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Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Released Wednesday, 31st January 2024
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Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Persuading Stakeholders, Gaining Influence, and Levelling up Your Design Career, With Ryan Scott (ex Airbnb, Doordash, Salesforce)

Wednesday, 31st January 2024
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0:01

I think that there's this stall

0:04

out that kind of happens mid career where

0:07

that the stakeholder management,

0:09

the communication skills, the storytelling,

0:11

and the MBA

0:14

level business understanding and business skills

0:16

become really, really relevant if you want

0:18

to either participate more holistically

0:20

as an IC or become a leader.

0:23

And so my theory is

0:25

that there's not enough resources to

0:27

help people bridge that gap.

0:42

The discipline of design is now key to

0:44

building great products. More and more

0:46

companies are making space for it at the higher levels.

0:48

More people than ever want to become designers.

0:51

And most of us who already do the job wants

0:54

to find ways to have just a little bit more impact

0:56

in our teams. Welcome

1:01

to design meets business. I'm Christian Vasile

1:03

and on this podcast, I bring you world class product

1:05

and design leaders who found ways to shape

1:07

products, companies and entire industries,

1:10

and who are now sharing what they know with you

1:12

and me. My hope is that we

1:14

all get to learn from the experiences, ideas,

1:16

and stories shared on this podcast.

1:18

I'll see you next time. In the process. Become better designers

1:22

on the show today. I'm chatting with Ryan Scott, the founder

1:24

of accelerate design company. Ryan

1:26

is helping designers develop business skills to do

1:29

more influential work and have more meaningful

1:31

careers. Before that, Ryan

1:33

worked for some of the biggest companies around, whether

1:35

that was leading the redesign of the booking

1:37

flow at Airbnb, bringing food photography

1:39

to DoorDash, or designing for Salesforce.

1:42

Ryan understood and always put an emphasis

1:44

on the importance of marrying design with

1:46

the business goals. In this episode, we're

1:48

talking about how to think of failed experiments,

1:50

how different companies think of design and why,

1:53

about why incremental optimization might not

1:55

always be the right approach, and about why

1:57

it's important to consider saying yes to work

1:59

that you might initially want to say no to.

2:02

I hope you're gonna enjoy my conversation with Ryan

2:04

Scott. Ryan,

2:08

welcome to design Based Business. Over the course of

2:10

your career, you've managed to work with some cool companies

2:12

and big projects uh, with big tangible

2:14

results, and some of your achievements at

2:17

Airbnb are worth spending hours

2:19

discussing. Unfortunately, we don't have hours, but

2:21

hopefully just enough time to scratch the surface.

2:24

Uh, You're also an avid design coach talking

2:26

about how to link design with business. So

2:28

it makes a lot of sense for you to be on a show. And

2:30

I'm really excited to have some of these conversations

2:32

before we go a bit deeper. Let's

2:34

begin with some cliff notes of

2:37

who you are and how did you start in design and where

2:39

you are right now?

2:39

Perfect. Firstly, thank you so much for having me. This is an exciting

2:42

topic to talk about, I think is becoming even

2:44

more necessary in the

2:46

industry with so much change

2:48

happening in the industry. So this is really good timing.

2:51

So a bit about me, I think a couple of things that make

2:53

my background unique are that

2:55

I've always been a designer and I've always

2:57

run a business. So I accidentally

3:00

tripped into design when I was in high school.

3:02

So this is, I don't want to date myself, this was years

3:04

ago but many years ago. But

3:07

I had a teacher that

3:09

really encouraged me, I took a graphic

3:11

design class, and I just liked it, so I just started

3:13

doing it. And I didn't know what

3:15

it would become, but I liked

3:18

it, so I kept doing it. At the same time,

3:20

I was about to go to university,

3:23

and university in the States is

3:25

extremely expensive, and I had no idea how

3:27

I was going to pay for it. And so I

3:29

just started doing freelance design and

3:31

running my own independent agency,

3:34

which I did throughout my entire

3:36

undergraduate university career

3:39

and managed to pay for that schooling

3:41

with debt free by just doing design work.

3:43

So for me starting design at

3:45

a very young age I think I realized I've been a designer

3:48

for about half my life now, so it's been

3:50

a minute. But it's always been tied to

3:52

running that business as a designer and

3:54

working with many businesses

3:57

As they are freelance consultants I think a couple

3:59

other things that have been different for me is that

4:01

I went in house in tech, but I've worked

4:03

at so many different types of organizations. So

4:05

I've worked at Seed Stage Startup,

4:07

Series A, DoorDash was Series

4:09

B through D while I was there. So very

4:12

early days. Airbnb was right,

4:14

it was a couple of years pre IPO and

4:16

Salesforce was already well public

4:19

by the time I was there. So I've seen design

4:21

teams operate at all of these different

4:23

stages of a business, which has really influenced

4:25

how I think about approaching design. And the

4:27

culture is that those businesses were also very

4:30

different. So some were sales led,

4:32

eng led, product led, and Airbnb was

4:34

design led. So I've also seen different

4:36

functions take point and

4:38

how does that then trickle back down to how

4:41

they use design and what they think about design.

4:43

Thank you for the intro. I think we'll definitely

4:46

go back to Airbnb being a

4:48

design led company and how design

4:50

is seen there and compared to some of the other

4:52

ones. But before that, I just want to real

4:54

quickly draw some sort of parallel

4:56

because I have, I didn't realize, but I have a very similar

4:58

story, I've also been running

5:00

my own business while I was studying design.

5:03

And I'm curious, how did you find

5:05

doing both at the same time? Because what

5:08

I found was that the curriculum

5:10

was a few years behind what

5:12

I was already practicing with some of my clients.

5:15

So school for me, for example,

5:17

design school wasn't really, this hasn't really

5:19

taught me so much from

5:22

a design perspective. It taught me more

5:24

around working with other people and, discipline

5:26

and sending things on time and all of

5:29

these things that school generally teaches you. But in terms

5:31

of design, it just hasn't taught me that

5:33

much because it was slightly backwards compared

5:35

to the industry. What were your Uh, What

5:37

was your experience there?

5:39

That's interesting. I think similar.

5:41

I still feel like I gained some technical

5:43

skills and some coaching that

5:45

I wouldn't have just working independently

5:48

with the clients. But I think the clients

5:50

really augmented what I was learning. One

5:52

of the tricks that I did while I was an undergrad was,

5:55

maybe I was a freshman or a junior,

5:57

so first couple of years. And I would

5:59

talk to the seniors about what they were learning,

6:02

and then I would go get a client to

6:04

go learn that thing. So by the time I got

6:06

into those courses a couple of years later,

6:08

I'd already done multiple branding projects or

6:10

multiple website projects. And so school

6:13

became a lot easier in some ways. My

6:15

professors were very gracious about me.

6:17

I think I did have actually a client at one

6:19

point in my senior year who was in England.

6:22

And so I'm like building this website for them and

6:24

we're having late night calls and I kept skipping

6:26

some of my classes. But my professors were really

6:29

gracious and understanding about that

6:31

because they wanted to encourage me to do the real world

6:33

work. I feel like they augmented each other,

6:36

but the schooling go

6:38

as far. In developing the skills

6:40

that I would actually need in a professional environment as

6:43

doing as much freelance.

6:44

So what was missing there when you said it didn't go as

6:46

far? What exactly did you think? Where was it falling

6:48

short?

6:50

I was just such a difference

6:52

between doing something hypothetically

6:54

and doing something for real in terms of

6:57

how many things can happen that you don't

6:59

anticipate. So I've taught, actually

7:01

I've given lectures at that university. I've

7:04

worked at bootcamps and taught design,

7:06

and a lot of that curriculum is teaching

7:09

these technical skills, and

7:11

you want to understand how a project might work

7:13

end to end, you want to understand when

7:15

to do user research, you want to understand how Figma

7:17

works, and all of these technical things it's

7:20

really hard to simulate What happens

7:22

if the client doesn't like it? What

7:24

happens if the client's wife doesn't like it? Okay

7:27

like, you're not trained to handle these totally

7:29

crazy and absolutely realistic

7:31

curveballs that might happen. In UX,

7:34

it might be this test fails. And

7:36

the change we thought was going to be really successful

7:39

Wasn't in the way we thought. What's

7:41

the next step because now the ceo is looking

7:43

at us Like you guys just wasted a bunch of time.

7:45

I don't think the educational program really

7:48

Prepares you for that stakeholder

7:50

management and to expect the unexpected

7:53

I also don't think most educational programs

7:56

talk nearly enough about the business

7:58

side of design, which is a

8:00

huge failing, I think in academia.

8:03

Let's talk about that because you are putting

8:05

together a course for which the tagline

8:08

is describing the ROI of design master

8:10

the business fundamentals to persuade stakeholders,

8:12

gain influence and level up your design career. And

8:14

only from that tagline, I think we can

8:16

have a conversation for a few good hours.

8:19

So tell me how this idea of

8:21

coaching designers came, how the idea of the course

8:23

came. And then how did you end up actually

8:25

building this curriculum that I assume

8:27

you see as a better fit for someone who

8:30

might want to level up?

8:31

Yeah, so I think we have to go further

8:33

back and a lot of it's rooted in that

8:35

running a business while running

8:38

a design business while learning design

8:40

and realizing where there were some gaps. And then

8:42

going into the industry and

8:44

realizing that I didn't feel always

8:47

very equipped to have

8:49

influence, change the roadmap, or

8:51

even understand why am I

8:53

working on this project when I am? What's

8:55

the timing? What's the goal? I

8:57

maybe have some sense of, oh well, the PM

8:59

wants to hit this metric. But why?

9:02

If you think about putting on your user research

9:04

hat and asking five whys, I

9:06

realized I could only answer maybe the first

9:08

one or two whys. Because my PM wants it

9:10

because they want to hit this metric. But what's their motivation?

9:13

Who's their boss? What does that person need?

9:15

What does the business need? Where are these things coming

9:17

from? And why now? And why me?

9:19

And what am I really trying to solve?

9:21

And so I felt like

9:24

I was not going to be able to be a very successful

9:26

leader in design without having

9:28

a deeper understanding of those fundamentals. The

9:31

kind of framework that's guided a lot of my thinking

9:33

is, I think you have art on

9:35

one side of the spectrum and you have pure business

9:37

on the other, and design is in the middle.

9:40

A lot of people think that design is

9:42

art, and I think that's wrong where

9:44

art is really about, self expression and communicating

9:46

a feeling, but there's no like, business

9:48

objective to that. Design is a lot

9:50

of the same compositional features.

9:53

You're thinking about layout, color, typography,

9:55

illustration, iconography, a lot of these

9:58

types of things. And that's on the artsy

10:00

side of design. And it's,

10:02

those things are often the visual things that

10:04

a non designer can interpret and see

10:06

and understand. And so a lot of people think that's

10:09

what design is, are these visual things. But

10:11

design is always applied to a business

10:14

and that's what makes it design. On

10:16

the opposite end of that spectrum, you have

10:18

like PMs or marketing people where

10:20

it's all about business strategy, but there's no

10:22

visual execution necessarily

10:24

to that, to make it real. And

10:27

so design exists within this spectrum

10:29

and as a designer, you can totally have a fulfilling

10:31

career as a person who does icons

10:34

or a person. I think there being be

10:36

hired someone who just specialized in gradients

10:38

at one point. So you can absolutely specialize

10:41

in these areas, but a lot of designers

10:43

want to move up in their career and

10:45

get more businessy and

10:47

start to have more influence and either

10:50

ask those deeper questions or start

10:52

to influence the answers to those questions.

10:55

But designers are not taught business.

10:57

We kind of learn it through osmosis

10:59

by just being in the environment and working

11:01

with stakeholders. And that's

11:03

very inefficient. You're doing like bumping

11:06

around in the dark, trial and error as

11:08

a way of learning. And your career is sometimes

11:10

on the line. If you make a mistake, it's a great

11:12

learning experience, but stakeholders

11:14

don't want to work with you now, or you lost your job

11:17

or, some other kind of consequence,

11:19

maybe not that dire, but those things

11:21

do happen. So for me wanting

11:23

to understand business led me

11:25

to get my MBA. And in doing that

11:27

for three years at UC Berkeley,

11:29

I realized designers are

11:32

missing a huge amount of context and the

11:34

people that I'm working with on the business side have

11:36

no idea what design is

11:38

or how to leverage it. And I think a

11:40

really good case study of that

11:42

is during my first year at Haas

11:45

design thinking was a required course. But

11:47

our year was the last year the design thinking

11:50

was required, because so many people

11:52

complained about it being quote fluffy

11:54

and Unnecessary that

11:56

the university had to back off and make

11:58

an elective. So the business people

12:00

aren't learning about design and aren't really understanding

12:03

it are actually starting to push back against it,

12:05

and designers aren't getting that, So I

12:07

wanted to with this course in

12:10

describing the ROI design bridge

12:12

that gap and give designers

12:14

a very specific curriculum

12:17

of just the things that I learned from

12:19

all of these courses that would be

12:22

necessary for a designer to move

12:24

the needle at their organization.

12:26

Do you think it's enough that just half

12:28

of the room does the work. If designers

12:31

become really good at talking about the value

12:33

of design, but as you said earlier, the other

12:35

side in the room, they might not be

12:37

interested in it. They might not understand it. They might push back

12:40

against it. Is it then enough that design

12:42

can do a better job and try to persuade

12:44

the other ones? Or is it also a matter of

12:46

perhaps trying to educate the other, perhaps the

12:48

other people also trying to educate themselves on what

12:50

design can do?

12:52

that's a great question. I think there's the

12:54

ideal answer and there's the realistic

12:57

answer. And the ideal answer is

12:59

that business people are looking at

13:01

these industry leaders like Airbnb

13:03

and Tesla and Apple, which is

13:05

the most valuable company on the planet

13:08

and saying design is a core part

13:10

of all of those companies DNA from

13:12

like the most foundational level design

13:14

has been very successfully leveraged

13:17

to create value for these companies.

13:19

We should know more about that. We

13:21

want to do that too. Ideally,

13:24

every business leader would come to that conclusion

13:26

by looking at these case studies. But

13:28

for whatever reason, they're not. And so

13:30

I do think it often falls on designers

13:32

to have to articulate

13:35

the value in a way that resonates

13:37

with them. So they are become open minded

13:40

to, okay, this is actually something I can see

13:42

this. I understand what it specifically

13:44

means to my business. It's not just, Apple

13:47

does a lot of great design work. We should too.

13:49

But how does that play out for us on

13:51

the ground making decisions? Operationally,

13:54

I understand what that means and I'm

13:56

excited about trying it out and seeing what the

13:58

value is to our business. So I do think

14:00

it falls on design more often than not, which

14:03

is why I started creating a course for designers

14:05

to articulate and not trying to train the business

14:07

people yet.

14:08

Yeah. I also think something else plays in here,

14:11

which is uh, you can only focus

14:13

on what you can control. The fact of the matter is that

14:15

you can't control what the other people know,

14:17

but what you can control is how you can try to persuade

14:19

them with the knowledge that you have. So perhaps it

14:21

makes sense that's where you should focus on and be a bit less

14:24

concerned about what the other people do and more concerned

14:26

about how you can bring design in

14:28

the highlight design in the room. With

14:30

that being said, I was taking a look at the syllabus

14:32

for your course beforehand, and I've

14:35

if that's okay with you, I'd like to dive in a little

14:37

bit deeper into some of these because first of all, I'm

14:39

interested. And why you think all of

14:41

these four are the important ones that

14:43

that you want to teach people for the course, but also

14:46

for each one of them, because some of them might seem a bit

14:48

fluffy, as you said earlier. And I think it would be interesting to

14:50

bring them down to earth a little bit and understand how does

14:52

this translate into what I do as a designer

14:54

on a daily basis with my team. So the first

14:56

one is gain credibility by connecting

14:59

design value to business metrics and financial

15:01

outcomes. What is this all about?

15:03

Sure. So this is really

15:06

where designers focus

15:08

often, but I think there's a different way of thinking

15:11

about it. I think there's different levels and I teach this

15:13

framework where you've got a design outcome,

15:15

which is the work you did, like we launched

15:17

a component library or something

15:19

like that, right? And you have the customer outcome,

15:22

which is maybe this reduces cognitive load because

15:24

we've created more consistency. And so

15:26

I think designers feel very comfortable talking

15:28

about their work in the customer

15:30

outcome lens. And I think that's right. Someone

15:33

needs to do that and always root their

15:35

value and the work they're doing in that customer

15:37

lens. And I do think that a lot of business folks

15:40

don't go deep enough and always

15:42

read things back to the customer. From that

15:44

it can be difficult for business

15:46

minded folks. Or executives

15:49

to understand, okay, you reduced cognitive

15:51

load, which is a very designer

15:53

way of thinking about a solution or

15:55

an outcome. But what does that mean to our business?

15:58

How does that actually level up to something

16:00

that I can measure? And I can say to my

16:03

board, this is valuable

16:05

to us. That's why you spent time and money

16:07

doing this. And so I think the next steps we

16:09

go from kind of the design outcome, which is the project,

16:11

the customer outcome, which we talk a lot about

16:13

as designers. To the business outcomes,

16:16

and then ultimately have to connect that up to the financial

16:18

outcome. And so a lot of

16:21

executives are going to be thinking about that financial

16:23

outcome level. A lot of teams

16:26

will work with like marketing or sales are

16:28

gonna be thinking about their business outcomes. And designers

16:30

think about the customer outcomes. So if you can tie

16:32

all those things together and say we

16:34

reduce cognitive load, which increased

16:37

conversion, which increased sales,

16:39

it creates this really strong narrative

16:41

where everyone at every level of the business,

16:44

regardless of their Different

16:46

interests or goals can

16:49

understand how these things connect to

16:51

each other. So I think designers often

16:53

don't go far enough into saying this is the

16:55

relationship between cognitive load

16:57

and conversion and then everyone should have a pretty

16:59

good understanding on the business side of the relationship between

17:01

conversion and sales. So if you can start

17:03

bridging those gaps for people, it

17:05

helps frame things in a language

17:07

or connect things to the language that

17:10

the business stakeholders understand.

17:12

So I think in theory, a lot of people

17:14

would listen to this and would nod their

17:16

heads and say, yeah, this fully makes sense. I think

17:19

in practice, sometimes when you sit in your

17:21

design team on a daily basis and the PM

17:23

prioritizes your work and you're just being given

17:25

here's the next piece of work. Here's what we're working on next. And

17:28

you as a designer don't seem to have that

17:30

much influence, you're just doing what

17:32

you're being told. How do you bridge that gap

17:34

between what you've said, which is the ideal

17:36

state and what I've presented,

17:38

which is what I think a lot of people are struggling,

17:40

not struggling with, but that's the reality of a lot of people

17:42

on a daily basis.

17:44

Yeah, I think what you're describing is such an

17:46

interesting and pretty typical relationship

17:48

between product and design, which is unfortunate,

17:50

which is design as this service of

17:53

product, you see a lot of design teams report into

17:55

product teams, which is strange because

17:57

it would be weird if product reported to

18:00

design and it's uncommon for

18:02

engineering to report the product or product report

18:04

to engineering, but it design reports the product

18:06

everyone's fine with that. It's this strange

18:09

relationship, this kind of sometimes

18:11

subservient relationship of design

18:13

as a function that hits metrics. And

18:15

I think that's true in some sense, and

18:17

that is part of the value that design

18:19

creates. And that's why I start my course with

18:22

that module, is because that

18:24

is the reality, and you are going to have to tell

18:26

the story about hitting

18:28

certain product metrics, and that

18:30

is realistically probably the thing you're gold

18:32

upon. However, the kind of

18:34

next thing that I talk about is we

18:36

should zoom out and think about the value that

18:38

design creates to the business more

18:40

holistically. Yes, you contribute

18:42

to product value, but what else?

18:45

I teach a framework that we look at from the market

18:47

level to a company function, product,

18:50

team, and individual level. What

18:52

is the potential value to the business

18:54

in a project that you're doing? So

18:57

if you create a completely new paradigm

18:59

or convention. You've potentially added

19:01

value to the entire market and now suddenly everyone's

19:03

using the hashtag. For example

19:05

at a company level, you can create

19:08

all kinds of value that is specific

19:10

to your business in terms of making it more competitive

19:13

or increasing certain financial

19:15

outcomes. You might make engineering

19:17

work faster or easier if you have

19:20

a design system. And so there's other

19:22

elevations in which you can talk about the value

19:24

of design. And that can change the

19:27

level of influence you have. The

19:29

case study I like to talk about

19:31

in thinking bigger is when I was

19:33

at DoorDash. So I started at DoorDash and there

19:35

were eight engineers and no PMs and four designers.

19:38

The company as a whole was

19:40

under a hundred people. And so it was very

19:42

early days. We worked in an animal hospital

19:44

in Palo Alto. And one of the projects

19:47

I had was to bring food photography to

19:49

the app. And if you look at the app today, there's

19:51

food photos everywhere. But in circa

19:53

2015, that wasn't the case, and

19:55

we were the only ones without it. And so I

19:57

was tasked with bringing food photography to

20:00

the app, including all the operational

20:02

aspects of that in terms of hiring

20:04

photographers, signing up merchants,

20:06

getting those people connected, getting

20:08

the photos, editing the photos, getting the photos

20:10

uploaded into the product and creating that end-to-end

20:13

flow, in addition to thinking about

20:16

where should photography be in

20:18

the app and how should it look

20:20

and all the kind of traditional designery aspects

20:22

of it. One of the first experiments we

20:24

did was negative and

20:27

we were questioning, is this something

20:29

that's actually valuable? And so we were

20:31

able to look at other metrics to

20:33

determine this. It didn't move the metric we thought

20:35

it would at first in that first experiment, but

20:37

it did create impact in the product in other

20:39

ways. And then by starting

20:41

to ask that question and pulling that thread

20:44

of. What other types of value might this

20:46

be creating? We realized that, oh,

20:48

the marketing team is very excited about having

20:50

hyperlocal photography for all of its marketing

20:52

campaigns. The business development team is really

20:54

excited because they can go to some of these national

20:56

partners and offer this as a service to

20:58

them. And those national partners are really excited

21:01

to sign with us if we can provide this value

21:03

to them. So thinking outside of

21:05

just the product metric

21:07

that we wanted to hit, we really realized

21:10

this had so much more value to the business holistically

21:13

that it allowed us to continue on the project

21:15

and figure out how to refine our execution

21:18

so that the product metrics aligned. But

21:20

we were able to keep up that momentum because

21:22

we assessed that it had value in many different ways.

21:25

And those secondary metrics. that you've

21:28

managed to hit? Were those something that you were

21:30

actually tracking from the beginning or when the

21:32

first metric looked like it didn't really hit

21:34

the mark you then started looking at is

21:36

there any other impact we're doing? Who, how

21:38

did you start looking at those secondary metrics and when?

21:40

Yeah, that's a great question. So we tracked a

21:42

wide variety of things, but the team was pretty

21:45

focused on just conversion, right?

21:47

Is this increasing our revenue? And I think we

21:49

were probably really hyper focused on that.

21:51

And so when we didn't hit that

21:53

number that we wanted to, it created this conversation

21:56

of is this still worth doing? Do we

21:58

still believe in this? As a designer,

22:00

I was like, yeah, of course this is an industry convention.

22:03

It's pretty standard for any e commerce

22:05

thing. And as a designer, I'm looking at

22:07

the kind of human evolution lens

22:09

of this. You're about to eat something. You're about to

22:11

put it in your body and consume it. If

22:13

it looks bad, it could kill you.

22:15

We assess everything we eat

22:18

as to, I don't know, is this safe or not?

22:20

And that's baked into our biology.

22:22

So as a designer, I just felt like there was this intrinsic

22:25

value, but we did have

22:27

to still make that argument back up

22:29

to the business. And so when

22:32

that experiment, didn't deliver the value that we

22:34

thought, the next question was, okay,

22:36

but we still believe this has value, so where

22:38

might that value be? And we realized

22:40

that it was affecting a different piece of

22:42

conversion in a different part of the funnel than we were expecting.

22:45

And that was able to influence our overall product strategy

22:47

and keep going.

22:48

I love that. The reason I asked that secondary question

22:50

is because I think this is very important.

22:52

Not always the experiments that you run

22:55

will be successful, but that shouldn't stop

22:57

you from digging a bit deeper and seeing whether

22:59

although it technically failed from the perspective

23:01

of what we aim to do in the first place, Perhaps

23:04

this helped us succeed somewhere else. And

23:06

I think digging a bit deeper into data and analytics

23:08

and all of these is also valuable

23:10

despite an experiment failing, so I

23:12

like that you came up with that example.

23:14

If I can add to that, I think it's really important how you define

23:17

fails, right? So we had a specific

23:19

hypothesis and we had a specific goal

23:21

and we didn't meet that specific goal, but

23:24

was that the appropriate goal to

23:26

begin with? I would argue maybe not,

23:28

I think that you should start with a

23:30

hypothesis and you should start with a goal, but

23:32

be open minded to potentially

23:35

an experiment delivering some kind of insight

23:37

or value to the business in a way that you

23:39

weren't expecting or weren't necessarily incentivized

23:42

to hit because, you know, you

23:44

want to deliver value to the business holistically,

23:46

right? And so I think you have a pretty

23:48

compelling argument. And we had to do this

23:50

to go to the CEO and say, look, it didn't

23:53

do this, but it did this and this and this.

23:55

We still feel like it's valuable, worth investing

23:57

in, let's continue. So I think

24:00

it's worth saying this didn't do what we

24:02

expected. I don't know that's failure

24:04

because we learned so many different things

24:07

that did produce value to the business.

24:09

And so as long as it's producing value to the business,

24:12

I would consider it a success.

24:14

You've covered the first two parts of the syllabus. Let's

24:16

move on. Next one is tailor tactics

24:18

to be successful within your specific environment.

24:21

What does this mean?

24:22

So I think this is about being

24:24

sensitive to the needs of the business

24:26

and developing a greater awareness out

24:28

of the needs of the business. And I do think that

24:31

designers, like I said, develop business

24:33

awareness through osmosis, but they're not getting

24:35

structured kind of formal training on this. And

24:37

so this whole section is just

24:39

about looking at the things

24:41

your business is going through and the way

24:43

your business is going to approach things given different

24:45

variables so you can adapt and

24:47

be successful. When I've done

24:50

a standard approach to design,

24:52

for example, it may or may not be

24:54

successful, because I've just taken

24:56

this one approach like this is the way I think design should

24:58

operate in a business because

25:00

that's what I learned in school or that's just my

25:02

belief. You might get lucky and there might

25:04

be this natural alignment between the business

25:07

having the same philosophies or operating

25:09

in the same way or being at the stage

25:11

of its growth cycle that's an appropriate

25:14

way to operate. But if

25:16

you're not aligned, there's no one size

25:18

fits all to design and so you're not

25:20

going to be very successful in your business if you're not aligning

25:22

to some of those deeper needs.

25:24

And the last one is go to market with changes

25:26

that will help design succeed in your business.

25:29

Yeah. So that is all about you

25:31

want to adapt to the business,

25:33

but you also will probably need the business to

25:35

adapt to design. And so this is about

25:38

creating change in your organization

25:40

to help design have

25:42

more influence. And really what we

25:45

teach in this is like a go to market strategy

25:47

in terms of how do you identify

25:49

early adopters of a change you want to

25:51

make and get them on board

25:53

with instituting that change, whether it's

25:55

we should have more user

25:57

research and listen to customers more, or we should

26:00

do more cross functional brainstorms and have

26:02

more collaboration between functions.

26:04

Whatever that change is what's your

26:06

backlog of changes as a designer

26:09

that you want to make to make the

26:11

business more design friendly? How

26:13

does that backlog intersect with

26:15

the needs of the business so you can identify

26:18

what's most likely to succeed as you

26:20

bring this change or idea to market? And

26:22

then how do you find those people that are going to help you

26:25

drive adoption?

26:26

I think this is such a key point and

26:28

I'd like to dive a little bit deeper, because

26:31

oftentimes we sit in businesses and we think I

26:33

want to make this change or I want to make that change or, and

26:36

you can't make it happen on your own as a designer,

26:38

it's much harder than some other cross

26:40

functional partners that we might have. So then

26:43

what you've just said there is so key: how

26:45

can you find some early adopters or some allies

26:47

in the company that could help you on the way to

26:49

making that change? Let's talk a bit about that.

26:51

How do you find those people?

26:53

So I think that's a great question. There's a couple

26:55

different dimensions to identifying

26:58

those people. There's a model in

27:00

marketing called the diffusion of innovations,

27:03

and it's where the language like

27:05

early adopters or laggards come

27:07

from. And I think what's important

27:10

takeaway from that model is you're

27:12

looking for early adopters and

27:14

that's a minority of people. You

27:16

shouldn't be trying to sell your idea

27:18

to everyone in the organization. You should

27:20

find the people that are going to be

27:23

most likely to adopt something

27:25

when it's not fully fleshed out yet. And

27:27

this group is technically called like the visionaries.

27:30

They're people who are excited to try new things.

27:32

But you don't have all the answers yet,

27:34

but they're gonna want to collaborate and

27:36

run a pilot and find out. I would

27:38

look for people who are, like, highly collaborative

27:41

excited by new ideas, have this,

27:43

like, how might we attitude in a

27:45

kind of more tactical way. As anyone who's proactively

27:48

including you as a designer or asking for your opinion

27:50

already. It's someone who might be an ally

27:52

that you can, bounce ideas off of and

27:55

is more likely to get on board with

27:57

trying something out. And once you

27:59

have that person who's willing to help you

28:01

run a pilot or ask more questions or connect

28:04

you to more people or just be an advocate

28:06

for that thing, that's a little

28:08

bit of traction you need to help get

28:10

the next group of people on board who are a

28:12

little more skeptical and they need a little more

28:15

traction and a little more evidence that this is a good

28:17

idea. And then those people get on board

28:19

and then the next group gets on board and the next group gets on board.

28:22

So I think trying to find those people who you have a

28:24

strong relationship with who are highly collaborative

28:26

and willing to try new things is an excellent place

28:28

to start.

28:28

If I may add something there, I think oftentimes it's

28:30

much easier to persuade people who

28:33

you already have a good relationship with. And you've

28:35

already mentioned there. And something that I believe

28:37

in is whenever you join the team, you should try

28:40

as much as possible to find the people who think

28:42

like you and create connections and relationships

28:44

in that business with some of these people who

28:47

might not necessarily be designers. They could be product people,

28:49

they could be engineers, they could be in marketing. And

28:51

then I think it makes much easier

28:53

this whole idea of persuading

28:55

or trying to change minds or saying, Hey,

28:57

I've got this idea. What do you think about? It's much easier to

28:59

have the conversation with someone you have a good relationship

29:02

with than with someone you don't. So

29:04

first of all, is that something you agree with? And

29:07

if it is, how do you as a designer

29:09

build better relationships with your cross

29:11

functional partners?

29:12

I mean, I Definitely think that's fundamentally true. If you have

29:14

a good relationship with someone, then

29:16

things are going to be a lot easier than if

29:18

you have a bad relationship or no relationship at

29:20

all. I think one of the things that,

29:23

you know, building those relationships with cross functional

29:25

teams, there's so many variables to

29:27

consider. So I think it really depends on the

29:29

culture. It depends on the individual but

29:31

I do believe that kind of the designers

29:34

have the key skills to develop

29:36

these relationships. And I think a lot of those

29:38

key skills come from things like user research.

29:41

It's about active listening and trying

29:43

to understand what that person

29:45

cares about. In negotiation,

29:47

you learn about the difference between positions

29:49

and interests. A position might

29:52

be, in a negotiation, the thing that someone

29:54

says they want or need

29:56

and the interest is the motivation behind it.

29:58

Someone might say, we need to run A B tests,

30:01

and they need to be statistically significant, otherwise

30:03

we can't make any decisions. That might be what they're

30:05

saying. What they might mean is

30:07

I don't want to be wrong and I need

30:10

a greater degree of validation so I don't

30:12

make a mistake and look silly

30:14

or lose my promotion. And so I think if

30:16

you put on this kind of user research hat and you

30:18

actively listen and you talk to those people

30:20

you're going to understand what's really driving

30:23

their positions and driving motivations

30:26

for the decisions that they're making. I think

30:28

the other benefit of like really taking

30:31

this user research and active listening approach

30:33

is. You're going to have a better understanding

30:36

and you're just openness to

30:38

a better understanding of their position leads

30:40

to trust. And then that trust becomes the foundation

30:43

of that relationship that leads to influence.

30:45

Let's switch gears a little bit touch upon

30:47

something you've mentioned all the way in the beginning

30:50

where you've said you've worked for all these different companies,

30:52

different organizations of different size at different

30:54

points in the journey of the organization.

30:57

How have you seen design work

31:00

at different companies, whether that was

31:03

Airbnb pre IPO, whether that was

31:05

DoorDash very early on, how

31:07

is design treated and how did it work at some

31:09

of these different companies?

31:10

That's a great question. And it actually, I've

31:13

reflected a lot on how these teams

31:15

operated and why they operate in different ways.

31:17

And the thing I found to

31:19

be the most highly correlated with

31:21

how design is used is. Typically

31:23

the background and expertise of the founders.

31:26

You look at people that I've worked for, like

31:28

Mark Benioff or Tony shoe or Brian

31:30

Chesky, they all have extremely different

31:32

backgrounds and that changes the way

31:34

that they run their business, which then in

31:36

turn changes the way that they use

31:39

design. So I do think if

31:41

there's a reason that Google is a very engineering

31:43

led organization is because Larry Page has

31:46

a BS in computer science. He's a

31:48

computer scientist. So his values,

31:50

interests, his awareness of computer science

31:53

is deeper. His preference for solving

31:55

things in that way is deeper. And

31:57

he's got some skills to assess people that he's hiring.

31:59

And so he's going to hire this world class engineering

32:01

team and they're going to solve world class engineering problems.

32:04

So they're going to use design very differently.

32:06

Then Mark Benioff, who has a BS

32:09

in business administration and

32:11

is very, I'd say Salesforce is a very sales

32:13

led organization. So that

32:15

approach I find to be the most

32:17

correlated is that background. In,

32:20

at Salesforce, I'm going to generalize, but my

32:22

feeling at Salesforce was design being

32:24

something that brings things to life so we can

32:26

get it in front of people and get them excited about it

32:28

and we can sell as much as possible

32:30

and the sales function of Salesforce

32:32

is really prominent. At DoorDash,

32:35

Tony's background being operations, the

32:37

way he would approach many business problems

32:40

is with that operational lens. How

32:42

can we very quickly, very

32:44

manually, if necessary, Test

32:46

something out, try it, and see,

32:48

and then maybe we'll build a product around

32:51

it. And then we're going to use design, in

32:53

some ways if we need to increase the quality

32:55

of that product. But there is a large bias

32:57

towards like moving very quickly and doing things without

32:59

building something very robust.

33:02

And then Brian's background is in industrial

33:04

design, and so his focus is going to be, we

33:06

want design at the beginning of the conversation, we

33:08

want to involve them as strategically as possible.

33:11

We're not just using them as a function to

33:13

make things pretty, we want them as thought

33:15

leaders where we can bring

33:17

in the human element and bring in the customer element to

33:19

every conversation. And it

33:21

would feel weird if you had a meeting

33:23

without a designer in the room. So I do think

33:25

that the way those founders run their businesses

33:28

then translates into the way design can be used

33:30

and where they feel like design

33:32

has the most value.

33:33

And the culture of the company oftentimes comes

33:36

from the CEO, which is what you've talked

33:38

about. So probably if you want to work

33:40

in a company where design is being seen as

33:42

a more important function, you might want to look

33:44

for a company that is not necessarily where the CEO

33:46

is a designer, there's not a lot of those, but where

33:48

someone high up in the leadership is

33:50

a designer with influence that can then push

33:53

for design and for the capability of design

33:55

and all of that. So I think sometimes

33:57

we as designers tend to get a bit

33:59

deflated and disappointed when we end up

34:01

working, let's say engineering driven organization

34:04

or sales driven organizations and then we don't really understand

34:06

why is design not getting that seat

34:08

at the table, a proverbial seat at the table.

34:11

And I think what you're saying here it is very accurate

34:13

because the culture is not design driven and

34:16

there's perhaps not so much you can do about that.

34:18

Is there?

34:18

My whole course is about trying to move that needle

34:21

on that. So I hope there's something you

34:23

can do about that. And I think it

34:25

comes back to that aligning to the interests,

34:27

right? And demonstrating value where

34:30

that person wants to see value first,

34:32

and then when you can do that, you can

34:34

start to broaden the conversation.

34:37

And what you're saying is exactly why I went to Airbnb.

34:39

I did Salesforce, then DoorDash, then Airbnb.

34:42

And I saw how we operated in a sales led

34:44

environment and an ops led environment. And

34:46

it was really challenging in some ways and

34:48

didn't meet certain expectations that I had,

34:50

which some of those might've been unrealistic. But

34:53

I wanted to go to a design led organization

34:55

and just feel how that would be different and

34:57

it was a totally different environment because people

34:59

just intrinsically understood what I did and

35:01

intrinsically understood the value of it and I didn't have

35:03

to advocate for it as heavily. So

35:05

I felt like Airbnb is this pinnacle in some

35:08

ways where I could just say,

35:10

I think we should do this because of this and people

35:12

were like, yeah, okay, that makes sense. Go

35:14

do it. Make it happen. Uh, You don't have to advocate

35:16

as intensely, but what I

35:18

appreciated from especially DoorDash was

35:21

I got more rigorous about advocating

35:23

for my work and aligning it to

35:26

different interests and not just saying,

35:28

look, design is valuable because it's valuable.

35:30

We should do it because we should do it. Airbnbs,

35:32

everyone says, okay at DoorDash Tony

35:35

says, show me how like, show me what

35:37

that means, show me the value and explain

35:39

to me. I think as long as they're open minded

35:41

to that, that's great. And as long as you have a culture

35:43

that's willing to learn and adapt that's

35:45

what you need. But you're going to have to

35:47

align to certain things and then push in certain

35:49

ways in different types of cultures. And that's just

35:52

part of the job.

35:53

Yeah. And I think that also teaches you different

35:55

things. So at Salesforce, you've learned something about

35:57

how to do design that was different than what you've

35:59

learned at Airbnb, where design was seen

36:02

in a different light. If you probably,

36:04

if you just work in organizations where design is being

36:06

already seen as super valuable, you

36:08

might not learn to manage stakeholders as well,

36:10

or persuasion or storytelling or all

36:12

of that. So I guess there's always something you can learn

36:15

regardless of where you work, but perhaps the

36:17

job is, I don't think it's necessarily easier, but

36:19

it's a bit different, as you said, in a company

36:21

like Airbnb versus Salesforce or

36:23

DoorDash. talkin talking about this, you wrote a post some time

36:25

ago about this idea of having to sometimes

36:27

justify why you're in the room,

36:30

and I assume that doesn't happen very often

36:32

at a company like Airbnb, but it might happen in other

36:34

companies, which might be more similar to

36:36

someone listening might be working at a, in an engineering

36:39

led company and sometimes they might have

36:41

to justify themselves about why

36:43

they're in the room. What are your thoughts about that?

36:45

Yeah. It's not a great position

36:47

to be in as a designer, and it's a sign of

36:49

kind of immaturity on the lack

36:51

of the other stakeholders or

36:53

the company as a whole to, and

36:55

in that example too, it felt a little hostile. Like

36:58

why are you here Like

37:00

we have a bunch of engineers in the room. Why are you necessary?

37:03

And it's a pretty extreme example of someone

37:05

being very assertive about that opinion.

37:07

But there is this kind of undercurrent

37:09

vibe of needing to explain

37:12

why design exists and explain why

37:14

design's valuable and that perspective

37:16

is valuable. And that's really what

37:18

kind of the first two modules of my class are about

37:20

are, Okay, design is moving

37:22

metrics. We are seeing things from a different perspective.

37:25

And we're contributing value in

37:28

a much more diverse way and

37:30

holistic way than just hitting the product

37:32

metrics that PMs want us to hit.

37:35

So I think that attaching value

37:37

to something that's a little bit broader

37:39

is a tactic that works really well for

37:41

people who are hesitant and aligning to

37:43

those interests and those priorities and

37:45

framing things in a way that

37:47

they understand as business stakeholders. I

37:49

also think it's important to articulate why

37:52

design is different, that it's Not an operations

37:54

function. You can't just put inputs in

37:56

and get outputs. If you design a machine

37:58

and you put in certain amount of. I earned,

38:00

you're going to get a certain amount of nails out of it, right?

38:02

And that's just not how design works. And, but

38:04

that's how you teach operations. Or,

38:07

if you have a formula in math, you put in these

38:09

numbers and you get those numbers out. And

38:11

if you don't get the numbers out, it's wrong

38:13

and you need to go back. And there's a certain way of

38:15

thinking about business problems in

38:18

statistics or in maybe

38:20

marketing or definitely operations in

38:22

that kind of linear way. And so

38:25

I think we need to understand that's how some functions

38:27

work and think and that we need

38:29

to educate the design is different.

38:31

It's often non linear. We don't know

38:33

the answer until we throw a bunch of

38:36

things at the wall and test it out and try.

38:38

And sometimes that iteration

38:40

and that process can feel a little um, unfamiliar

38:43

to people. So I think there's a

38:45

good amount of alignment that has to be done, but then

38:47

also a good amount of pushing on why

38:49

we're there and why we think differently and why we operate

38:51

differently and how that's valuable

38:53

to have that diversified opinion

38:56

and diversified approach to all the other

38:58

functions that exist.

38:59

Yeah. Talking about how we operate a

39:01

bit differently. Let's unpack a little bit, this

39:04

idea of that sometimes it's okay

39:06

to scrap incremental testing. And

39:08

to go for something completely different, you, there's another post

39:10

that you wrote you were talking about the Airbnbs booking

39:12

flow and how incremental testing

39:14

didn't do so much and um,

39:16

you've just changed strategy and did something completely

39:19

different, operated completely different than how

39:21

normally you would. Tell us a little story

39:23

there and what the learning is from it.

39:25

Yeah, this is a great case study that

39:28

touches on a few things that we've spoken about today.

39:30

Yeah. So the background of this

39:32

is I was on a team that

39:34

operated outside of kind of Airbnb's

39:36

normal operating mode. It was a little tiger

39:38

team that got to redesign the entire mobile

39:41

website from the ground up. And so traditionally

39:43

the business had these silos and you've got the booking

39:45

team and they own Android and desktop

39:48

and iOS and all these platforms.

39:50

And so every team owned vertically all

39:52

these different platforms. And so we spun

39:54

up this team to say, we need to redo the entire

39:56

mobile website and we're going to work horizontally.

39:59

We get to own the mobile website platform

40:01

and we just own every surface on that.

40:03

And so it gave us the ability to ask,

40:06

are all of these individual surfaces that people

40:08

have been optimizing? Are they working well

40:10

horizontally? Do we need to change

40:12

anything? And we got to kind of go back

40:15

to every piece of Airbnb

40:17

and say, could this be better? What

40:19

should we do? And so I started digging

40:21

into the booking flow and realizing that there was

40:23

a lot of optimization that we

40:26

had the potential to do. And so this

40:28

is a good example of kind of building stakeholder

40:30

consensus incrementally. I

40:33

gathered an initial group of people who

40:35

were interested in having that conversation

40:37

from each of these different teams that

40:39

own parts of this very long

40:41

booking flow experience and just asking

40:44

the questions and doing that active listening

40:46

and starting to understand what they cared about and

40:48

why and what their world was like. But

40:50

I got to be in the position of that facilitator

40:53

who's having all these individual conversations horizontally

40:56

that weren't happening already organically.

40:58

From there we were saying, okay, let's do a little

41:01

sprint and come up with some new ideas. And

41:03

just asking some of those questions generated

41:05

enough excitement that more people started

41:08

paying attention and we're like, okay, that is a good

41:10

point. Yeah, we could do that better. What happened

41:12

was then Alex Schleifer got involved

41:14

and got on board and got really excited about, okay,

41:16

this could be better. We could do something that's

41:18

more of a step function improvement. Then

41:21

more people got on board and then we had Brian Chesky

41:23

up at all hands saying booking is one of

41:25

the most important things we can do this year. And

41:28

so then everyone was on board with this vision

41:30

that we were creating. Through that process

41:32

underneath, we were always iterating

41:34

and doing research and doing some initial

41:36

tests to see where things were landing. And

41:39

a lot of these incremental tests weren't

41:41

coming back dramatically positive.

41:44

One of the nice things

41:46

about Airbnb was. We

41:48

could say, look, we just know what feels better

41:50

as a designer. And we could try to

41:52

incrementally test this to

41:55

a step function level improvement, but

41:57

it's really difficult. And sometimes you just need to

41:59

hit the reset button. And even

42:01

just from a thought exercise, think of what

42:03

if we blew this whole thing up and started

42:05

over, would we arrive at the

42:07

same place we are today? And the answer was

42:09

no. And so what started out as

42:11

a thought exercise started to become the reality

42:14

of, we should just start over. And

42:16

just because we didn't incrementally test

42:18

this every little change A, B

42:20

tested to statistical significance

42:22

rigorously, doesn't mean we didn't validate

42:25

the things we were doing. We were always talking

42:27

to customers. We were always looking at new

42:29

paradigms in the industry that we could borrow

42:32

that were proven. So we're always

42:34

doing things that were backed in

42:37

data, even if it wasn't like

42:39

testing so rigorously and we still

42:41

test it. We still launch, but we launched bigger

42:43

things that we felt more comfortable

42:45

about because we had spoken to so many customers.

42:48

And when we did this larger release,

42:50

it was very positive because we had

42:52

taken that time to back all the way

42:54

up. And instead of coming up with what initially

42:57

was this like very robust experimentation

42:59

plan, and largely that experimentation

43:02

plan was created to get executives on board,

43:04

once they got on board and said, Let's

43:06

just do this. Go make it better.

43:09

We were like, great. And we got to kind of remove

43:11

ourselves from that having to craft this like

43:13

Uh, the thorough narrative to

43:16

let's think a lot bigger. And it was a really successful

43:18

project and a lot of fun to work on.

43:20

Yeah, I bet. I know you talk a lot about

43:22

the quality of the team around you. As a designer,

43:25

you oftentimes are judged

43:27

by some of the work that you don't do yourself

43:30

necessarily, whether that's engineering work, whether

43:32

that's, a PM product, marketing, whatever it may be.

43:34

And I'm wondering what are your thoughts

43:36

around, how do you assess

43:38

the quality of the team that's around you as

43:40

a designer, whether that's before you join a company

43:42

or perhaps when you're in the company, or is that

43:45

too late already?

43:46

That's such a good question. This is a

43:48

struggle. This is a challenge. But to

43:50

start, you're absolutely right in that, and

43:53

I've experienced this where you might have the best user experience,

43:55

you might have the best design, you might have

43:57

validated it with customers. But the back

43:59

end isn't set up correctly, and it's impossible

44:02

to build, or impossible to build in

44:04

a certain reasonable time frame, or

44:06

it costs too much money. If the PMs,

44:08

so many times I've realized the

44:10

user experience is really dependent upon that

44:12

experimentation cycle and what's getting prioritized.

44:15

You could prioritize of

44:18

a function part of a feature or

44:20

draw the MVP line too low,

44:23

and it's not really MVP from a design

44:25

perspective, from a customer perspective, but

44:27

it's feasible to launch in a two week sprint.

44:29

All of those things that other teams

44:32

have control over change your ability

44:34

to do good work, change your ability to ship bigger

44:37

things, change your ability to ask bigger questions.

44:39

So assessing when you go into

44:41

a company, I think a couple things, one, the

44:43

willingness to ask bigger questions, that's

44:46

where I've struggled is like, I'm going to be the person who comes

44:48

in and says, what if we blew the whole thing up and it's just started

44:50

over? I don't think that's a realistic

44:52

thing to do every time,

44:55

but it's a great question to ask just

44:57

to shake people out of kind

44:59

of their thinking. So are people

45:01

accepting of that or, you know,

45:03

is the PM saying no, no, no, like that is

45:05

not on the roadmap. We can't do that. Or

45:07

the engineer says that I've seen engineers

45:10

eyes just get wide with

45:12

that question and their faces just go blank.

45:15

So there's a little indicators and you might

45:17

not get a sense of this perfectly until you're in

45:19

a company of like how things are set up.

45:21

And every company I've worked at is like

45:23

more chaotic when you actually

45:25

get into the company. And you're like, Oh, like

45:28

I thought this was all really well figured out and

45:30

there's actually a lot of work to do, which can be

45:32

an opportunity to to, to change

45:34

things and make things better. But I think that assessment

45:36

comes down to is this a collaborative environment?

45:38

Are people okay with asking big

45:40

questions or are they afraid of asking

45:42

those questions? If we can make an argument

45:45

that says this is valuable to the business because

45:47

it's valuable to our customers, are

45:49

we willing to start? Even

45:51

if that starting point is not

45:54

as holistic as redo the whole thing, and

45:56

it is more incremental, are designers

45:58

is going to be involved in that process. One

46:00

question I would ask is what influence

46:03

does design have over the product

46:05

roadmap? Are you part of that conversation?

46:07

Are the PMs in a room by themselves deciding

46:09

the product roadmap? And then they give it to

46:11

you, or are you participating? The

46:14

two factors I would look for are that open mindedness

46:16

to collaboration and the willingness to ask

46:18

bigger questions, and the lack

46:20

of risk aversion in terms of at least just asking

46:23

the question.

46:24

I really liked that question of how involved

46:26

is design in deciding what's on the

46:28

roadmap. I think that oftentimes tells a lot

46:30

about how a company works and how it values design

46:33

more so than their mission statement

46:35

on the website or whatever else it may be. So I

46:37

really liked that one.

46:38

And what's interesting about that too, is everyone's going

46:40

to have an opinion about design, right?

46:43

Everyone is going to see a design and

46:45

they're going to have some thought on what you should do

46:47

differently, the PM, the engineers, the executives.

46:49

And so it should be fair that

46:51

design has an opinion on the roadmap or,

46:54

maybe if you're more technical, some

46:56

thoughts on the architecture and whether it's going to scale,

46:59

because we might want to move the product strategically

47:01

in this or that direction. So

47:03

I think it's fair if everyone has an opinion about design,

47:06

the design's also involved. And

47:08

when you get that asymmetry, that's where

47:10

you start to see there'd be issues with

47:12

the culture and it becomes a lot more challenging to be

47:14

a designer

47:15

Before we bring this one home, I really want to touch upon

47:17

accelerate design company, which is

47:19

your baby. And you have a really cool

47:21

mission of of helping mid career designers

47:24

develop their business skills to do more influential

47:26

work. It's really what we've been talking about today, but

47:28

I wanted to highlight that then ask a couple

47:31

of questions about it. You know, How are you doing

47:33

this? How are you coaching designers? Are they coming

47:35

to you with specific problems or are

47:37

you helping them figure out where they could

47:39

improve? How does that work on a daily basis? How do you

47:41

work with designers to help them grow?

47:43

Yeah, so there's a couple of different ways

47:45

and I'll start with kind of the thesis

47:47

for the business, which is there

47:49

are so many resources

47:52

for early stage designers. There's a million

47:54

boot camps, there's a million videos, everyone

47:56

will teach you how to use the tools, you can

47:58

take all kinds of workshops on Figma, but

48:00

designers, I think, hit a wall around

48:03

their mid career, where, we talked

48:05

about this spectrum of art to business

48:07

where they might want to be shifting to

48:09

be more strategically- involved or have

48:11

more impact or at least have more self

48:14

determination over the work they want to do

48:16

and more opinion on that road map,

48:18

what's coming down and do I agree

48:20

with that being something I want to work with?

48:22

So I think that there's this

48:25

stall out that kind of happens mid career

48:27

where the stakeholder management, the communication

48:30

skills, the storytelling, and

48:32

the MBA- level business

48:35

understanding and business skills become really relevant

48:37

if you want to either participate more holistically

48:40

as an IC or become a leader.

48:42

And so my theory is

48:44

that there's not enough resources to

48:46

help people bridge that gap. So

48:48

that's what's really driving this. The ways I

48:51

I'm expressing that so far and the

48:53

strategy I'm taking is one with courses

48:55

that I'm launching that are really hyper

48:57

targeted towards senior

48:59

lead staff, principal

49:01

level designers in bridging

49:04

some of those gaps and developing some of those skills.

49:06

So that's where describing the ROI of design

49:08

comes in. And what are the frameworks for us

49:10

to connect up to business value, understand

49:13

what businesses do. And then on coaching,

49:15

it's a lot more like a managerial relationship

49:18

where it's, you know, my, my theory is that

49:20

it should be very tailored toward the individual

49:22

and understanding what their needs are. And so

49:24

some people are going through job changes.

49:26

Some people have questions about their career

49:29

trajectory. Some people have a meeting with

49:31

the CTO coming up and they need to come up with

49:33

a narrative and be able to feel a little

49:35

more confident going into that meeting. And just having

49:37

a sounding board is really valuable to

49:39

them. And so I tailor all

49:41

of my sessions and tailor all

49:43

of my direction to that individual's

49:46

unique needs on that week, while

49:48

also trying to weave in what is your longer term

49:50

career goal and strategy. So we're we're

49:52

doing some short term work, but we're also

49:55

keeping an eye on that long term trajectory.

49:57

And if someone comes to you thinking, Ryan,

50:00

I need some help with X, what

50:02

could they then expect from you? Is

50:04

it a weekly relationship? Is it a monthly? Is

50:06

it a call? Is it? How does

50:08

that work?

50:09

Yeah., it varies per person. Usually

50:11

it's one to two calls a month. And

50:14

we'll hop on for about an hour people will

50:16

come prepared and then maybe send me in advance

50:18

a few notes on what they want to talk about, and

50:20

we'll see where the conversation goes

50:22

from there. Sometimes we uncover something

50:25

that they hadn't thought about before,

50:27

and we'll want to dig into some tactics, but

50:30

I try to bringing,

50:32

and we'll want And every month

50:35

or every two weeks, give them

50:37

something tactical that they can react

50:39

to. And I describe it as a very

50:41

iterative process. We're going to talk about

50:43

your goals. We're going to come up with some tactics. You're

50:45

going to take that back to work. And

50:48

you're going to try some of those things and then

50:50

see what happens. And did the company

50:52

receive it well? Does it match with your culture?

50:54

Did you get some pushback? Let's analyze

50:57

the results we got. Very. It's

50:59

very iterative and very experimental, and then

51:01

we'll pivot and adjust and dial things

51:03

in as we go from there. Meeting every two weeks

51:05

allows you to shorten that iteration cycle,

51:08

but once a month is also enough when people have these

51:10

big moments they can prioritize and say, I'm really

51:12

stuck on this, or I really need help with this. And

51:15

that, even just monthly, helps a lot

51:17

of people get through those things.

51:18

So tailored to you, tactical,

51:21

leave with something you can apply tomorrow

51:23

if you want to. And then in a couple of weeks come back and

51:25

let's discuss how that worked, whether it worked and

51:27

what if you had any pushback. So it's

51:29

a, it's this feed continuous feedback loop of

51:32

you feed in different. ideas

51:34

tactics, whatever it may be. And then people,

51:36

your coaching would go in and apply that in

51:38

and try to make it work.

51:40

The other benefit of coaching, I think, is that that

51:42

coach is not part of the political

51:44

scene in your company. So this is someone you can share

51:46

anything with and get feedback from

51:48

who's going to look at things from an outside perspective

51:51

and bring in new types of ideas.

51:53

And I've had people say, I don't feel comfortable sharing this with my

51:55

manager, but can you give me some perspective

51:57

on how to deal with my manager? So I think that's

51:59

really beneficial. And then the other side

52:01

that's interesting about having a coach is that

52:03

person can transcend jobs.

52:06

And I've had managers who I worked really

52:08

well with that they leave or

52:10

I leave and you lose that rapport

52:12

and you lose that relationship. And maybe that person

52:14

you stay in touch with a little bit, but they're not

52:17

able to coach you on your next job and

52:19

so I think having that person that transcends

52:21

jobs and is able to see you from one job

52:24

to another and talk about it your overall

52:26

journey and, what can you learn from one

52:28

environment? I think someone talked to me about, I

52:30

need to figure out what my first 90 day plan is

52:33

on my new job. So how can someone transcend

52:35

those jobs and keep an eye on your overall,

52:37

like journey as a designer through your

52:39

career.

52:40

Awesome. That's great to hear. I love

52:42

this approach. I think it's also super important

52:44

for. designers, cause you said you're focusing

52:47

a lot on that mi d level where

52:49

these things start to become very important. But I think if

52:51

I can add something, I think mentorship

52:53

and coaching are important at every step of your career.

52:56

And it's, you can always learn something. You can always

52:58

learn from someone else. So whether that's by listening

53:00

to a customer actually working with someone like you,

53:02

I think these are all very valuable. We're all

53:04

we should all grow at all times. So

53:07

let's bring this one home. I always ask the same

53:09

two questions at the end of the podcast. I'm

53:11

curious to see how every single person

53:14

answers that same question differently. So

53:16

I'm going to ask you the same. If you would have to highlight

53:18

one action that you think led to your success

53:21

that in a way or another separated you from

53:23

some of your peers, what would you say that would

53:25

be for you?

53:26

So early career when

53:29

I'm in high school and I'm interested

53:31

in design, the thing that was different

53:33

was I took every single project I could

53:35

possibly get, and it didn't matter if it was

53:37

like a 20 business card

53:39

project redesign. I think I got paid

53:41

20 bucks to redesign a substitute teacher's

53:44

business card. I think there were classmates

53:46

who made fun of me, because I was like hired

53:48

to optimize web photos for

53:50

a website that sold GI Joes

53:52

to hobbyists. I took every single

53:55

job. And it had nothing to do with

53:57

like how glorious it was, but I was

53:59

learning graphic design, I was practicing

54:01

image optimization for web and photography.

54:03

I was getting all these little skills. And so,

54:06

um, you know, I've worked at some organizations where

54:08

I've given learning opportunities

54:10

to designers and they say, Oh,

54:12

I don't want to do that project because my advisor

54:14

said I need to learn this specific thing or have

54:16

this on my resume. So I'm not going to do that. And

54:19

they passed up this learning -opportunity, which

54:21

is okay. Like sometimes you don't have time or

54:23

sometimes it's not the right fit and you should

54:25

feel empowered to not take things that

54:27

are exploitive or not the right thing

54:29

for you. But I do feel like

54:32

you shouldn't over optimize. You shouldn't try

54:34

to like cherry pick the right experiences.

54:36

What I did was just take as much as I could possibly

54:38

get my hands on. And that gave

54:40

me a lot of kind of tangential

54:43

skills. So one, I'm learning all these

54:45

design skills because I'm so hands on so many

54:47

different things simultaneously. But I'm also

54:49

learning how to sell to all these

54:51

different clients. I'm learning how to manage

54:54

my time as a full time student while

54:56

managing 15 clients at

54:58

the same time. And so I think there

55:00

is a benefit to if you want to

55:02

do something, do as much of it as you possibly

55:05

can. And not over optimize

55:07

for what is quote, like the right experience

55:09

for your resume because that will result

55:12

in time.

55:12

I think it's also about not getting precious about

55:15

all the work you do at some point. Yeah,

55:17

perhaps you can, but at least in the beginning of your career,

55:19

I also find it very important to try to do as

55:21

many things as possible, because otherwise, how

55:23

will you find out what you like when you haven't

55:25

tried to do different types of design work?

55:28

So I think that goes hand in hand

55:30

with some of my experience as well, where I still

55:32

remember as you were talking, some of these projects

55:34

had flashbacks of websites

55:36

that I spent weeks on for 50

55:39

and things like that. But yeah, I

55:41

guess I am here now. So if something has worked

55:43

the last question is what are we not

55:45

talking about when it comes to design?

55:47

Thank you.

55:48

This is a big one. I think there needs to be

55:50

more formal business education

55:52

in the design industry and I think that starts at

55:54

even the academic level. So many

55:56

design departments, in universities

55:59

are rooted in art departments and I do

56:01

think that creates a misunderstanding

56:03

for the business folks who don't see

56:05

design and aren't connected to the art department

56:08

in any way. They're not

56:10

witnessing design and design's not talking

56:12

to the business folks. And it creates this misconception

56:15

the design is about art. And it deprives

56:18

designers from the understanding of the application

56:20

of their work. The expectation

56:22

is that you, as you grow in your

56:24

career, you'll impact the business more. And

56:27

you'll likely want to do that. You'll want

56:29

to have more influence and you'll want to move down

56:31

that spectrum. Like we talked about,

56:33

designers learn business through osmosis, but

56:35

that's really inefficient, and that trial and error

56:37

can be really costly to your career.

56:40

In your career, you only get so many at

56:42

bats. You can only have so many jobs and

56:44

then you retire and you can only make so

56:46

many quote mistakes on your resume. And

56:49

so you want to try

56:51

to learn those things in an efficient way as possible.

56:53

So I would love to see there be

56:55

more business curriculum

56:57

in every design department

57:00

in every university in the world. Short

57:02

of that, I think designers need to

57:04

go and educate themselves on

57:06

business more formally, whether that's through

57:09

classes like mine or, Khan

57:11

Academy or whatever, having a mentor that's on the

57:13

business side of the organization, not just design

57:15

mentors. I spoke to someone and they're considering

57:17

a master's. I said, don't go get your master's

57:20

in design. You've got that box checked,

57:22

diversify, go study

57:24

some business in whatever way makes sense

57:26

for you. But I do think more formal

57:29

business education is really valuable. I think

57:31

it's a key that's missing. I don't think a lot of

57:33

people have done it, so you won't hear many people

57:35

advocating for it. But having

57:37

done it myself, I think it's really critical

57:39

and will change your perspective.

57:41

Thank you for that, Ryan. What can people find more

57:43

about you, read what you write ,find the course,

57:46

where can they get in touch?

57:47

Yeah. I'm on LinkedIn and would love to chat and

57:49

then my course is currently being hosted on maven.

57:52

com in the design section. So

57:54

there's many, many great courses on Maven

57:56

and I've got a great relationship with them. So I

57:58

highly recommend also taking business

58:01

courses on Maven. Those are all great

58:03

places to connect and learn more and I am always

58:05

happy to chat with designers. The best

58:07

part of my job is talking to just

58:09

dozens of designers from around the world all

58:11

day long and always happy to continue the conversation.

58:14

That's awesome. We'll put all of this in the show notes so people can

58:16

easily find you. Ryan, this has been hour

58:19

that has passed by very quickly. So thank you for that.

58:21

I hope people have learned a lot and enjoyed it as much as

58:23

I did. And I hope you enjoyed it as

58:25

well. So thank you very much. And I will speak soon.

58:27

Thanks for having me. If

58:31

you've listened this far well, you've

58:34

made it to the end of season three. We've learned

58:36

so much from Alastair at

58:38

Dropbox walking us through his great framework to present

58:40

work. Maria Pentkovski telling us about

58:42

the importance of coaching Tom Scott shedding

58:44

light on what we can do to increase our chances of

58:46

getting a job. This has been such

58:49

an insights back 10 episodes, and this is

58:51

by far the best season of the podcast,

58:53

and I'm so excited to try to best it

58:55

once again with season four later

58:57

this year. Catch you all then.

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