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Episode 11: AI Makes Bad Direction Cheaper (with Maury Postal)
Episode 1120th August 2026 • Okay, Actually • Karen Doak
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Okay, Actually is a show about what’s really going on at work — and what we can do about it. New episodes come out every other Thursday and are always under 30 minutes.

AI can help us research, organize, generate, compare, and execute faster than ever. But it can also produce something polished enough that we don’t immediately notice it has solved a completely different problem from the one we actually had.

In Part Two of my conversation with my dear friend and former colleague Maury Postal, we talk about what happens when AI makes execution faster and cheaper without necessarily making the direction any better. We get into why “move fast and break things” is a questionable operating philosophy, how AI makes ideas more abundant but not necessarily more valuable, and why augmented intelligence may be a more useful framing than artificial intelligence.

This is a conversation about AI, but it’s also about judgment, accountability, creative distinctiveness, and the human conversations we can’t delegate.

This episode stands on its own, but you can also listen to Part One: Episode 10: The Brief Is the Work.

00:00 AI Editing Gone Wrong

02:19 Part Two Setup

03:10 Rigor Versus Speed

05:41 AI Makes Bad Direction Cheaper

09:11 Accountability Swim Lanes

11:50 Ideas Are Cheap; Judgment Isn’t

13:27 Algorithms, Sameness, and Slop

17:38 Process And Stepping Away

20:01 Three Four Questions Before You Begin

22:56 What Humans Still Need to Own

Four questions to ask before a project begins

  1. Who will determine whether this work succeeds?
  2. What does the work actually need to prove to that person?
  3. How are we going to separate signal from noise?
  4. What does a human being still need to own here?

About Maury

Maury Postal is EVP of Creative Strategy and Innovation Services for Grayling North America. He has more than 18 years of experience across creative strategy, storytelling, and digital innovation, helping organizations turn complex ideas into work that people can understand — and that can actually accomplish something.

He has worked with global brands including American Express, Audi, Ford, Genesis, P&G, Synchrony, and Japan Airlines. His work also includes AUTONOMY, a feature documentary made with Malcolm Gladwell that premiered at SXSW.

Connect with Maury

Instagram

LinkedIn

Find me

OkayDoak.com

[email protected]

Transcripts

Karen Doak:

It probably goes without saying that I rely

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pretty heavily on AI these days.

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I do a lot of writing and publishing,

and I have zero audio/visual editing

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skills of any kind, so being able

to use AI tools to help me edit

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a podcast is genuinely useful.

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And at one point, I thought I had

completely nailed the process with Claude.

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We were working through these

increasingly elaborate editing guides.

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They were color-coded, there were

indicators for what to cut, what to

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add, what to record, what needed a light

patch, blah, blah, blah, blah, blah.

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They were complicated, but they worked.

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And I wanna note they weren't complicated

because I made them complicated.

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Every time we did another round,

Claude would add some kind of new

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graphic, new feature, new indicator,

and I was like, "Oh, this is helpful.

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This is easy to read."

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I save one, I tell Claude,

"This is the template.

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We're using this going forward."

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Easy breezy, except apparently

asking Claude to use the template

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that Claude created was becoming

increasingly challenging for Claude.

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Every time I uploaded a new

transcript, I got a different system.

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I had new colors, new categories, new

terminology, and most frustratingly, words

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would just disappear from the transcript,

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Which was a problem, because preserving

every word and telling me what to do

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with it was literally the entire point.

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I needed an accurate transcript

that showed me what to cut and

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fix so I could make those changes

in Descript, my editing software.

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And what I got was a beautiful, organized,

increasingly colorful document that

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did not do the job I needed it to do.

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But don't worry, it used way more of my,

, session usage or memory, so, , it also

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slowed Claude down, which is not helpful.

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And the output looked better.

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The process was questionably faster,

but the underlying material was wrong.

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And I keep thinking about that

because it kind of captures one of

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the stranger risks of working with AI.

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It can produce something polished

enough that you don't immediately notice

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it has solved a completely different

problem from the one you actually had.

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So two weeks ago, my friend and former

colleague, Maury Postal, joined me

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to talk about why the creative brief

isn't paperwork before the real work.

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The brief itself is the work.

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But our conversation kept going

because Maury and I have never

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been especially gifted at ending

a conversation expediently.

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And once you start talking about

on, alignment, and process in:

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you inevitably end up talking about AI.

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So this is part two.

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You don't need to have heard part

one first, although obviously

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I would love it if you did.

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This time we're talking about what

happens when AI makes execution faster

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and cheaper, but doesn't necessarily

make the direction any better.

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I'm Karen Doak, and this is OK Actually,

a show about what's really going on

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at work and what we can do about it.

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Before we got into AI directly, Maury and

I were talking about one of the reasons

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people skip the brief in the first place,

which is that rigor sounds slow, and

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process sounds like the thing preventing

you from moving quickly, especially in a

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work culture that loves telling people,

"You need to move fast and break things."

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So I asked Maury how he thinks about

the tension between rigor and speed

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Maury: I also think that the idea of

rigor sounds scary and this is kind of

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anecdotal, but it sounds like it's one

person trying to claim ownership idea

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or a department or a function instead

of saying, "No, no, no, I want to make

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sure everyone is accountable, has a clear

swim lane so that we can move fast."

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, The move fast and break things mentality,

I think it's hysterical because it's like

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you and I are, know, we don't work slowly.

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um, the breaking things part is

bizarre because it's like actually,

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you know, if you said that to like

a neurosurgeon, would you want

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them to move fast and break things?

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Probably not.

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So I think , there's this idea

of, yeah, move quickly, but why?

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at some point, , that compromises

any value you might get out of it.

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It's like, this sounds so stupid, but like

this dehumidifier that we have, if you

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turn the fan speed up, that doesn't make

it dehumidify faster then the dehumidifier

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can't like suck in as much moisture.

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It just sounds like it's

doing more, but it's not.

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that's exactly what this is.

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It's like of busyness, the activity

of busyness, and the activity of

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like writing a brief because, oh wow,

we're, we're so physically in the weeds

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tackling, instead of, , moving on.

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Because oftentimes, again, it

might not be a final thing.

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It might be a starting point.

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be to prove that something else didn't

work or something else needs to be done.

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So I, I'm kind of in that headspace,

especially when everything's

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up in the air right now.

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You know, like is AI going to replace

every human decision being made?

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They're like big questions that are

being asked, so people are panicking

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instead of relying on, you know,

everything that we've built to date

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to get here and build on top of it.

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Karen Doak: I liked the range of

analogies you were able to cover in that.

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, Talking about AI a little more,

part of your new mandate and your

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role is about scaling creative

work , in an AI environment.

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So do you think that speed pressure makes

the brief discipline better or worse?

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And do you think that AI makes bad

direction cheaper to execute and

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therefore more dangerous as well?

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Maury (2): Yes, yes,

yes, and all the above.

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I think of it is, like last year

or two years ago, you know, the

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idea of what an AI could do is

exciting it felt like it was useful.

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, And often, it didn't feel

like a shortcut, right?

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Like, it felt like it was

someone you could work with.

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I think there was this mentality of like,

"Oh, this replaces people, this, this

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speeds up processes," instead of more

research faster pressure testing an idea

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before you have a discussion about it.

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But I also think that that messy

process we just talked about is

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actually really critical to figuring

out why things work or don't work.

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And so, yes, AI makes things cheaper and

faster to kind of get to fail at, make

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decisions about, but you're not seeing how

it impacts The other factors that aren't

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being addressed because of these tools

are sophisticated enough to be a human.

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Like, they always oversimplify.

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And the crazy thing is when you have

to think and work with an AI, you do

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think differently than when you're

working with a, a person that is--

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that's a certain decision-maker.

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I know, you know, in every role

I've ever been in, you get on client

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calls, you work with decision-makers

in a way that fits them, fits their

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needs, how they process information.

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I mean, all the trainings we

did at Ogilvy about, you know,

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what personality type are you?

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How do you work with people who

are different, who are similar?

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How do you make sure they have

the right amount of information?

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It might not be too much or too little.

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And all this stuff has to be

informed , and can be informed by AI.

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But I like to say that that's just

like saying, you know, internet

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or using another term to describe

something that's very nuanced,

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is that you have to understand

the right tool for the right job.

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And you know, I always thought it

should be augmented intelligence,

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not artificial intelligence.

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'Cause the whole point like, I know

for me, it helps me deal with anxious

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decisions that I might have about, will

these two cars fit in our parking garage?

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know, is this, , data

point actually significant?

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Like, where did it come from?

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at this, , collection of things

and pull out four points I

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might wanna look at deeper.

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Now, that last point sure

is oversimplifying it.

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I might miss something, but given the

way that work has to happen, you need,

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you need something to act as that filter.

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I just think it's really important to not

lose the humanity on the other side of it.

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you have to, think,

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Karen Doak: Yeah

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Maury (2): think about a lot of what

is being made right now and where

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it's going, and it's being out to

talk to other non-human things.

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Like, you're are being made to

exist in a world without the

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consideration for the needs of people.

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I think that's weird

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Karen Doak: Yeah, we could go down a

whole rabbit hole on what that means

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for society, but I think that idea

of responsibility and accountability

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in the process is super important.

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Whose responsibility is it in all

of that to stop and say, "Wait, do

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we actually know where we're going?"

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Because, that's what would

inform any AI, that's what would

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inform any member of the team.

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But, you know, who actually

really owns that responsibility?

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Is that sitting within the strategy

team, creative, the client, someone else?

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Maury (2): question.

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I think what is really critical is that

everyone has a specific role, and I know

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we used to do this great brainstorming,

technique basically gave everyone a role

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. Because there was always a person who

was the naysayer, that was their role.

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Because there was always someone that

was a scribe, someone who acted as the

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client, someone who acted as the customer.

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But , it was really helpful because

you could play out all those things

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in a moment, and you didn't have the

devil's advocate, which is a problem.

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You didn't have someone who felt

as though they didn't have a

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voice because everyone had one.

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And so, the accountability thing is

really important , you know, again,

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if we think about how a lot of

these places were structured, that

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was the role of an account person.

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But , we had to be account people too.

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Like, all of us are now everything.

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So I think assigning that role when you're

creating a brief is really important.

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Who are the players?

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It, it matters internally too.

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and even in a small team, it's

really critical to have clear

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swim lanes because often you'll be

duplicating efforts you don't need to.

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I, I think what, , is really tough

with the timelines and the tools

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that we have, like AI, is that

it's the idea of failing faster.

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So like just get in there,

make it messy, fail faster, and

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then come out the other side.

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you can't.

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success and, being successful is

all about a clear articulation of a

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problem statement, a, clear reading

of the, current state of things, and

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then a clear endpoint, which I think

is often missing because, , if no

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one can agree and consensus can't

be achieved, it's often like we'll

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just kick the can down the road.

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And, you know, I know I'm guilty of that

now, just certainly 'cause there's not

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enough time in the week, day, month.

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I mean, it-- we're all kind of

doing a million things at once.

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So I think that a brief in its best form

actually helps to make better use of

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people's time because it limits the swirl

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Karen Doak: It does make me think that

especially with AI , that ideas are

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almost cheaper and more disposable to us.

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This idea that, like, I can just type

in , "Hey Claude, here's my brief.

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Generate 100 creative ideas for me."

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There was a point in time when, , and this

was not when we were working together,

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but I remember to launch one particular,

, not very exciting mid-size sedan, we

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submitted over 200 ideas to the client

and just kept cycling them through, and

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we had a spreadsheet of every idea that

had been submitted and rejected and why.

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And then we're at this point where

we're like, "Eh, can we revisit?"

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'Cause there's only so many ideas.

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And I do think now it's just a lot

easier to say, "Give me an idea."

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And, and that whole idea of making sure

that everything that you're saying,

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doing, building, looking at ties

back to an actual strategic purpose

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sometimes is missing because it's just

sort of like a lot of vibe checking,

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Maury (2): checking, but

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Karen Doak: is, is how things move forward

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Maury (2): you know, like every great

creative person I would always come

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into at Pick a Place would always have

their way of doing things, their filter.

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And I would often be shocked by how

much they would articulate that for you.

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And in California, I remember

getting there with this creative

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team that had just started and

hearing it like just very clearly.

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Like they were very declarative about

the, "Huh, well, we flip it, we do

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this, this is how we think of it."

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And I was kind of amazed

that that's what they did.

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I mean, it actually forced me to figure

out the what do I wanna be when I grow up.

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But, , it worked because at that time

you couldn't duplicate something that

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quickly, so you could come up with a way.

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Karen Doak: Yeah

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Maury (2): what's so tough is

that, With every pivot to video,

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influencer, pick a thing, pick a

medium, it's all become so same-same.

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And the cost of standing out now

means the algorithm won't pick you up.

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So we are in a very weird moment of

creating a brief for some might feel

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useless because you're like, "I'm gonna

do whatever the algorithm tells me to do.

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I'm gonna see what performs and do the

same thing," instead of saying, "Well,

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I know part of this campaign or part

of this thing or whatever it is needs

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to fit and perform that way, but I

can buy my way into people's eyes and

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minds and put whatever I want there."

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and also if everything is so

accessible, then nothing is.

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So I think there's a weird moment

right now where all the pivots are

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kind of inverting on themselves.

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And because, you know, if you're

listening to this, you're probably

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part of the same algorithm that

you and I are a part at this point.

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So you're served like the same four

things, often any big movement now

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or creative thought comes from not

looking at your phone from pulling

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out a book finding a thing and

making a connection that isn't made.

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And I think what's great about that

is that that's how you differentiate.

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I mean, we're def- we, we've completely

exited the try it and see, and now

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it needs to be the it has to work.

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then when you think about what every

generation does as a reaction to

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another, living a life that feels,

you know, algorithmically significant

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versus just like existing, there's

gonna be a huge reaction to that.

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And so I think what's

important to remember is like

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Everything's always changing.

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And so maybe we're exiting the

era where the brief wasn't needed

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'cause too much changed, but

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we're probably going back to an era where,

people , that do things that are craft

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forward, are, you know, about something

only a specific region can do or see,

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that's actually what's succeeding in these

algorithms now because slop feeds slop.

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And I think we're totally at the point now

where, you know, a lot of that training

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data that helped make all the AI tools

useful is now so itself apart that,

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know, you have organizations that have

been feeding themselves the same slop.

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They can't generate

things that like anyone.

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They just kind of have a non-answer.

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Karen Doak: Well, that, makes me think,

Maury, of like the feeding itself slop

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is almost the idea of the copy and paste

creative brief we talked about before

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of like, "Hey, that thing you did to

launch product A, let's just repeat

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it again, but in a different color

for product B," , and continue to do

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that, which we, I mean, we got those

directions again and again and again

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Maury (2): 'cause the copy-paste actually

started with a really good idea It's

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like if the copy-paste, I mean, there

are things called Xerox machines,

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Karen, I don't know if you're aware.

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But when you made a Xerox of a Xerox

of a Xerox of a Xerox, you got nothing.

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I think that's still the idea of copying

and pasting now, where, I mean, I think

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we're all guilty of like, if I'm busy,

I have to use an AI tool to organize

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something, paste it into something else.

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I'll read it, I'll edit

it, but it's happening.

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It's very weird, like we all

are operating at , that speed.

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there will be a moment, I don't know

when it's gonna happen, where, you

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know, you will see the first successful

company break through in this like

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post-everything era by being exceptionally

human probably being different on

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different channels, and that will be

the thing that's copied and pasted.

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Like, most social media is slop.

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I mean, if you go on any platform, entire

accounts are just generated garbage.

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So, know, it's, I think, very

naive to think that now is an

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exceptionally different time.

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I think we're still in this mess.

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I think what always

helps is the "Yes, and."

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What worked from before?

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What didn't?

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Where are we right now,

and what's applicable?

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Process always works, no matter what.

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It always does.

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a brief in some format is critical

to organizing and gaining consensus,

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, in the same way that, like, a

transcript is very helpful now

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because it can speed up meetings.

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But if you speed up everything

deliver very quickly, what

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are you doing during the day?

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Like, that doesn't feel

like you're achieving much.

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So, I think there's, an important

grounding that probably has to

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happen about it is, the value of

you as the person creating the brief

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or stewarding the brief and then,

, thinking about where it goes next.

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But also, it takes a lot of great thinkers

to posit that and to kind of get us there.

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So, I think it's really critical to both

put the right amount of thought into

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things and then also step away from it.

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I think the stepping away part is massive,

because even if you do your best, you have

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the most I'll say rigid process with the

right people involved, stepping away and

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coming back is still the best way to just

determine Why or why not did this work?

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If I'm a stakeholder, the client I'm

doing this for, they probably need a

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break too, because there's the same

type of pressures that inform the

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successes as it does the failures.

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I think it's a little bit of like

find the balance and then find the

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purpose of both the document and

you yourself that are creating this.

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Maybe you want to evolve how you fit in

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Karen Doak: I, I love

everything you just said.

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, I do wanna call out that this

podcast is not sponsored by

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Xerox, , and we are normally very

cautious about brand name mentions.

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But, that point about stepping

away also, I would call out

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that, , your audience is not living

and breathing this stuff either.

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So taking a step away is actually

your best chance of giving the

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perspective that your audience has,

which is I'm living my life, and

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then I'm confronted with this idea,

concept, thought in front of me anyway.

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, And I also think that that point of

why did something work, you know, what

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worked before, okay, but why did it work?

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Because sometimes the reason why it

worked was no one had done it before,

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and replicating it, it's already been

done, and so that's not gonna work again.

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But if you can't agree on why, , you

can end up going in circles.

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So , if you could get every sort of

client or key stakeholder to nail,

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a defined shortlist of things before

a brief goes out or a project kicks

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off, what would those things be?

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Maury (2): I'm a client and I'm

putting it together, I would say

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very clearly who is going to be

determining the success of this project?

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What is the ultimate thing that

you have to prove to that person

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who's, , considering it a success?

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And how are you filtering

out noise from signal?

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Because I would argue,

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Karen Doak: I love number three

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Maury (2): It's weird because

even those words are like AI

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words now, but it, it's true.

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, The understanding very clearly what

brand stands for is often the job of

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the person putting it into practice,

whether that's the agency or that client.

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It kind of means something a little

bit different, and I think it's really

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clear to make a point of what one thing

is supposed to do to get to another

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checkpoint, another, another moment.

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Because too big of an ask, too

sprawling of a, of a project

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actually won't help the thing.

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And I would argue that having a

thought partner and a client is

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probably the most critical step.

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Like, they take the inputs, filter it

as well, and understand on their side

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upstream in a decision-making way, you

know, who, who wants to hear certain

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things, what words are good or bad to use?

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And on the other side, it's, "Well,

what has worked or hasn't worked, why?"

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To our point.

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, But I would also argue that the hidden

factors at play should be surfaced, the

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things that no one wants to talk about.

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Like, you might have the best brief

in the world, but you're putting it

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out into an ecosystem where, you know,

you have a big misinformation problem.

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You do all the things that you want.

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Did you solve the misinformation problem?

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this thing supposed to, like, suppress it?

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A lot of things I see are

trying to a Band-Aid on a thing

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that should be fixed first.

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And oftentimes it can't

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Karen Doak: Totally agree with that.

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Maury (2): I organizationally get it.

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You're a division that

can only do so much here.

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You can't affect that.

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Totally fine.

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You need to acknowledge it in the brief.

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Like sure, there might

need to be two versions.

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Oops, that's the other scary thing.

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There might need to be two versions.

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There's the one you're actually

working on, then the one that

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maybe someone has to approve.

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That's like the deep, dark secret

of you, you wanna be successful, you

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the practitioner, but you also wanna

make sure your client is successful.

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that's where you have to be smart about it

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Karen Doak: The thing I keep coming back

to from this conversation is that making

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the work faster does not eliminate the

need to decide what the work is for.

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So AI can help us research, organize,

generate, compare, pressure test.

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It can give us more options and

less time, but more options are not

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the same thing as better judgment.

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And a polished output is not

evidence that the people involved

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ever reached an actual agreement.

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The faster execution becomes,

the more important it is to

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settle the human questions first.

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Maury offered three that I think are

worth asking before any project begins.

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Who will determine whether

this work succeeds?

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What does the work actually

need to prove to that person?

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And how are we going to

separate signal from noise?

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But I think I'd add one more,

which is, what does a human

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being still need to own here?

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Because AI can participate in the process,

and it can extend our thinking, but

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it cannot take responsibility for the

direction or protect the purpose of the

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work or have , the difficult conversation

that everyone else is avoiding.

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And in case you're wondering, AI did

eventually become useful in helping

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me edit these episodes, but only after

I became much clearer about what I

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needed it to preserve, what decisions

I wanted it to support, and what I

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was not willing to delegate, which,

as I'm saying all of that, sounds

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suspiciously like a solid brief.

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So I think the larger lesson across

both episodes is the brief is the

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work, because reaching clarity

together is the work, and everything

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that happens afterward is execution.

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I'm incredibly grateful to Maury for this

conversation and for every conversation

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we ever had, , and for letting all of you

listen to the way we apparently talk when

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someone remembers to turn on a microphone.

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It's not quite the same as the old

days when we were just one office

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phone extension apart, but those

calls, , did involve significantly

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fewer audio settings and way less

reliance on me for technology.

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I'm Karen Doak, and this is Okay,

Actually, a show about what's really going

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on at work and what we can do about it.

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