I want to be an innovator.

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I don't wanna wait for technology to

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[inaudible 00:02:35], I want to go out

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to businesses, out to companies, work

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with them to, to craft better solutions

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and, we can give kind of the same way

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we, you know, [inaudible 00:02:43]

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is arming the rebels well, why not?

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Let's arm the rebels in the

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rev tech space and, and kind

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of go out there and get that.

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So that was the passion.

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Um, but we changed a little bit again

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recently and we changed because.

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Uh, it was, it was very separate.

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It was a lot to kind of put our

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two different groups, especially

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in the groups we're building.

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So we then now broke into a

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more traditional system, which

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is pre-sales and post-sales.

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So we're still running the evolutions.

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I'm still doing that as, a group, but now

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we're responsible for, post-sale rev tech.

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which is An awesome space now where

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we watched that bridge between,

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uh, I think someone referred

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to it as cross-sell/up-sell...

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I like to call it coverage, but it's

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like, how do we take the merchants

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that we've acquired and connect them

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with the next best thing for them to

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advance through business and invest

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in their business and, and grow.

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So, That's, uh, that's how

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we get that 100-year company

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and, and what we focused on.

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Yeah.

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You said so many interesting things just

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in your definition of what you're owning

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or what your area of responsibility is.

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But one of the things I think that

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stands out most is, Looking not, only six

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months or a year ahead, but four years

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down the road at such a massive company.

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What are some of the things that go

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into your day-to-day, or even your

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quarterly planning where you're

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thinking okay, what does 2025 look like?

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Yeah.

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so, so it's, it's funny.

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because it's like, you know, you're

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trying to predict the future in a way,

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but ultimately, uh, so someone early on

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in my career was was telling me about

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You know, open as many doors as you can.

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Not because you need to go through

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every single one of them, but open every

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door and kind of see what's out there.

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So for us, what I tell my team is,

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you know, take every phone call.

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Um, which, I mean, I, maybe I shouldn't

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say that out in a in a public space,

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but you know, if someone's pitching

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a software, like go and go and see

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it, see, see why they're doing there.

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Why do they exist?

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Why do they feel that there's a need

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for this, What other companies are are

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engaging in, in this type of thing?

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Now, In the Shopify perspective,

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though, for us planning for our future,

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you know, we have pretty solid goals

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leading up to the next few years,

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and then Shopify's been very good at

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kind of setting those really strong

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north stars and lofty objectives.

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So we kind of aligned where the fact

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is, we realized to hit those objectives.

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Well, we need more people

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hit those objectives.

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We need to identify more

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opportunities to hit those objectives.

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We need.

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to, You know, make the merchant base

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that we have feel like Shopify is,

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is there for them, have their back.

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And so when I look at that,

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I I try and find ways to get

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us closer to the merchants.

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I try and find ways for us to

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speed up or remove redundancies.

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I try and find ways to say also is it the

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way that humans are choosing to interact.

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Is that evolving?

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Is that changing?

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So.

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of course, Global pandemic changes the

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way that some people want to interact.

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And then we look at well, for coming out

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of this, uh, and, and when we come out

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of this, what is that going to change?

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Are we going to have a roaring 20s where

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people want those in-person events,

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and and would actually send you know,

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more of those human interactions?

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or have we, have we shifted

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to, you know, kind of radical

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digitization of how we interact?

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So they're kind of thinking about that.

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So, but, but a lot of it, you

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know, we, we never lose sight of.

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The merchant or in this case, from

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my regard, is the, is the human?

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Because without them, like, I

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mean, what are we doing, Right.

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Mm-hmm [affirmative].

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So that's always, how do the humans

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feel and act and change in different

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and how does society change?

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And we just reflect the

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technology to, to fit.

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that.

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Yeah.

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No, and I think that's interesting too.

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And even your concept around leaving, um,

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Leaving doors open or at least opening

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them in the first place is interesting

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because it's like, especially for us right

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now from a demand gen standpoint, um, we

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are also trying to predict the market.

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And this is also my first time

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in my career where I'm trying

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to predict the market against.

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you know, the pandemic, I uh, never

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been up against anything like this.

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And so we're even just trying to make

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decisions around in-person events,

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um, and things of that nature.

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And it's like, do you know, how

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do you plan for both outcomes?

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And so this is even, you know, our first

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scenario where we as a team are trying to

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come together to have a true formalized

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plan, a and a plan B in conjunction.

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so that, You know, if the, you know,

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things changed very quickly or whatever.

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We would have a good backup plan in place.

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I think people always talk about

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it, but executing two plans at once

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that are polar opposite from one

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another is quite different from at

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least the way that in startup world,

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like we are used to operating.

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So, um, it's an interesting

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muscle to flex and, um,

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interesting to flex it four years.

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in advance, too.

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indeed.

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indeed.

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No, it is.

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And actually like, on that route, too,

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about the events, I I joke around, Like,

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one of my business partners, he, he, uh,

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he and I could be complete polar opposites

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in that same regard where I'm kind of

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like, "No, I don't really want to travel.

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anywhere right now, like, actually,

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I'm totally cool with virtual

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events, He's, like, lick the

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floor of the airport comfortable.

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And so I'm kind of like, all right,

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you have a very different, [Laughing]

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but in the case for him, it's, so

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he's itching to go to in-person events

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immediate, he wants to get there.

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And so, In that essence is both

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of us are [inaudible 00:07:40].

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Both of us are engaged in in that market.

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So you kind of have to say like, are

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you gonna do two things so-so, or

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are you gonna do things really well?

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But does that exclude those communities?

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And I know Chili Piper's obviously huge

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on community building, which is again,

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one of the reasons I love you guys, but

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that scenario is, is you now have people.

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that are Going to go there.

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that can create that experience

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virtually for the ones that

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are not ready to do that?

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So it's a tough, uh, a tough job.

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So

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Yeah, yeah,

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I don't envy you on that one.

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[Laughing] Yeah, it's uh, It's tough.

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But it's also really exciting.

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I think it's like a huge challenge and at,

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not just us, but obviously every marketer.

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um, All around the globe right now

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is kind of facing the same thing,

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which I think is also very unique.

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'cause normally we, aren't all facing a

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very similar challenge at the same time.

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Mm-hmm [affirmative].

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and so it's very interesting to

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see how companies are reacting.

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And I think for us, yeah, inclusion,

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um, because even us as a company, right.

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Um, we're trying to plan a

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company, uh, offsite right now.

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We normally do that once a year.

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Obviously last year we

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did not get together.

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That was the first time in chili Pepper's

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existence that we didn't get together.

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Um, so we were trying to do

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something for this October and.

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It's like, "Oh, okay, well now

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the Delta variant is a thing.

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Things are kind of changing.

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We're trying to gauge the perception

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internally of like how people feel

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and their comfortability level.

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I don't know that we have

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anybody that's quite ready to

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lick the floor at the airport.

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However, we do have a lot of

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differing comfort levels internally.

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And so we're trying to, um, you

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know, Provide good experiences for

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even ourselves and then trying to

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figure out ways that we can also

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emote that in our go-to-market

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activities, um, to the public as well.

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Mm-hmm [affirmative].

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So I think it's just super

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interesting and, you know,

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we're still figuring it out.

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So when we do we'll share

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it with everybody, but, um,

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yeah, it's super interesting.

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And I, yeah, especially at scale, right.

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Somebody that's working for a

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company as large as Shopify.

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It's just interesting to

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hear how you guys are kind of

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adapting that mentality as well.

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Um, So let's talk about culture

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for a second at a company.

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Like I don't even understand how large

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is Shopify today, And how large was

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it, I guess when you joined, like, what

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does [inaudible 00:09:38] look like?

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I, I...

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Oh, geez, I I don't even know

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what, what I'm allowed to say or

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not, but it, but it, let's get-

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Oh, skip over it if you don't.

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... let's say a lot.

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There's a lot of people there, so, um-

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Okay.

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...yeah, it's, uh, it's doubled since

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I joined uh, and I joined in 2019

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and with that evolving door,

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how do you all maintain.

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This culture and this mindset

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of like merchant-obsessed at

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such magnitude and such scale.

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Mm-hmm [affirmative].

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Yeah.

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that, that, that is the question.

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Um, because you kind of wonder too,

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when you you, you bring people in from

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different perspectives, is that like,

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what is that due to the existing culture?

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Mm-hmm [affirmative].

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...And I would say like from when I joined

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Shopify, it feels a little different.

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Um, and that granted it constantly will.

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But what I think is if if you take

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it in two different levels, like

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Shopify, has a, A bunch of rules and

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well, like, rules that are really

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related to our principles, let's say.

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Um, and like for example, one

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of them is don't be an asshole.

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Right, And one of those-

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I love that.

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You should make a t-shirt.

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we'll inscribe on [inaudible 00:10:32].

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So you don't have a t-shirt.

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Yeah.

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Honestly, print a T-shirt.

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Yeah.

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yeah.

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one of them's thrive on change.

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And so things like that at, at that

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base level, it's like, we're not telling

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you what the culture is or anything,

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but like, if you follow these basic

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concepts of what we're going to do,

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then, then the feel will stay the same.

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Despite the fact that people are

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coming from different perspectives.

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But as far as culture-building,

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I think Shopify has really

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started to, to grasp this.

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And it's something that

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when I build a team.

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I do the same thing is the obsession

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of, intersectionality with, you

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know, not only race, creed, beliefs,

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but also experience and skillset

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and, uh, network and location.

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And that create the scenario where,

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yeah, I, I might not think the same

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way as you, where I'm I may not even

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like you, to be honest the depending

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on, like we may just butt heads, but I

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love that because It's it's challenging

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ideas, it's challenging thoughts, it's

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giving a different spin on something.

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And so when you look at the career

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and the experience in the background

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of a lot of, of shop folk, as they,

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the company starts to grow is you get,

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It's like, whoa, you came from where

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and oh, oh, you used to do what And,

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And it's all comes back together.

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and, Uh, to, to create, I think, a very

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diverse and very widely-experienced

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team that, uh, you know, the, that

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is the culture in a sense, so.

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Exactly.

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and as you're building.

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this, Um, this team and, you know,

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evolving your culture, but also like

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keeping your key principles like

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intact, obviously that plays well into

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this notion of part of your area of

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responsibility around innovation, right?

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Mm-hmm [affirmative].

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Because you're d-, you know, hiring people

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from different walks of life, different

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backgrounds, different careers, skillsets,

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etc., And all, all that does is fill your

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playbook for innovation within all of

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these pockets that you're now covering.

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Yeah, absolutely.

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Actually, that...

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so, During during the interview

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process, specifically with

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my team that that we run.

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Um, what I try and do is I create

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a, a feeling of mostly what you

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would expect, but, but what you

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could do and a gauge that I have,

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and, you know, not right or wrong.

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but There are some people that kind

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of get the open road or the vastness,

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and they get excited around that.

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And others are like, whoa, whoa.

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Like there's no, there's no structure.

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Like there's no, like, you know,

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when you ask, like, what what

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does it look like in three months?

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And I'm like, I don't know.

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You tell me, uh, you, you get a, "Oh,

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well I don't know if that's that's for

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me, but I love talking to people who

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come from banks because banks are very

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slow to innovate, very slow to change.

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And, you know, we interview people

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coming from banks and you talk about

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like what the role they're going to be

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in, they're like, I can change that.

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I can come.

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If I have an idea, we can,

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we can actually do something.

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And like, yeah.

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And they're like, okay, sign me up.

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Like "I want to be there.

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But that evolutions piece, that innovation

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piece is trying to bring people in

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with the case of, we trust them.

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We trust that, you you know, we

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didn't hire you to press a button.

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We hired you to bring your ideas, bring

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your motivation, bring your ambition and

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drive and go out and build something.

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And I see my job as removing anything

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that tries to get in your way so

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that you can go out and do that.

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Right.

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it's not, it's not...

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And, and that I think creates a

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high-performance team, that team

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where they feel emotionally invested,

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which is incredibly important for

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me to see that where it's like,

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you know, it's it's not your life.

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Maybe it's your job.

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some sometimes that identity blurs

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a little bit, but an emotionally

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invested employee is one that is.

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You know, excited to be there,

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excited to support their, their peers.

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They look amongst the group and

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they, they say not like, what can

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we do today as a team to, to do

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something new or something innovative?

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Not what's on my to-do list today.

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So, That's uh, that's what we're

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trying to build, and uh, I think we're

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doing, doing quite well so far with it

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Yeah, and I think, too, it definitely

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starts with the interview process.

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I love that you flip the script back

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on them and say like, I don't know.

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what does three months look like?

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Um, especially in startup world, I

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feel like that should be a very common,

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like response from the interviewer.

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Um, I feel like even myself,

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people always ask me like, what

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is, you know, 30, 60, 90 days out.

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and I'm like, 90 days out, like you're...

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This, this is a net new role.

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I, you tell.

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Yeah.

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You know, I've never been bold enough

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to say you tell me, but I think I'm

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gonna steal that and start using it.

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Um, because it's super true.

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It's like, well, look, nobody

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knew what I was going to be

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doing 90 days after I got hired.

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Right.

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[ inaudible 00:14:44].

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Like they'd never had a

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director of demand gen before.

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So like every role that

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I've hired has been net new.

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And so it's like, you're paving your own.

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path.

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Mm-hmm [affirmative].

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Um, and I think it's also like a

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good like disqualification, right?

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If you like, see people's reaction on the

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interview and they are like, terrified

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of what you're saying, then, you know,

Speaker:

this is like not the best fit for them.

Speaker:

Mm-hmm [affirmative].

Speaker:

Yeah, no, exactly, exactly that.

Speaker:

And actually, also, one of the other

Speaker:

questions I asked too, and this

Speaker:

comes back to that emotional uh,

Speaker:

connection is I ask, I ask a question.

Speaker:

I'm told it's a hard question to

Speaker:

ask in any way, no matter what,

Speaker:

and it's, what is success for you?

Speaker:

In one year, five years and 10 years.

Speaker:

So what would have to be true at those

Speaker:

landmarks to look back and say, "You

Speaker:

know, I'm proud of myself, I'm successful.

Speaker:

Uh, and some people can't answer

Speaker:

that and that's that's fine, but the

Speaker:

intention is, is that I wanna know.

Speaker:

You know, is this and obviously,

Speaker:

is this the right fit for you,

Speaker:

but are you gonna come here?

Speaker:

like, what is it that you're trying to do?

Speaker:

And can we align those different things?

Speaker:

Can we say, you know, that, that y-

Speaker:

this is what you value Then, okay.

Speaker:

This role, this company, this business

Speaker:

is gonna help you to get to that point.

Speaker:

Cause otherwise your one-year goal

Speaker:

doesn't align with this role What,

Speaker:

what are you, what are you doing?

Speaker:

Right.

Speaker:

Like why, why are you here?

Speaker:

Or the five-year goal?

Speaker:

Like, what is...

Speaker:

You know, what's going to happen here.

Speaker:

How are we going to get you to that?

Speaker:

So it's, it's very important to,

Speaker:

I think, you know, have people

Speaker:

start to think about that.

Speaker:

And sometimes it's as simple as, you

Speaker:

know, I want to make sure I'm doing

Speaker:

something that I'm creating value."

Speaker:

maybe a cop-out, but

Speaker:

you know, you get that.

Speaker:

A lot other people, are like

Speaker:

I want to start a family.

Speaker:

I'm like, awesome.

Speaker:

this is a great place to do it.

Speaker:

Um, some of them are, I want

Speaker:

to start my own business.

Speaker:

I love those ones too.

Speaker:

Uh, but the best answer I got ever

Speaker:

was, uh, someone we hired fairly

Speaker:

recently and she said, uh, her

Speaker:

ten-year was to be retired and I was.

Speaker:

like, "Absol-" I'm like

Speaker:

you're hired right now.

Speaker:

Absolutely love this.

Speaker:

It's just like, so this ambition is

Speaker:

just, so your plan between now and

Speaker:

the next 10 years to be sitting on

Speaker:

enough of a enough of a base to be

Speaker:

like, all right, I'm I'm checking in."

Speaker:

She's not very old either.

Speaker:

So, uh, that was the kind of spirit

Speaker:

where I was like, I love that.

Speaker:

I absolutely love that.

Speaker:

I love that and that's super

Speaker:

bold, um, and unexpected.

Speaker:

Right?

Speaker:

I feel like it catches you

Speaker:

on your toes a little bit.

Speaker:

If somebody told me that

Speaker:

I'd be like, oh, intriguing.

Speaker:

Like, can you start.

Speaker:

tomorrow?"

Speaker:

Um, no, I love that.

Speaker:

And so as you're hiring this team and

Speaker:

understanding like how pivotal and

Speaker:

important rev ops is for a company

Speaker:

of such magnitude, what would your

Speaker:

like, recommendation be for people

Speaker:

who maybe aren't the size of Shopify,

Speaker:

um, and don't have a rev ops team or

Speaker:

think they need one, but are unsure.

Speaker:

Like, what are some of those like

Speaker:

critical paths to success for you?

Speaker:

And when would you recommend to others

Speaker:

that they build and stand up a formalized

Speaker:

rev ops structure within their business?

Speaker:

[ Laughing] Yeah.

Speaker:

So, I love that you ask that, uh,

Speaker:

and this is something I can talk

Speaker:

for, uh, talk for days about, so

Speaker:

I'll, I'll answer it um, in two ways.

Speaker:

Um, the, the first one is that

Speaker:

actually, I wrote, I was thinking

Speaker:

about this and I wrote down something,

Speaker:

it was like four points, um, where

Speaker:

the first one is, is that when your

Speaker:

go-to-market team starts to scale.

Speaker:

And so that change is if, you

Speaker:

know, if you have three, or four

Speaker:

sales reps, maybe a couple BDRs or

Speaker:

SDRs, you know, maybe a marketer.

Speaker:

or whatnot, In a perspective

Speaker:

where it's like, Hey, you know, we

Speaker:

think we can, we can scale this.

Speaker:

Or, or we know if we add give more

Speaker:

sales reps, we're gonna, you know,

Speaker:

do X," at that point is when you

Speaker:

know, your growth is accelerating.

Speaker:

Rev ops makes sense because eventually

Speaker:

that's gonna get to a point where the

Speaker:

site's unmanageable, but your scale will

Speaker:

be more efficient with a rev ops function.

Speaker:

that's, That's really walking.

Speaker:

Uh, another one is where if folks are

Speaker:

spending over 30% of their time doing

Speaker:

rev ops and that's not their job,

Speaker:

then my belief is that an employee

Speaker:

can stretch at least like let's say an

Speaker:

additional 30% of what they are expected

Speaker:

to do, because they naturally wanna

Speaker:

explore and grow and try new things.

Speaker:

But at 30% someone who's, who's

Speaker:

not supposed to be doing that.

Speaker:

Then there's 60% of a job that

Speaker:

will eventually be grown into.

Speaker:

So that's one way to think about that.

Speaker:

Um, Stagnation.

Speaker:

I think we think about sometimes

Speaker:

where, oh, you know, the business

Speaker:

is not growing well, what do we do?

Speaker:

We need to fix our product.

Speaker:

Or maybe we need to, you know, try

Speaker:

and hire sales reps or, or whatnot.

Speaker:

I would say six-eight months of

Speaker:

stagnation where, you know, growth

Speaker:

is not happening quickly, or you're

Speaker:

kind of doing the same thing over

Speaker:

again, and it's not working out.

Speaker:

or You're missing opportunities.

Speaker:

You're missing leads.

Speaker:

You're not getting it right to

Speaker:

your, your base your customer.

Speaker:

base, Throw rev ops into that.

Speaker:

That's going to put it all on its head-

Speaker:

Mm-hmm [affirmative].

Speaker:

... and think about it differently.

Speaker:

Um, and the last part is, obviously

Speaker:

uh, upon a, a moment of, of

Speaker:

grand [inaudible 00:19:06], or

Speaker:

investment or funding rounds.

Speaker:

That is obviously a great point

Speaker:

because of course you're probably

Speaker:

going to scale at that point.

Speaker:

So that makes sense.

Speaker:

Um, But I generally say ASAP

Speaker:

is when you want rev ops, which

Speaker:

leads into my second point,

Speaker:

Yeah.

Speaker:

...which is actually a company

Speaker:

that I started, uh, and it's

Speaker:

called Jameson strategies.

Speaker:

And the intention of that business

Speaker:

is actually to give small businesses,

Speaker:

medium businesses that have not invested

Speaker:

in rev ops, or are not willing to you

Speaker:

know fork out a full-time equivalent

Speaker:

for that to get access to that as

Speaker:

kind of like, you know, rev ops as

Speaker:

a, as a SaaS product, let's say.

Speaker:

Uh, and so that's something

Speaker:

that we've found is.

Speaker:

that The, the premise has been, you've

Speaker:

actually acquired the technology.

Speaker:

You can actually start to adopt the

Speaker:

processes way before you have the people

Speaker:

to, to run it and to facilitate it.

Speaker:

That's normal.

Speaker:

Mm-hmm [affirmative].

Speaker:

...That's natural.

Speaker:

That's of course going to happen.

Speaker:

The difference though, is that if you

Speaker:

can get access to that for an hour, a

Speaker:

couple hours a week, then you can turn

Speaker:

around and say, okay, well, I don't need

Speaker:

that until I get to maybe 10 million.

Speaker:

But what I can do I'm setting the

Speaker:

right things in place, setting

Speaker:

the right things in motion.

Speaker:

To to grow effectively.

Speaker:

Exactly.

Speaker:

and At least building a scalable

Speaker:

foundation, because I feel like more

Speaker:

often than not, um, people don't

Speaker:

invest in rev ops marketing ops ops

Speaker:

in general, um, until it's too late.

Speaker:

And then you join somebody, you know,

Speaker:

you bring somebody into this spiderweb,

Speaker:

is almost always what I refer to it as

Speaker:

where it is just like a tangled disaster.

Speaker:

Mm-hmm [affirmative].

Speaker:

...Right.

Speaker:

Because it's been like half-owned by

Speaker:

somebody in marketing, half-owned,

Speaker:

maybe by somebody in sales who was just

Speaker:

like tired of dealing with the weird

Speaker:

handoff or like total lack thereof.

Speaker:

Um, and then maybe even sometimes

Speaker:

like a random executive where

Speaker:

they're just trying to like fill

Speaker:

this Gap between the two functions

Speaker:

and even between like sales and CS.

Speaker:

And there's no one sitting in

Speaker:

the middle of that you know,

Speaker:

Venn diagram, that I just drew.

Speaker:

uh, and All the processes

Speaker:

are different, right?

Speaker:

It's like marketing went their direction.

Speaker:

Sales went their direction, CS

Speaker:

and support went their direction

Speaker:

and nothing's talking and then you

Speaker:

have like a major, major issue.

Speaker:

Mm-hmm [affirmative].

Speaker:

Um, and, and I feel like more often

Speaker:

than not, that's how it gets too, Right.

Speaker:

Which I get-

Speaker:

Absolutely.

Speaker:

...is what you're finding, which is why

Speaker:

you started this business on the side.

Speaker:

Um,

Speaker:

Yeah, it's...

Speaker:

See, we call it the, the

Speaker:

Frankenstein system, Um,

Speaker:

Oh, that's good.

Speaker:

...because what ends up happening?

Speaker:

And I've seen so many Salesforce

Speaker:

instances, for example, where

Speaker:

you go into that and it's, just,

Speaker:

straight-up, it's a Frankenstein.

Speaker:

And so, what am I looking at here?

Speaker:

like what what's actually happened.

Speaker:

Uh, but you said a great

Speaker:

point, um, about foundation.

Speaker:

And that I, I wanna touch on that

Speaker:

because when, when I first started

Speaker:

doing this, I started talking about

Speaker:

"We want something that is scalable.

Speaker:

We wanna build a scalable foundation

Speaker:

and I've stopped using the term.

Speaker:

scalable, And I don't know...

Speaker:

I don't know where I've read that.

Speaker:

I don't know if it's a book or something.

Speaker:

I, I saw it not too long ago, but

Speaker:

the sense is, like stop trying to

Speaker:

be scalable from the beginning.

Speaker:

And the perspective had been

Speaker:

Mm-hmm [affirmative].

Speaker:

...is that if you do things that

Speaker:

are scalable you won't often do

Speaker:

the right thing at the right time.

Speaker:

And so in this case

Speaker:

it's actually scalable.

Speaker:

Is yeah, this solution we're gonna

Speaker:

outgrow me, or this thing we're

Speaker:

doing, it's, it's gonna, you know,

Speaker:

we're gonna get rid of it with the

Speaker:

intention to do something different

Speaker:

so that doesn't happen from scale.

Speaker:

The foundation though,

Speaker:

a strong foundation.

Speaker:

Allows you to dump things and toss

Speaker:

things out and add new thing, And

Speaker:

that foundation is often on a data

Speaker:

perspective, if you're on a you know

Speaker:

an overarching approach perspective.

Speaker:

And so that that's one of the new things

Speaker:

to do when when we build Salesforce.

Speaker:

or we build uh, you know, revenue

Speaker:

systems for businesses, The perspective

Speaker:

is, is that we're going to set you

Speaker:

up with everything that you need to

Speaker:

not have to go back and completely

Speaker:

rethink everything from, from, from the

Speaker:

ground up and that what we then say.

Speaker:

is, Footnotes kill followup", And

Speaker:

every time we have to change, the way

Speaker:

that you think about a lead, the way

Speaker:

that you report, the way that we do

Speaker:

everything you've created a footnote.

Speaker:

where, Well, we've only been doing this

Speaker:

for about six months, so we've only

Speaker:

been doing this for about five months.

Speaker:

Well, show me, the year-over-year growth.

Speaker:

well that data back there's a little,

Speaker:

So, like that's all, it's it's like

Speaker:

investor 101 in this case where you're

Speaker:

like, okay, like I've probably seen

Speaker:

this a million times, but imagine you

Speaker:

go into a place where the business.

Speaker:

is like, "Yes, We've kept

Speaker:

consistency across the board.

Speaker:

Despite the fact we've changed how we do.

Speaker:

it.

Speaker:

But the data and the, and the foundation

Speaker:

is the same and it's designed for.

Speaker:

growth."

Speaker:

Yeah, no, I love that.

Speaker:

Um, I'll take uh, scalable

Speaker:

foundation out of my vocabulary

Speaker:

because I, I mean, I agree.

Speaker:

I think it's like scalable

Speaker:

for that moment in time.

Speaker:

Right.

Speaker:

Mm-hmm [affirmative].

Speaker:

And I feel like I say like phase of growth

Speaker:

a lot in my day-to-day, because I'm like

Speaker:

in this phase of growth, this is what's

Speaker:

gonna be like, really important for us.

Speaker:

However, this next phase of growth, we

Speaker:

should think like this, or do like this?

Speaker:

And if we could keep some type of that

Speaker:

foundation again, But That but notes thing

Speaker:

as well, I think is a great point because

Speaker:

even us, like in our Google analytics

Speaker:

account, it's like footnotes, right?

Speaker:

This thing happened on this day.

Speaker:

Oh, we changed, you know, we shifted

Speaker:

strategies on this day and we have just

Speaker:

like annotations for like everything so

Speaker:

that we can try and validate or dismiss

Speaker:

like dips or inflations in traffic.

Speaker:

Um, and that same sentiment like

Speaker:

dissolves to your entire business.

Speaker:

Mm-hmm [affirmative].

Speaker:

Um, It's just not maybe as

Speaker:

trackable as GA annotation.

Speaker:

No, no, no.

Speaker:

Um, [laughing] but no, it's, a great...

Speaker:

it's all, it's all good points.

Speaker:

And I think these are good things

Speaker:

for like the audience to take away

Speaker:

and think about how this affects

Speaker:

their org, or how they could change

Speaker:

some of these things that are maybe

Speaker:

already happening for their business.

Speaker:

Um, with the few minutes that we have

Speaker:

left, I want to dive into this and

Speaker:

I don't know if you're going to have

Speaker:

enough time to cover it in as much depth

Speaker:

as you want, but I, it's interesting

Speaker:

enough, you, when we were chatting

Speaker:

before this, um, interview and, you

Speaker:

know, discussing general topics to

Speaker:

talk about, you talked about having

Speaker:

a deep passion for psychographics

Speaker:

and measuring the right metrics.

Speaker:

Mm-hmm [affirmative].

Speaker:

I feel like we just touched on

Speaker:

data a little bit, um, but I've

Speaker:

never heard anybody say that they

Speaker:

have a passion for psychographics.

Speaker:

So I feel like maybe you should

Speaker:

elaborate just a little bit.

Speaker:

All right.

Speaker:

You know, yeah, yeah.

Speaker:

So, So I think it, it it stems back

Speaker:

to, um, a conversation that I'm having

Speaker:

almost every day that irritates me

Speaker:

to no end, but it's about conversion

Speaker:

rates and, uh, the, the industry,

Speaker:

the businesses, everything are very

Speaker:

focused on, well, how do I optimize

Speaker:

my conversion rate from, you know, MQL

Speaker:

to, to Sal or SAL SQL or, you know, how

Speaker:

do I You know, fix my win rate and the

Speaker:

difficulty that I have about those things?

Speaker:

is That it, it's There are two

Speaker:

principles I would then dive into

Speaker:

specific but the better solution.

Speaker:

The first one is Goodhart's Law,

Speaker:

And the concept is, is that you,

Speaker:

if, if a measure becomes the goal,

Speaker:

it ceases to be a good measure.

Speaker:

Um, and so in this case it's that you,

Speaker:

you Yeah, I can make the win rate better.

Speaker:

if I just put less things in the pipe or

Speaker:

I just, I, I drop my, initial conversion

Speaker:

rate on some super qualified leads.

Speaker:

But what ends up happening

Speaker:

Mm-hmm [affirmative].

Speaker:

...is you start missing things.

Speaker:

there.

Speaker:

That leads to the second point,

Speaker:

which is the multi-arm bandit.

Speaker:

the multi-arm bandit concept is

Speaker:

that you have to time this balance

Speaker:

between exploitation and exploration.

Speaker:

And what I mean by that is you say

Speaker:

you optimize, optimize, optimize.

Speaker:

where we're like, yeah, we know if we talk

Speaker:

to this particular customer, uh, they're

Speaker:

a great fit and we're going to close.

Speaker:

So we're just going to target

Speaker:

that really great customer.

Speaker:

But What ends up happening is is that.

Speaker:

If you don't target the customer that

Speaker:

you're not sure about or if the customer

Speaker:

is not a perfect fit, you don't find

Speaker:

out why they're not a perfect fit.

Speaker:

You don't see there's a value there.

Speaker:

You don't innovate your business for that.

Speaker:

And then you don't actually grow And

Speaker:

so that multi-armed bandit concept

Speaker:

is the actual optimal path is not

Speaker:

through exploiting what we know, but

Speaker:

it's balancing, exploring what you

Speaker:

Don't and then from the learnings

Speaker:

of that, continuing to exploit

Speaker:

what you, what you now learned.

Speaker:

Uh, And so to do that, fixing conversion

Speaker:

rates, or being like "Yeah, this piece

Speaker:

converts at a higher rate, which is gonna

Speaker:

produce more [inaudible 00:26:37]," Sure.

Speaker:

if you look at the numbers

Speaker:

great, that's fine.

Speaker:

But what it doesn't tell you

Speaker:

is why is the person there?

Speaker:

What, what is, what is their,

Speaker:

what is their path to interacting?

Speaker:

What do they feel when they get

Speaker:

on the phone, and, and what...

Speaker:

You know, how should we

Speaker:

communicate with them?

Speaker:

And so on the ph-, a psychographics

Speaker:

perspective is is like, Because, and

Speaker:

I think in CMS's, now you're staring

Speaker:

to see this a little bit more, but you

Speaker:

know, oh, this they've converted on

Speaker:

this particular piece of content and

Speaker:

therefore they must care about this.

Speaker:

But I want to know is like, how long, how

Speaker:

long did they spend there and and what

Speaker:

was their path and what type of questions

Speaker:

Can we assume that they were asking, them?

Speaker:

can we get our chat bot to

Speaker:

just ask a random question that

Speaker:

pops up they're on this page?

Speaker:

Hey, are you like for, for us with,

Speaker:

the, the Shopify Fulfillment network,

Speaker:

for example, you know, they may be

Speaker:

on there, they're looking at a piece

Speaker:

that says when to switch from, uh,

Speaker:

self-fulfilling to third-party logistics,

Speaker:

we could make an assumption that at that

Speaker:

point, they're, maybe they're growing.

Speaker:

Right.

Speaker:

But then the pop, the chat popup

Speaker:

that says like, um, how much growth

Speaker:

have you had over the, over the.

Speaker:

year..."

Speaker:

And then he's like, oh,

Speaker:

like a 10%, 50%, 100%."

Speaker:

from there you start to understand,

Speaker:

oh, the person is getting hammered.

Speaker:

Maybe they've gone viral, they're

Speaker:

getting hammered with product requests.

Speaker:

or, or [inaudible 00:27:42] requests

Speaker:

and there's, they're drowning.

Speaker:

Or maybe it's like, oh,

Speaker:

they're having steady growth.

Speaker:

So this will be a slower buying process.

Speaker:

Um, you know, all those things.

Speaker:

so psychographics for me is, is that.

Speaker:

fir-...

Speaker:

like, forget everything.

Speaker:

Let's focus on the human, the,

Speaker:

the actual human that is there.

Speaker:

because businesses they don't

Speaker:

actually buy it's it's, it's the

Speaker:

person, the person buys, how to

Speaker:

get inside their hearts and minds?

Speaker:

Mm-hmm [affirmative].

Speaker:

...How to get inside that feeling?

Speaker:

And then you have to put in measures to

Speaker:

actually measure those psychographics

Speaker:

Capture it from your sales team.

Speaker:

What are, What are the

Speaker:

sales people carrying?

Speaker:

They write a text note, But what about

Speaker:

like does this, is this person very

Speaker:

aggressive in the negotiation is this

Speaker:

person, someone who's a low risk taker is

Speaker:

this grabbing those things allow you to

Speaker:

build better marketing content, allow you

Speaker:

to do more compelling sales, and then the

Speaker:

best part after is Once you've closed the

Speaker:

deal, you have a profile on this person.

Speaker:

you can reduce churn from that

Speaker:

because you can then understand

Speaker:

how should I communicate with this?

Speaker:

person."

Speaker:

Uh, and open text Box is from

Speaker:

sales teams and not capturing in...

Speaker:

marketing doesn't do that.

Speaker:

Mm-hmm [affirmative].

Speaker:

Uh, So I think it happens

Speaker:

throughout the entire process.

Speaker:

and, And that is that, that major focus.

Speaker:

So I haven't quite cracked the cracked

Speaker:

the co-, the secret on that yet, but it's,

Speaker:

it's a passion of mine now to to do that.

Speaker:

Yeah, absolutely.

Speaker:

No.

Speaker:

And I think too, like getting

Speaker:

stuck in, um, exploitation.

Speaker:

is m-maybe more common than not.

Speaker:

Um, because I feel like even us

Speaker:

to a certain degree, as we were

Speaker:

scaling and ramping very quickly,

Speaker:

we were like, these are our target

Speaker:

accounts because they sit XYZ.

Speaker:

However, in that we noticed

Speaker:

exactly what you're saying.

Speaker:

So, um, something that's tactical

Speaker:

that we've started doing that maybe

Speaker:

others listening could implement

Speaker:

for themselves as well is we have

Speaker:

a a team of trailblazers internally

Speaker:

where it's like, that is their comp,

Speaker:

that's what they're measured on.

Speaker:

It's Anything other than

Speaker:

what we've been doing.

Speaker:

Right.

Speaker:

Mm-hmm [affirmative].

Speaker:

So they like go out and do their

Speaker:

own like quick analysis market,

Speaker:

understanding, etc., um, and stand it up.

Speaker:

Right.

Speaker:

And just like do the polar opposite of

Speaker:

what it is that we've always been doing.

Speaker:

And just try new markets or um,

Speaker:

new verticals, new under like new

Speaker:

understandings of people, titles, like

Speaker:

anything that we can get in front.

Speaker:

of that's The polar opposite of what

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we've been doing and it's actually

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starting to work really well.

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Um, we've stood that up, I

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guess, a quarter or so ago.

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So we're still fairly in the infancy

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stages as far as like scaling it.

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Um, But it was like a passion project

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from our sales leader where he just,

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you know, Hey, we've been going after

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the same types of people, the same

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accounts, the same companies, etc.

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We need to try something different.

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Um, and it's working really well.

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So now we're s-, we're standing

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up in marketing armed like help.

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Cause it's been purely

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outbound to this point.

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Um, so now we're gonna start to try

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and generate some inbound interest as

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well on, um, the trailblazing accounts.

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that Those teams have been going after.

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Mm-hmm [affirmative].

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So that's something maybe similar and

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tactical then what this nurse could

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stand up or consider, um, implementing

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something like that in their org.

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But I think it's a great point.

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that-

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That, that's, that, Yeah.

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And that's absolutely, that's so true.

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Like you, you...

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I love that you guys are doing that, but

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I I think the, the kind of thinking here

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is that, you know what, doesn't kill

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you makes you stronger, like go close

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a bad deal, just go close a bad deal.

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It's what happens.

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And and from that perspective,

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Exactly.

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... of it is, you know, you, you, you don't

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know what you don't know, so go out

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and learn and and you'll be better.

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for it.

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Exactly even better for it.

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Last question, before we hop off this call

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is, um, what is someone, something that

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you've read listened to their podcast?

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you've followed them on LinkedIn,

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etc., that others you think would

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find value from doing the same?

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Um, oh, put, put me on

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the spot on this one.

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Um,

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Sorry.

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[Laughing] I like to ask ad-hoc and

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not warn people because then you

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get like a good genuine response.

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Yeah.

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Yeah.

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Well, you know, I would say, um,

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You know, [inaudible 00:31:14]...

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I mean, if you're not following uh,

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Adam Grant, for example, you you

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should, um, I'm a little biased.

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I come from a psychology background

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and I always wanted to be an

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organizational psychologist.

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So I kind of...

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I'm infatuated with that whole the

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whole career line, but there's a

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lot of really good things there.

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And I I think, uh, for me, an objective

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that I've had here is to see the

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human in in the people around us.

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It's very easy.

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to get, You know, oh,

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they're they're in my way.

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Or, or, you know, they're, they're

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not very smart they're not doing

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everything, but you stop and realize,

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you know, they have parents, they

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have children, they have loved ones.

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They've, are in this crazy

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world, uh, on their own.

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And the best thing that you can

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do then is show up and see that

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human and interact with that human.

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And I find a lot of the stuff that Adam

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Grant, uh, pops out is exceptionally,

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really good about again, maybe not

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being an asshole and, and trying to

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get the most out of, out of, uh, not

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just yourself, but the team around you.

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So, uh, that...

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Yeah.

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That's, that's probably what

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I would say for that one.

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Yeah.

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Not a cop-out at all.

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Adam Grant is brilliant and

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none of my guests have mentioned

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him yet, so that's good.

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There you go.

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All right [laughing].

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Not, new.

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Well-taken.

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Awesome.

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well, thank you again

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so much for coming on.

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If anybody needs to keep up

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with you or wants to know

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more about what you're doing.

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at Shopify, LinkedIn,

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LinkedIn, LinkedIn's the way to go.

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Beautiful.

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Find Craig on LinkedIn, We'll

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link it in the show notes as well.

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Um, thanks so much and we'll

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see you on the next episode.

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