How to see like a designer: The hidden power of typography and logos | Jessica Hische

0:00

Most people are better at understanding the  feelings and sensations that typography and logos give us than they give themselves credit  for, because what we are as people are endless absorbers of patterns, and information, and  all this kind of stuff as we move throughout the world.

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We don't take time to sit and digest  it, but it's still coming in and getting logged, and so even as a non-designer, I think  you can look at examples of logos where something's not quite right and be  like, "Something's not right here, I just don't know how to name it."

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But I think  a good exercise is just like looking at fonts that are available in the world and asking  yourself, "What feeling does this give me?"

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Today, my guest is Jessica Hische.

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Jessica is a  design legend, and it was such an honor to both have her on this podcast and also to work with  her on a refresh of my newsletter and podcast logo and brand, which is launching around the  same time as this episode comes out.

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Jessica is a lettering artist specializing in typographical  work for logos, film, books, and other commercial applications.

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Her clients include Wes Anderson,  the United States Postal Service, Apple, Nike, Tiffany and Company, The Gap, and Penguin  Books, and her work has been featured in design and illustration annals, both in the U. S. and internationally.

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She's helped create logos for Philz Coffee, Eventbrite, and Mailchimp,  is a best-selling children's book author, and if you live around the Bay Area, you've seen  her work all over the city without knowing it.

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In our conversation, Jessica shares the  process that she went through to update my logo and brand for my newsletter and podcast.

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What specific elements of a logo and brand impact how you feel about that brand, why a good enough  logo is just buying for a long time for most startups, and when it makes sense to refresh your  look, also some really clever productivity tips, design advice, and a bunch of really fun  stories.

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Jessica is a master at what she does and I am excited to spread the Jessica  Hische gospel.

1:57

If you enjoy this podcast, don't forget to subscribe and follow it in your  favorite podcasting app or YouTube.

2:02

It's the best way to avoid missing future episodes, and  it helps the podcast tremendously.

2:05

With that, I bring you Jessica Hische.

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Jessica, thank you  so much for being here. Welcome to the podcast. Happy to be here.

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I thought it'd be good to start with asking  you just to describe what it is you do, because you're very atypical of the  kinds of guests I have in this podcast and you also have very unique skillset. Yes.

2:32

Well, I will describe what I'm most  prominently known for, because I'm a person who just does a lot of things, but the thing that  I do the most professionally is custom typography, like bespoke lettering pieces.

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That  translates to working for all kinds of things.

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Sometimes it's for film and  television.

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I've done movie titles and things like that and television credits and  stuff.

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Sometimes it's book covers.

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Actually, a lot of times, it's book covers, and then  a big part of my business is doing logos, and logo refreshes, and things like that,  so basically being the person who knows all the things so you don't have to have that  person on staff when it comes to typography.

3:17

This episode is brought to you by the Enterprise  Ready Conference, a one-day event in San Francisco bringing together product and engineering leaders  shaping the future of enterprise SaaS.

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4:06

I am excited to chat with Christina Gilbert, the founder of OneSchema, one  of our longtime podcast sponsors. Hi, Christina. Yes.

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Thank you for having me on, Lenny.

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What is the latest with OneSchema?

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I know you now  work with some of my favorite companies like Ramp, Vanta Scale, and Watershed.

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I heard  that you just launched a new product to help product teams import CSVs from  especially tricky systems like ERPs. Yes.

4:39

We just launched OneSchema FileFeeds, which  allows you to build an integration with any system in 15 minutes as long as you can export a CSV to  an SFTP folder.

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We see our customers all the time getting stuck with hacks and workarounds, and  the product teams that we work with don't have to turn down prospects because their systems  are too hard to integrate with.

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I can tell you that if my team had  to build integrations like this, how nice would it be to be able to  take this off my roadmap and instead use something like OneSchema, and not just  to build it but also to maintain it forever. Absolutely, Lenny.

5:12

We've heard so many  horror stories of multiday outages from even just a handful of ad records.

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We have a built-in validation layer that stops  any bad data from entering your system, and OneSchema will notify your team  immediately of any data that looks incorrect.

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I know that importing incorrect data can  cause all kinds of pain for your customers and quickly lose their trust.

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Christina, thank  you for joining us.

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If you want to learn more, head on over to oneschema. co. That's oneschema. co.

5:41

Part of the reason I was excited to have you on this podcast is that I was lucky enough to get  to work with you on a refresh of my logo and brand for my newsletter and my podcast, which  I'm very, very excited about.

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It's actually going to be launching right around the time of  this episode going live, so this is, in part, a celebration of the new look, and logo, and  brand.

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I thought it'd be an awesome excuse to bring you on the podcast and give an inside  glimpse into the process of updating a logo and a brand.

6:13

Partly, because I think it'll just  be people are like, "What the hell? How did this change?

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Where did this come from? Why this versus  that?"

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and also just for people that are thinking about this for their own product or business,  to understand the process and understand when it might be right for them, when it might be not  right for them.

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Broadly, how does that sound? Sure. Yeah, of course.

6:31

Everybody that starts a  company knows that they need a logo. That is a big thing.

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Some people start a company and think the  logo is going to drive the culture of the company, which I don't think that that is true.

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I think  that the product itself, and the team you build, and the people you put together are the thing that  should be driving things forward, but I do think the logo and the brand assets can generate a lot  of both internal and external excitement and just tell people what to expect from the thing that  they're about to engage with.

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Some people say don't judge a book by its cover.

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I'm the opposite,  where any book...

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The cover of the book should be giving you incredible insight into what is on  the interior of the book and setting the tone and setting the vibe so that when you open the  book and read the book, it's a symbiotic thing where you're like, "Oh, I understand what I was  getting into.

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This got me excited about starting it," and whatever.

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It keeps that ball rolling.

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But with the refresh work that I do, a lot of people start companies and they have a certain  amount of money.

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If they're bootstrapping it, they have less.

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If they get venture money, they  have a little bit more.

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But what they don't want to do is spend venture money on a massive brand  exploration when you're still in the hiring process, you're still trying to get early stage  engineers, and all that kind of stuff, and so I am sort of a weird contrarian in this way in the  brand world where brand people are like, "Brand is everything.

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You need to take a significant  investment in brand because that guides the vision of the product or whatever."

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But I think  being a bit more of an insider within the tech world, I understand that sometimes people start  companies and have an intention to do something.

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While they're doing that, they're building the  team, they're doing cool stuff, but then the company has to pivot for one reason or another,  whether a competitor immediately comes out with a thing that you're doing or the technology  that you're doing gets postponed, whatever's going to feed into it, and so if you invest super  heavily on the whole brand vision from the jump, sometimes it's like throwing away money if you  have to pivot.

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What I love about the work that I do is that I understand that a lot of people  have to just have something to put on decks and have something to put on a holding page  or whatever, and internal teams are totally capable of doing that early work.

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But then if  it does become successful, you don't want to get locked into whatever it is that you had to throw  together before an investor meeting or something.

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I come in then to take the existing vibe and  smooth it out, address any of the concerns that came up.

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A lot of times, it's really utilitarian  stuff like this doesn't scale well, or this thing falls apart in this context, or we never had a  good avatar version of it, or whatever.

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Sometimes it's really specific utilitarian fixes, and  sometimes it's just about growing it up and sophisticated it without losing what was there  in the first place that people got excited about.

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To give people maybe a couple more tactical piece  of advice here, what's a sign that it's maybe time to do something with your logo and brand  from you took a first pass, it's good enough, your wife made one, your husband made you  a logo, it's like, "Well, this is great.

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Let's just go with this"?

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What's a sign that  maybe it's time to, "Okay, we should actually at least uplevel this, not necessarily hire  studio but takes something to make it better"?

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Well, one of the things is if, suddenly, you're  starting to deal with the greater rollout of the look and feel of the brand.

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If you, at first,  just basically had a really beta website and small version of the app but you're about to do  a new one that kind of updates and expands it, that could be a really good time to roll it  out.

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One of the things that a lot of people do when they're starting a company is that they'll  make a logo with a font that is really popular or widely available or free.

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If you are about to,  let's say, print a bunch of swag for new hires, or you're hosting a conference, or whatever  is that event where suddenly you're going to physically invest money in making stuff with your  brand on it, that might be a good time to do it.

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One of the reasons why I tell people why  having a custom logo or custom typography can really matter is that if you're using  something that's available to everyone, the chances of someone else coming in  and copying you are very easy and high.

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You might be one of these lucky companies that  just out the gate is outrageously successful, but with success comes people climbing up  behind you trying to copy your success.

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If that success is very easily copyable and  people will try to trick your customers into coming their way by repeating the things that  you're doing, including the branding, one way to avoid that is by doing something that's more  customized when it comes to the logo and brand.

11:47

Let's actually talk about the work that you  put into updating my logo and brand.

11:47

From that, we can spin off into lessons and insights  that you have along these lines.

11:52

Overall, just high level, what's the process you  go through to go through a logo refresh? Sure, of course.

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Super high level, it's figuring  out what the goals are.

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Some people have a goal where they want their customers to not notice it  at all.

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They're like, "Oh, everybody loves this, but I, the person with a design eye, can  see all the problems with it.

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I need to roll something out that fixes the problems that  I see but that no one else really notices."

12:19

If that's one approach to it, which is a very  close in refresh where we're just trying out little things to make it feel custom or fixing  things that have come up when stress-tested, whether it looks crazy when you scale it and looks  like horsey and heavy-handed when you scale it too big or when you scale it too small, you lose a  lot of legibility and stuff like that.

12:44

That's what would be a really close in exploration.

12:49

For other people, they might have bigger goals where they're about to pivot the company to try to  attract a different audience or things like that.

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They might have this really cool and successful  group of people that are super users but they're trying to expand it, so then it's about, "What can  we do to shift the vibe to make it include these new people without excluding our core folks?"

13:14

My  first round is figuring out what that scope is, how experimental, how broad are we going to go  for that first round, because then everything else cascades from there.

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If we go really broad  for the first round, then we're in this process of narrowing down the scope as we go down.

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Whereas if  we go really close in for the first round, we're already just talking about really technical stuff.

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This is another thing that is a little bit unique to me that not everybody else does,  but I will hand off files to clients to try in situ really early on if what we're  trying to do is solve utilitarian issues.

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Most other people are like, "No, you don't get  the files until we do the final because I don't want you to run away with this or whatever."

14:03

There has to be some trust with it.

14:03

Yeah, figure out what we're trying to accomplish and  always keep those goals in mind, and then scope out the process based on what those goals are.

14:14

For each round, we're addressing different things.

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First round might be about just capturing the  overall look and trying things as broad as we can, and then the next round is, "Okay.

14:27

Well,  now we have generally a look that we want, but is it the right weight?

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Is it the right  letter height?

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Do we have enough details?"

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That kind of thing, and then we get narrower  and nerdier as we go along in the process. Awesome.

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In the experience of my podcast logo,  I was an ass.

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At the end of it, I'm like, "No, this isn't right," because we narrowed,  narrowed, narrowed, and then I was like, "No, I'm not feeling it," and then we unnarrowed  it and went back.

14:57

[inaudible 00:15:02] That is not an uncommon experience though.

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This is  why there's a few things that I'm not opposed to that I know people that are very opposed to.

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I'm  not opposed to Frankensteining options together.

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To me, it's like I'm giving you a menu of all  the things that we can do, but I'm like a chef that puts a menu together where you can combine  different appetizers and different mains and they all still make sense.

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Some people will give you a  menu and if you try to do that, it's insane and it tastes terrible.

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But for me, everything that we're  doing, I feel like, mixes and matches fairly well, and I will let you know if it doesn't.

15:35

It's not unreasonable for clients to go down one path and then use that as validation  or confirmation that something that we did much earlier was actually the right way.

15:45

In that  way, if a client ever asks me to do something, they're like, "Let's see it in purple or  whatever."

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There's designers that will really fight you tooth and nail, because they're  like, "That is wrong, that is wrong," but I know that some people just have to see it before they  can let it go.

15:59

Sometimes you have to walk down a path before you're able to understand  what the right thing to do was all along.

16:10

That's exactly how it felt for me.

16:10

Going back  to the goals, the different goals people have when they're exploring this, you mentioned  there's just little problems with the logo, it doesn't scale, it doesn't print well,  that kind of thing.

16:19

Another goal is people are pivoting and they want to change  the vibe and the feel of the brand.

16:27

What other goals might appear that you've  come across why people want to do this?

16:31

Well, sometimes there's a legibility issue  that is really glaring once you see it and then people are too close in to notice it,  so this is why it's like you have to show it to a lot of people that aren't familiar with  looking at those letter forms and stuff.

16:40

The one that came to mind immediately when you asked  was when I did a refresh for Jeni's Ice Cream, which is a really amazing ice cream brand based  out of Columbus, Ohio.

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They had a few utilitarian things in mind.

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They had this long J that created  this pocket of white space underneath it that made it really hard to design with, but then  the biggest glaring one was that they decided to make the apostrophe of the Jeni's over the  I as a cool thing.

17:06

It made the word look like it said penis because of the way that J was drawn.

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It had a little loop at the top of the J.

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That was the most specific fix that I've ever had to do,  is make the logo not say penis anymore.

17:21

But yeah, I feel like a lot of it is misreads.

17:27

When  you think about logos and things like that, you want it to be something that, at a super  fast glance, people can read it right away.

17:39

That doesn't mean that everything has to be  simple, but it just means that everything has to be incredibly legible, especially when  you're starting a new company or you have a less recognizable brand.

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Because eventually, you  become a household name and then people can look at just the color and recognize that it's you or  whatever, but it takes a long time building equity before you get that.

17:59

Until that, it's really  important that the legibility is just super tight.

18:04

Let's talk about actually thinking  through my new logo and brand.

18:04

Can you just talk about what you had  in mind as you started to explore directions and we started narrowing what was  the mindset, and the approach, and the vibe?

18:18

I think with the Lenny's brand, you are what  I would call a person that has a beloved fan base that we don't want to exclude or offend by  shifting gears super crazily.

18:25

When I was looking at redoing your brand, it was about what's here  that we can look at that we should keep or at least explore keeping in order to make sure that  it still feels the same on the other side?

18:41

We didn't want to do anything super drastic.

18:47

didn't want to do anything super drastic. Some  of the things to think about in that way are you have this sort of handwritten approach to a  lot of the parts of your brand, and I was like, "How do we do something that feels handwritten,  that feels like it could jive with the handwriting

19:02

scripts and stuff that you were using but might  feel a little bit more refined moving forward and in a way that could blend with illustration so  that the illustration and the letter forms all feel like they were created by the same hand?" A lot of times for me, when it comes to doing

19:13

A lot of times for me, when it comes to doing an exploration like that, it's about how do we  make sure everything feels like it was created at the same time and not that we just tacked on  new things?

19:25

Figuring out how to blend everything together is important.

19:31

Color was also a big  one.

19:31

I feel like people's color stories are something that is an immediate read, where  if you blur your eyes and look at a brand, you can recognize it by its color, and so I  think keeping your color similar was a big one too.

19:47

But then I really wanted to try different  approaches with the typography, doing stuff that was a little bit more clean, doing stuff that  still had a bit of a funky edge to it.

19:54

Because your original Lenny's podcast type had this sort  of cut papery, a little bit off kilter vibe to it, and so trying to capture that but with new  cleaner typography. That was really fun.

20:13

I was using a typeface Degular as part of it,  which has a nice wonkiness to it.

20:13

It was drawn by a friend of mine, James Edmondson, who I  love all of his stuff.

20:20

That was one of the things that we approached because I felt like  it could capture the look of the original cut paperesque type.

20:31

But yeah, it was really fun to  try a lot of different things and work within the iconography that you had used on a few stuff  with the microphones, and also marshmallows, and campfires, and all kinds of things, and  just trying to make a more unified system.

20:47

Are there things that didn't work as you  tried to explore this process that you recall, that might be worth sharing of just like, "Oh, that was a cool concept," but didn't  quite work the way you thought?

20:57

With working on this refresh, so much of it was  thinking about what are the immediate uses of the logo.

21:04

Your logo, you have these very specific  uses that you need it for, the avatar for the podcast being a top one.

21:13

Some people, they'll  design a logo and then have these illustrative versions of the logo that get rolled out for  other things, but I feel like those layouts were actually more important than even just  having a basic letterhead-esque logo.

21:23

That's an interesting way to approach it, because usually,  it's like let's start simple, and expand, and make it crazier.

21:35

I felt like we had to always keep  those things in play, so it was designing brand assets while also designing the logo.

21:41

Sometimes  you'll see examples of that in early explorations just because it makes it feel real to the client.

21:50

That's why there's always the tote bag.

21:50

You got to put the logo on the tote bag and then it feels  real or whatever.

21:56

But in our case, we had really specific uses that needed to get explored very  early on, and that made it a slightly different process for me.

22:06

In terms of things that didn't  work though, I think just trying to work on the level of detail within the illustration and type  so that it could shrink down, because we knew...

22:18

One of the primo examples of the logo being  used was on that podcast avatar, and some of the versions felt a little bit too detailed to shrink  down that much.

22:25

Trying to get the balance of that, having the illustrations feel illustrative and  whole, but not when they scaled up, to feel too simple like we just pulled it from a icon library.

22:37

I think that was an interesting challenge.

22:46

One of the impetuses for changing my logo,  for motivating me, is my wife's a designer, as you know.

22:51

She's got strong opinions about  my logo, and she always was making fun of my logo saying it looked like a clip art  fireplace that anyone just could just plug and play.

23:01

She's always like, "Oh, that's  so bad. You got to change it."

23:01

That was one of the motivators.

23:04

I think I might have  shared that when we started working together. Yeah.

23:08

Also too, I think that really talks to  what I was saying earlier about making sure that everything feels like it was created together  rather than it feeling like these disparate elements, because I think you can have an icon  or logo that is quite simple as long as the rest of the brand matches that simplicity.

23:24

I think, for  you, the biggest thing was making the illustration and the typography just feel like it came from  the same universe instead of feeling like these separate elements.

23:35

When I first moved to San  Francisco, I moved to San Francisco from New York, and as a New Yorker, I had an apartment with  a full kitchen that never got used.

23:40

I just ate at restaurants and did takeout for the seven  years or whatever that I lived in New York.

23:51

Learning to cook, at first, when you learn how  to cook, it's like you're making a pot full of ingredients and none of the ingredients are  actually working together.

23:56

But then the more you do it and the more you understand how these  things are meant to blend and cook at different temperatures at different times, you start having  this cohesive dish rather than hot ham water. You know what I mean?

24:14

I feel like a lot of clients  come to me and they have hot ham water when it comes to their brand.

24:19

It's just about turning  that into a soup, something that feels real.

24:25

I want to take a quick tangent.

24:25

Most people  listening to this podcast are not designers.

24:30

They're product managers, founders, engineers,  and folks building product.

24:30

I've always wanted to see the world through the eyes of a designer,  because there's so much I don't see and there's so much that affects how I think about something that  I don't understand when I look at a logo, and so I thought it might be helpful just to spend a little  time helping people see a designer a little bit.

24:54

Let me just ask you this question.

24:54

When people  look at a logo or a brand, what are just elements that make it what it is, that make you feel the  thing you want to feel that we may not recognize?

25:06

I think most people are better at understanding  the feelings and sensations that typography and logos give us than they give themselves credit  for, because what we are as people are endless absorbers of patterns, and information, and  all this kind of stuff as we move throughout the world.

25:27

We don't take time to sit and digest  it, but it's still coming in and getting logged.

25:34

That's why if you see something funky in the  world, you're like, "That's weird. I don't like that.

25:40

I don't know why I don't like it, but I know  I don't like it."

25:40

I think even as a non-designer, you can see that in typography.

25:45

The whole  being able to recognize patterns thing, I talked about this a bit at config, it's like  it's a safety thing.

25:52

Looking into the world, your eyes can spot that thing that's a little bit off,  and that thing that's off feels not safe to you.

26:07

It's thinking about when we look at a meal and  there's a thing on the plate that looks like it's moldy or something like that.

26:13

You understand  that doesn't look right to me, this doesn't smell right to me.

26:18

Your body knows it before  your brain knows it.

26:18

Even as a non-designer, I think you can look at examples of logos  where something's not quite right and be like, "Something's not right here, I just don't know  how to name it."

26:29

But I think a good exercise is just looking at fonts that are available in  the world and asking yourself, "What feeling does this give me?"

26:40

and just write them down.

26:40

It  doesn't matter, just give yourself permission to say whatever is happening in your mind, the first  thing. Don't overanalyze it.

26:46

Just look at it and be like, "That feels calm to me.

26:51

That feels  exciting to me.

26:51

That feels whatever to me."

27:00

The more you do that, the more you  can start seeing similarities in the ones that feel exciting, and the ones that  feel calm, and the ones that feel whatever, and then get into analyze mode of, "Oh, these 10  things that I said feel calm are a lighter weight, have more generous spacing, have rounded edges,  have rounder bowls to the letter forms."

27:18

You just start seeing commonalities between the  things.

27:26

It's just about seeing them all together to understand what those similarities  are.

27:32

I think anybody can do that.

27:32

I mean, you're not going to have the language of the  leg of the R and the tittle of the I. Don't worry about that.

27:43

You don't have to know  typography language to think about it, but anybody's capable of doing that.

27:50

It can be really  fun to just stop and ask yourself and notice. This is great.

27:58

I want to go actually a little  deeper.

27:58

What I'm hearing is look at something, tap into the feeling you feel when you look  at it, actually pay attention to it because there's wisdom in that.

28:07

The specific things that  you pointed out that impact that feeling are, you mentioned, spacing between the letters,  the edges.

28:13

I imagine there's just the color of it.

28:19

What other specific elements impact the  way someone feels when they look at a logo?

28:26

There's the width of the letter, so if it's really  narrow versus really wide.

28:26

I always think about the width, the weight, [inaudible 00:28:35]  facing, sort of detailed treatment of things, whether things are very hard and jagged or  soft and how soft it is.

28:39

Sometimes we just add a tiny bit of softness so that it just feels  printed.

28:45

You can take a typeface like Helvetica, just the one everybody knows.

28:54

But if you take  Helvetica and just ever so slightly round the edges just a little bit, all of a sudden, you  have this typeface that feels more vintage, or softer, or whatever, because we're  perceiving it, we would perceive it if it were printed on paper versus perceiving  it as this hard geometric piece of technology that we're viewing. You know what I mean?

29:18

I know that it's because when you look at stuff printed on a page, it bleeds into the paper a  little bit, which means that that softness reminds us in our bodies of a thing that we've seen that  was printed.

29:28

It's cool to sort of walk back your feelings also.

29:35

You'll look at something and go,  "That feels like this," and then ask yourself why does it feel like that.

29:40

It might be because you  saw it on a flyer for a band when you were 22, and it brought out that feeling in you of  what it felt like to be 22 at that thing.

29:53

That's a very specific feeling to you, but  it can inform your decisions about design, because you can be like, "Oh, I'm not that  much of a special snowflake."

29:59

Other people might have that same reaction but have different  experiences that are adjacent to that reaction.

30:08

It's cool because you are reverse-justifying  decisions.

30:08

I think that's a really fun exercise to do, is to Song Exploder your intuition.

30:15

You make a decision intuitively or look at something and intuit what you feel from  it, and then really try to dive in, "Why do I feel that way?

30:31

What could this have  reminded me of that made me feel that way?"

30:37

You have to be just so forgiving and loose with  yourself as you do it because then you'll get into some really weird stuff, and that's really  great inspiration juice for picking other things.

30:50

I love the exercise that you gave.

30:50

The one you  gave earlier is look at a bunch of fonts, look at your font folder.

30:55

Is that a place to go, just  open up your font folder and just go through them? Totally.

30:58

Look at your font folder, or go to  MyFonts, or a place where there's a ton of fonts, and just search for something.

31:04

Search for  sans serif or whatever.

31:04

Search for a really basic category of fonts.

31:09

Serif, sans serif,  script, whatever, the top level edge of stuff, and then just page through, page through, page  through.

31:18

Screenshot stuff that you like and make a folder full of screenshots, and then you can  take those screenshots and start categorizing them.

31:28

"Oh, this one feels feminine.

31:28

This one  feels masculine, this one feels aggressive.

31:31

This one feels whatever."

31:31

Just take some  notes on it.

31:31

Then, you ask yourself, "Well, why did I feel that way?"

31:36

You're like, "Oh, well,  this feels feminine because it reminds me of wedding invitations," and wedding invitations feel  inherently bridey versus groomy.

31:40

All of a sudden, you're like, "Okay.

31:48

Well, now I know that  if I'm going to use a script for something, this zone of script feels very wedding, so maybe  I avoid that for this brand that's actually a cutting edge food packaging company or whatever  because it feels too aligned with that industry."

32:10

Stereotypes are real and trends are real,  and what can sometimes happen is some industry usurps an entire style for a period  of time.

32:16

If you use anything within that style, it's like you're aligning yourself to that  industry.

32:23

I mean, everybody that does branding, one of the things that they do is they analyze  the competitors of the company.

32:29

You just look at a landscape of what are all the competitors doing,  what is their visual vibe, and do I lean into that or do I avoid that?

32:40

If I lean into it, then I'm  immediately getting this...

32:40

Everyone that looks at it understands I'm a FinTech company because I  look like a FinTech company.

32:47

If my whole thing is I'm trying to be divergent from that, I'm trying  to show how different I am from the status quo, then you use it as a reactionary thing of I  want to do nothing like that and do something really different so people understand  this isn't just another FinTech company. Yeah. I'm thinking green.

33:08

The color green has to be a part of the logo if you  want to be a FinTech company. Yeah, exactly.

33:13

If you're trying to  be weird, then you're like teal.

33:19

On this topic of seeing a designer, is there  any other tip, just before we move on to a different topic, of just how someone could  learn to see a designer a little bit more? Yeah.

33:30

Another thing to notice, because  I'm assuming you're...

33:30

Product people, I feel like a lot of product people end up  having some engineering background, whether or not they're engineers themselves.

33:40

They have to  interface with the engineers and they build stuff, and so they come at it from a data standpoint.

33:44

I can always tell when there's an engineer that has suddenly got taken an interest in  type design and is now a type designer, because everything is very, very regular.

33:55

You can  draw a grid on top of everything and the lines all line up perfectly.

34:02

You see lots of reverse  justification of that when people are making logos and they have a more engineering background.

34:08

The  thing to notice, that is interesting within type, is that, yes, you're absolutely following  rules, but you're breaking those rules quite often to correct for optical tricks.

34:19

If you look at a geometric sans serif, for instance, that's like a category of sans serifs,  and they're meant to have a lot of really strong geometry, be very regular, like most of the sans  that you think of that you're like, "I'm in love with this over the last 10 years," like geometric  sanses.

34:37

But when you really start to examine them, you notice that there's all these little  things that people are doing to make them look perfectly geometric even though they are  not mathematically perfectly geometric.

34:47

That's another thing that you can do, whether you're  doing it in Figma or doing it somewhere else, is just type out a couple of lowercase letters.

34:57

Lowercase specifically are really good for analyzing this because they're smaller than the  uppercase letters.

35:04

You usually have to accommodate for the weight a little bit differently.

35:09

You'll  notice that when strokes combine, so say I have an A and I'm combining the lower bowl of the A, I'm  going to get a little thinner as I come into that.

35:23

Or say I have a two-storey A, so a two-storey  A is the one that's like this and then a bowl, you might notice that this vertical of the A  there, the bowl actually eats into that stroke a little bit to erase a little bit of that added  weight that would've been perceived optically had you kept everything perfectly regular.

35:46

It's  weird because you end up creating something that's perfect and then have to make it not  perfect in order to make it be perceived as perfect.

35:57

That's another just fun thing to start  noticing.

35:57

You notice it a lot more on typefaces and typography that is heavier in weight, because  when things are heavier weight, you're constantly managing these really inky moments where things  join together and you have to subtract a bunch of weight from that so that it doesn't get perceived  as this dark mark where the letter is happening.

36:22

I think about lowercase Rs and lowercase Ns,  where the shoulder of the N or the R comes out, sometimes the top of the R is actually  narrower at the top than it is on the bottom, and that's to try to subtract some of that  weight in there where that join happens.

36:36

Anyway, that's just a fun thing to notice that you  have to do that.

36:41

Once you start seeing it, you start seeing where it happens more often,  and the answer of why it happens is because correcting for this optical weight issue. You're  like, "Oh, man. Now I have x-ray vision.

36:53

I can see all these weird things I've never seen before." It's very fun.

37:01

But anyway, a lot of people, when they first start out doing typography, whether  you're an engineer or whether you are a designer, they don't account for that.

37:09

I can always just  look at something and see whether someone is truly an expert at typography or whether this is a fun  hobby for them when they're pretty fresh at it.

37:21

The exercise here is open up Figma, start typing, and make it really big so you can  basically see the font really zoomed in. A single letter. A single letter.

37:28

Make a single letter the whole page  and then just draw some vertical lines, or do the thing where you draw a little circle  or whatever and see if that circle is the same size at the point where two strokes  join together or the point where the stroke is just vertical and on its own.

37:44

You'll notice that there's differences even in typography that's meant to  look extremely rigid and geometric.

37:53

I want to come back to my logo just to  close the loop there.

37:53

Talk about just the final result that we landed on, and  why you think that was the final answer, and what you think people might get  from it, whatever comes to mind. Yeah, totally.

38:07

I think the final answer or the  final logo, we took it down a lot of different paths trying to see where it was going to land,  but ultimately ended up keeping it pretty close to home and really focusing on that asset of the  fire.

38:19

We tried so many different versions of it's microphones with the fire and marshmallows with  the fire, et cetera.

38:26

It was just about sometimes the simplest solution is the correct solution.

38:33

I  don't know, I just feel like in terms of what we were doing for blowing it out and making it  really cohesive, we went a lot of directions where there might've been multiple versions of  the logo depending on the scale and ultimately ended up in a place where it's much more  in line and consistent across the bar. Yeah.

38:55

Maybe what I'll do is we'll share, I  don't know if you're comfortable with that, we could just share all the iterations  somewhere that we went through. Oh, yeah.

39:01

I love sharing  iterations. It's very fun. Yeah. Okay, cool. Sweet.

39:03

The biggest issue we  had with the podcast logo specifically is, originally, I was thinking the mic  made sense to differentiate it from the newsletter.

39:11

At the end of it, it's just  like, "Why do we have this freaking mic in there? It just feels strange."

39:14

That's where  we revisited the whole idea and killed the mic and went back to a different version  of the fireplace but with marshmallows.

39:24

Yeah, I love the marshmallows. Awesome. I love it. That was my wife's...

39:26

My wife loves the marshmallows also, and it's so versatile.

39:30

We can  use it in so many different ways. Indeed.

39:34

I guess maybe one last thread there is we  explored handwritten typography that you created from scratch, and then there's  the block letters.

39:39

Maybe just thoughts on those two options and benefits and  why go one direction versus another?

39:51

The handwritten one, I really liked because  I felt like we could bring the line quality of the illustration into the handwriting, but  then the only problem with the handwriting is that if you want to blow that out, if you want to  include other handwriting throughout the rest of the brand, finding something that matches that  perfectly without creating a custom typeface is a whole thing.

40:08

I really like being able to  combine the two, where we have this broader visual vocabulary that we can pull from,  because you're going to have headlines, you're going to have subheads, you're going to  have all these other uses for typography moving forward.

40:22

If you just have one thing to pull from,  it's a lot harder to work with.

40:22

It's just nicer when you have a few elements to play with.

40:28

It's  like having a wardrobe.

40:28

If you have only one shirt and one pair of pants, there's only so many  things that you can do.

40:35

But if you have all these things that work together and can recombine, then  you can blow out a brand system much more easily. Yeah.

40:44

That's one of my favorite  things about working with you, is you create all these different variations  of ways to use it.

40:46

It doesn't always have to be the handwritten one.

40:49

It could be the  blocky outlining one.

40:49

It's not like, "This is it, don't change anything about  this.

40:54

This is the only way to use it."

40:57

Well, part of that is because some brands, if you  have a massive company, like hundreds of employees generating hundreds of things, sometimes having  too many assets can overcomplicate stuff.

41:05

Because unless you have a really, really well-written  brand book outlining how to do everything that people are adhering to very closely, you can  get the assets running rampant throughout all of the stuff and being used incorrectly.

41:23

But because you're not a massive company and you have creative control over the things  that are happening and can help direct that, we can be much more playful with the assets and  give you the ability to use things in different ways.

41:37

It depends on how much you trust all  the people that are handling your assets.

41:43

I am of the mind that you shouldn't need a  500-page brand book in order to direct how the brand is used moving forward, and that if  you do, the brand might be quite complicated, or there might be even just parts of the logo  that make it difficult to work with.

41:58

My goal always when designing a logo is to design a logo  that's so easy to use that you don't have to be an extremely skilled designer to design well with  it.

42:10

That's my number one goal, because I know not everybody is going to be at a stage where they  have an internal brand team or a designer that's a rock star designer that can work with really  complicated assets and make them look good.

42:28

I just want the assets to teach you  themselves, by just how they exist, how to use it.

42:32

You, as a person that has any  taste whatsoever, and hopefully people that you're hiring for any job at your company have  some degree of taste.

42:38

If you hire an engineer, they have to have taste about how that  happens.

42:45

If you hire a marketing person, they have to have taste about how that happens.

42:48

They should be able to look at that and intuit most of the way that you should be able to use it  without being explicitly told, "Do not do this."

43:01

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43:01

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44:02

This is a good circle back to something you touched on earlier that I wanted to come back  to, which is a lot of companies, in your opinion, put too much weight on the power of brand,  and rebranding, and how much a brand can fix their problems.

44:21

Can you just again share your  perspective on just how this might be an issue for people where they almost overemphasize  the power of brand?

44:27

[inaudible 00:44:32] Yeah.

44:31

Well, there's different companies.

44:31

There's  companies where brand is literally everything, where they're doing something that's not crazy  innovative in the first place and the brand is the thing that is the whole company, and that's  fine.

44:42

That's a completely valid way to do stuff.

44:48

It's like people that can take in information  and recommunicate it in a way to another audience or whatever that they hit that audience in a  way that the original information couldn't do.

45:02

Think about all of the people who write books on  psychology, and medicine, and all kinds of stuff that write it for a broader popular audience.

45:08

They're the ones reading the medical papers, they're the ones digesting all of this really  huge complicated data, and turning it into something that normal people can read.

45:19

I think  that there are companies that are doing that.

45:23

They're taking a thing that is not innovative or  isn't like they're not the only ones doing it, but they're repackaging it in a way that takes  that and makes it so accessible to so many people.

45:34

In that case, brand can matter immensely,  where the brand really is the thing that shows people that the thing that you're  doing has value.

45:41

But for a lot of people, the brand should be somewhat invisible so  that the thing itself becomes the star.

45:45

If we think about the experiences  that we have using products, sometimes there's products where there's a ton  of fun and delight built into how you use it, and that can happen through brand through design  choices and things like that.

46:04

Sometimes the delight is the fact that nothing is getting in  your way as you're using that product.

46:09

You just figure out what's your ethos of your company.

46:15

Is  the whole thing about doing a thing well, doing it simply, and making sure that everything gets  out of the way of that experience, or is it like we're trying to generate this delightful thing  or we're trying to open it up to a new audience or whatever?

46:35

Depending on whatever that goal is,  brand can have a different place in that equation.

46:42

I think some of this unique perspective  on the power brand and the need for it in tech companies comes from you're not like  a tech person.

46:47

You work with tech people, you work with tech companies.

46:53

Do you feel like  that has an impact on the way you think and the value that you bring to companies to  give them this very outside perspective?

47:01

I mean, most of the folks that I know that work in  brand or traditional graphic design, print design, they don't necessarily have a lot of insight into  how building companies works.

47:09

They're not friends with a ton of startup founders and things like  that.

47:17

I've just had been in this very fun position being like everyone's token creative person in The  Bay for a while, and this been for a long time.

47:23

I remember speaking at a Silicon Valley event that  was women in Silicon Valley in 2009 or 2010, something like that.

47:39

It's interesting to be  a person that has never actually, themselves, worked at a tech company but felt so involved  and understanding about how all of that works.

47:52

My partner, the reason why we're in The Bay is  because he got hired by Facebook back in 2011.

47:57

We were olds at the time.

47:57

Take that  with a grain of salt, don't judge me.

48:01

Because we were 28, 29 coming over to work  at Facebook and everybody there was 23, 24, and so all the people that we ended up meeting  in The Bay were more people our age that were moving on to start companies and things like  that.

48:14

We just got to see that perspective so clearly of what it is to branch out on your  own, to fundraise, to do all this stuff, to pivot, to do little experimental apps and see  where that goes to get acquired as a team versus getting acquired as a technology or whatever.

48:32

I've been able to see that in a way that I feel like a lot of people that do my job don't get to  see.

48:39

That makes me very sympathetic and towards what it is to want to build a brand as a founder.

48:47

I understand that you have limited resources and those resources aren't necessarily going to get  devoted to doing a $200,000 brand exploration, because when you have $500,000 of money at all for  a year to try to get things going, you certainly should not spend half of that money on branding.

49:09

That's my opinion, but that's not to say that brand can't be important and can't come in at  some level or can't be thought of as a partnership between you and someone else where...

49:22

There's  this whole idea of fractional leadership now, which I feel like hasn't really infiltrated my  world as much, but I don't know why it hasn't, because most people don't have internal comms  teams, internal brand teams, until the company is very mature.

49:39

The idea that you could bring  someone in who is a real expert in whatever it's that they do, just as you need them, and  they just get consultant equity kind of thing, that should be more present because people don't  necessarily need to have internal brand teams for the first six months to a year of when they're  doing stuff unless they grow really significantly.

50:05

Along these lines, you have a pretty unique way  of pricing your work.

50:05

For people that may want to explore this with you, share whatever you can  about just how you think about pricing and ideally even an order magnitude of pricing so they're  like, "Oh, okay.

50:14

We should actually do this."

50:20

To go back to the process how it's always about  figuring out what people are trying to accomplish, so a lot of my process scales depending on how  broad of an exploration that we're doing.

50:25

The way that I treat it is I treat my branding work not  dissimilarly to how I treat commercial lettering, which is atypical.

50:36

Brand people, what they  typically do is because the client has to own the assets outright at the end no matter what,  they tend to do is bill everything that the client owns everything as you are moving along.

50:49

It's  all sort of work for hire, but the idea being that it's a buyout of everything that is being  made.

50:55

What that means is that when a branding agency is pricing stuff for you, they're  taking the buyout rights and baking it into every round of work so that every round gets more  expensive because you are owning all of the work.

51:14

What I do is I treat it much more like a  commercial lettering project where I say, "You have to own the rights to this eventually,  but hey, let's break that out and let's keep the creative process lighter and less expensive so  then we have more room to explore.

51:22

So then if some stakeholder comes in last minute and blows  everything else up and we need to start over, you haven't already paid to own everything that  we've created, you just pay to own the thing that we create in the end that gets chosen."

51:39

I really like the idea of keeping the creation process more flexible and to try to scale to  what people need versus having a really rigid way of approaching everything.

51:52

Sometimes people  will bring me on really early in the process, where if they have an internal team or if they're  working with an external agency or something, they want me there from the get out.

52:02

Some people are like, "We have no money and we are going to try to do this as much as we  can inside of our business, but then can we hire you at the end to make it look good?

52:11

If we can  get everybody bought in and get it 80% of the way there."

52:16

Depending on what people's budgets are, I  have different ways of working, or just depending on what their needs are.

52:22

Because my whole thing  too is I don't want to step on anybody's toes, because sometimes companies have these really  amazing designers that are working in-house, and it sucks as a designer who started at a company  and thinks that you might be able to get a chance to work on what is considered the most important  asset in terms of the brand and they just farm it out to someone else instead of letting you touch  it.

52:43

To me, that's a recipe for anything that I create to be immediately killed, because someone  inside is going to be like, "It's time to shine," and then they're just going to kill all my work.

52:54

I'm always like, "How do we collaborate?

52:54

How do I make it so that I'm an asset to you?

53:00

Not that I'm  trying to step on your toes, not that I'm trying to take over what's the cool juicy work from  the people who inside that are really excited to do it."

53:10

I just want them to feel as bought in  as I can be.

53:10

But yeah, it becomes interesting.

53:16

I feel like I get told by branding people that  I'm too inexpensive because they're like, "Oh, for what you do, it should be 60 or $70,000 at a  minimum to do all this kind of stuff."

53:21

I'm like, I feel like the majority of the projects  that I do end up being between 25 and 35, but depending on how you bring me in, it can be  less if it's just as a consultant.

53:31

It's not out of the realm of possibilities to hire a proper  crazy expert at stuff.

53:39

It's not like you're thinking about sinking half a million dollars into  the brand.

53:45

That's a very different experience. Awesome.

53:50

Thank you for sharing that.

53:50

Before we  get into other stuff that you do, because like you said at the top, there are many other things  you do outside of this specific time of work, is there anything else you think might be helpful  or important for people to know about working with you on a logo refresh or just thinking about  logos and this whole space we talked about?

54:11

The best thing is just seeing what's there and  really being able to understand what's not working about it and what your goals are.

54:17

Like I said with  that reverse justification of intuition, I think if you know that the logo is not quite where you  want it to be, just spend a couple days asking yourself why.

54:33

"What is the thing about this that  bothers me?" Don't get specific.

54:33

Don't be like, "The way the R is," or whatever.

54:38

Maybe that's the  thing that we talk about down the line, but always think big picture before you think minutiae,  because sometimes people think that...

54:43

They'll throw a bunch of minutiae stuff at me, but it's  because they haven't really stopped to think about what is the overall thing that's bothering them.

54:55

You just never get there if you're always trying to address detail before you address the big  picture stuff.

55:00

You have to just always start super top level, and really ask yourself very  broad questions about why you think it's not working, and then go tighter, and tighter, and  tighter, and be like...

55:12

It really could be like, "This C has always bothered me," and then we can  get real specific about that when I'm doing the refresh.

55:24

But I think I also need to understand  the overall reason why we're doing this, not just the little bugaboo that bothers you  specifically but might not bother anybody else. Yeah.

55:35

When I was thinking about this,  it feels like my whole feeling was this could be better.

55:40

That's all it was  for me initially, is just like I feel like it could be a lot better.

55:43

I  imagine that's enough for some people, just like, "I think this could be better,"  and then here's things [inaudible 00:55:50]. Yeah.

55:49

That's definitely enough for some people,  because I think sometimes...

55:49

I think you, specifically, had a very clear vibe going on  with all of your brand stuff.

55:55

Some people, it's totally like a mishmash grab bag of random  trends and there's no real voice that's coming through.

56:09

But I feel like you've been doing this  for a while, and when you see everything together, there's definitely a very clear vision  and vibe that you get from everything.

56:21

I always tell people that having terrible  vision can be your best asset when it comes to logo and brand, because it allows you...

56:27

Just take your glasses off if you have terrible vision, and look at it, and get the feeling when  you can't see the detail.

56:33

You have to be looking at it with blurred eyes.

56:39

What is the overall  look of this thing?

56:39

Just trying to get as broad and noodly as you can with it instead of it  being about those really specific one by one stuff.

56:52

I think when you blur your eyes on your  brand, there was a really clear cohesiveness to it already.

56:58

It was just about massaging it into  a more consistent professional-looking place.

57:07

Well, I can't look at the old logo anymore now  that I've gotten this thing coming together, so I'm really excited for this to come out.

57:11

Just a couple closing questions.

57:11

One is you have a lot of other stuff going on that is not  just typography and logo refreshes.

57:19

You have children's books, you do lettering for  classics, you have a store in Oakland.

57:28

Talk about all these other things you got  going on in case it might interest people. Sure. Yeah, of course.

57:32

I'm based here  in The Bay, as we've talked about, and I have a studio in Downtown Oakland.

57:36

My  studio is like Barbie's creative Dream house, where the top floor is my office, that's where I'm  right now, and then the bottom floor on one side is a workshop.

57:47

I do a lot of printmaking.

57:47

I went  to college at a school that was very focused on interdisciplinary work, and I feel like I bring  a lot of manual analog processes into my work a lot.

57:59

I find it really important to make physical  things as a part of my creative process, so I do a lot of printmaking.

58:05

On the other side downstairs  is a brick and mortar store.

58:05

I've always wanted to have a brick and mortar store because, as an  artist, I think having people have a physical connection to your work can be really important.

58:17

I think one of the reasons why people hire me to do things for them is because one of the gifts  of working with someone that is a real nerd professional about whatever it is that they do  is that they bring you along the journey and give you the language to talk about the thing through  their eyes and through their experience.

58:36

To me, the funnest thing for me is actually telling  clients and teaching them about all the things that we are doing along the way so then they go  out into the world as a newly-minted type nerd and can communicate all of these things to other  people.

58:55

That connection is just really important.

59:00

The connection to the work, the story behind it,  I feel like that's one of the ways that we create lasting work, is understanding that the work  exists because there's a story behind it.

59:06

Things, if they're just created because of the aesthetics  or they're just created quickly or whatever, it's really easy to discard them  because there's not a story behind it.

59:22

But if you think about all the objects in your  life that have followed you throughout your life, what's a thing that you've had since you were in  fifth grade or whatever that is still magically in your possession in your house?

59:30

You have that  because the story of that thing is so important to you.

59:35

I think that the work that we create,  the design that we create, can have that.

59:35

It can be imbued with so much story and meaning,  that when we think about moving on from it, we're like, "Ugh, but this."

59:47

I think that's  one of the ways to build a lasting brand, is to just make sure that the story of  creating it feels so real, and visceral, and important.

59:58

The store is a way for people to  have a physical connection to other work that I create, like the prints and things like that.

1:00:05

With the kids' book stuff, that's also about creating lasting stuff.

1:00:10

I like creating physical  things in the world.

1:00:10

I like repackaging things that I've learned in therapy in a way that  kids will appreciate and enjoy.

1:00:16

I'm just always thinking about what's a way that I can say a thing  that has been said before but hasn't been said in this way.

1:00:27

If I can turn that into a physical  object that people can have and appreciate, all the better. But yeah, I don't know.

1:00:32

While,  professionally, what I do is considered very niche, I feel like all the things that I do are  quite diverse, because they tickle different parts of my brain.

1:00:46

I have to use my hands in different  ways and my mind in different ways.

1:00:46

It's how I've been able to generally avoid feeling burnt out as  a creative, is just being able to move on between different kinds of work and just feel excited  about different things at different times.

1:01:05

For folks that want to maybe check out the store, how do they find it?

1:01:07

It's called  Jessica and Friends, is that right? Yes.

1:01:10

It's called Jessica Hische and Friends.

1:01:11

Jessica Hische and Friends.

1:01:13

You can just Google JH&F. Google Maps, yeah.

1:01:16

[inaudible 01:01:17] Yeah.

1:01:17

I put JH&F on as a part of the Google  Maps name so I don't have to spell my name to strangers, because I have a weird German  spelling last name.

1:01:22

I also have a second store called Drawling, which is drawing with an L thrown  in there.

1:01:27

That one is an all-ages art supply store that's sort of a kids' art supply store.

1:01:33

That one  grew out of JH&F as well. Those two stores exist.

1:01:42

With my books, if you just look up my last name on  any of your favorite booksellers, you'll find me. Last question.

1:01:49

I'm just going to throw this out  there in case something interesting comes up.

1:01:49

We have a segment on this podcast called AI Corner,  where I like to see how people have found ways to use AI in their work, in their life to be more  productive, do cool things.

1:01:58

Is there some way that you've found a way to use AI in the work that  you do that makes you do more interesting stuff? A little bit.

1:02:09

I am in this really interesting  position in terms of AI where my partner works at Meta on GenAI stuff.

1:02:16

He's a director on the  GenAI team at Meta and is very bought into AI as a whole thing.

1:02:25

I am a little [inaudible  01:02:28] about its impact on a lot of the things that we do.

1:02:30

I think, overall, it  will become a tool and be very useful, especially in a lot of different fields.

1:02:34

But I  think this timeframe in which it's more novelty is going to have not the best impact on things  like illustration, but eventually, we'll all come out of it and it'll be fine.

1:02:47

In terms of how I've  been able to integrate it into my process, I did some work for Salesforce last year where the theme  for Dreamforce was going to be very AI-driven.

1:02:53

I felt like I needed to explore AI as a part of  the generative process for creating that art.

1:03:08

I did have fun creating custom lettering and  then trying to run it through stable diffusion to get stable diffusion to generate instances  of my lettering in different styles.

1:03:15

We were making these clouds.

1:03:20

We ultimately didn't end up  using it, but it was still really neat to see.

1:03:26

I could see the validity of that in the creative  iterative process.

1:03:26

I think the biggest thing for me is that I find that the sloggy, slow dregs of  work is very fulfilling to me, that a lot of the evangelists of AI are like, "Oh, imagine if you  could spend all of your time high level thinking, and coming up with the concepts, and guiding the  vision, and whatever, and then just get AI to do everything else that you don't care about."

1:03:54

For  me, that just sounds like not the most holistic approach to how I work, because the reason why  I do all the things that I do and why my process is the way that it is because while I love  thinking and I love coming up with conceptual stuff, I find it to be very cerebrally taxing.

1:04:12

I need a break from that by doing the more low-key production end of stuff.

1:04:22

That's my favorite part  of the process, is we know what we're doing, and now it's just about going in.

1:04:29

When it comes  to judging logos, for instance, the days that I spend knowing exactly what I'm going to do  and all it is me just moving little Bezier handles around and getting it feeling right and  whatever, those are pure therapeutic zen for me.

1:04:49

I think I will always have that as a part of my  work and will probably not have AI be outputting that part.

1:04:58

But I have been able to have it be  helpful in the iterative process a little bit, both through generating sketches with that project  and then also through a lot of stuff with writing with my kids' books and things like that, is  coming up with lists of words and concepts that are adjacent to each other, whatever.

1:05:15

I have found that Claude and ChatGPT are very good for things like that.

1:05:21

I'm working on another  kids' book now, and I'm trying to think of the directions that it can take.

1:05:25

One of them is sort  of illustrating different feelings and things like that.

1:05:31

I could sit there and brainstorm what are  the different emotions or whatever, or I can just ask Claude like, "List 50 emotions," and then I  can cherry-pick the ones that come up that feel right.

1:05:43

I do find it's really good for that early  brainstorming stuff, and that's been really nice.

1:05:49

Is there anything else that you want to share or leave listeners with before we get  to our very exciting lightning round? Yes.

1:05:58

Well, I do have a new kid's  book coming out in October.

1:06:01

Oh, [inaudible 01:06:02].

1:06:02

Aside from all the logo stuff, please do check out  my kids' books.

1:06:02

Aside from all the logo stuff, please do check out  my kids' books. It's called My First Book of Fancy Letters, and it is like a new spin on an alphabet  book, but instead of it being an alphabet book for

1:06:15

brand new babies, which you could totally buy it  for brand new babies because it is very simple, and fun, and they'll like the bright pictures,  it's for the age where kids can recognize letters but can't necessarily read and write yet because  they get so into seeing letters drawn in these different styles and imagining what other letters  could be drawn in. Each of the letters is drawn

1:06:31

Each of the letters is drawn to represent the word that it sounds like.

1:06:39

Letters  can be athletic, bubbly, or creepy, and then it's like, "Well, what does a creepy C look like?"

1:06:46

When kids are starting to understand letter sounds and recognizing letters, they can start  thinking about what other words start with that letter sound, and then they start listing stuff  out and become immediate over-the-shoulder art directors.

1:07:01

It's been really fun showing it to  other preschoolers, and TK, and kindergarten kids, because they're immediately like, "Well, R  should be a river. It should be a river."

1:07:10

I'm like, "Well, how do you draw a river?"

1:07:10

It becomes this fun imagination exercise too, so definitely check that out.

1:07:16

It's up for  pre-order now and comes out October 22nd. That is so delightful.

1:07:21

I know you have  multiple kids.

1:07:21

Do you start to see the idea with one age of kid and then by the  time the next kid reaches that age, it's ready and published?

1:07:28

Does that work timing-wise?

1:07:31

Yeah, the only thing is both of my...

1:07:31

Well,  my oldest child is a real super reader.

1:07:31

She's always ahead of the game.

1:07:37

The second that she  could read, she was like, "Oh, picture books are for babies."

1:07:42

Now she's reading, she goes  into Pegasus books and is just like, "Where are your books for teenagers?"

1:07:47

They're like,  "You're nine.

1:07:47

We're not going to show you that, but here are the middle grade books or whatever."

1:07:52

There is a little bit of that.

1:07:52

You are a parent, but you are a parent of a very young person.

1:07:59

Kids don't want to buy anything you're selling as a parent.

1:08:06

There's a little bit of that  where I feel like I get so many wonderful letters from other families about how it's their  favorite book, and they read it every night, and it's so important, and then my kids are like,  "Yeah, yeah.

1:08:16

It's just mom's book, whatever."

1:08:20

Yeah, that's bittersweet.

1:08:20

Well, with that, Jessica, we've reached our very exciting  lightning round. Are you ready? I'm ready.

1:08:31

Speaking of books, first question, what are two or three books that you've  recommended most to other people?

1:08:36

Rick Reuben's creativity book is so good.

1:08:36

Definitely recommend that.

1:08:36

I haven't listened to it on audiobook.

1:08:44

I read the physical book,  but I also heard the audiobook is very zen.

1:08:44

I feel like it's just a very good palate cleanser in  terms of being an artist and creating because it feels both high level but also very actionable,  so really recommend that.

1:08:53

In terms of learning about and understanding typography, there's this  book called Inside Paragraphs by Cyrus Highsmith.

1:09:07

It's very small and very digestible.

1:09:07

You can read it in one bathroom visit, and it's illustrated really well.

1:09:15

It has cool  illustrations.

1:09:15

If you want to learn about some basics of type and typography, it's a really  great book, and incredibly accessible, and not like reading Bringhurst or something like that,  so big ups to that book. Oh, what's another book? I don't know.

1:09:33

I feel like I'm just going to  end up recommending all the books that I'm currently reading.

1:09:36

This month, I read both  Patti Smith's Just Kids, which I loved also and was also...

1:09:42

I feel like I'm reading a lot  of books about being an artist more so than being a designer.

1:09:48

That book, I found really  interesting, just hearing her story of moving to New York and having nothing.

1:09:55

Just trying to  be an artist, and make art, and having that be the thing that drove everything that she  and Robert Mapplethorpe did.

1:10:01

I don't know, I just feel like I'm looking for ways to get out  of my very business-driven sensibilities around art making and get into a space that's more  loose, and free, and driven by passions and feelings more so than necessarily career-based  milestones and things like that.

1:10:20

This is a wild card one too.

1:10:30

I just finished The Emperor of All  Maladies.

1:10:30

I'm just a big fan of reading things about human biology and things like that and found  it totally fascinating, so do read that one too.

1:10:40

I can't help but ask, how do you  have time to read, raise children, work on so many projects, have a  run a store? What is your secret?

1:10:50

Well, you get pretty ruthless about  your schedule when you're a parent, where when you're at the office, you are just  heads in working, and so I think just trying to stay as focused as possible in that way.

1:11:01

I do  this thing where I bounce back and forth between projects a lot as I'm losing steam, and so  having multiple things to work on keeps me motivated to keep working.

1:11:14

I think it's kind of  an ADHD thing, where I will start my day one way and then as soon as I start losing steam,  I switch to a different thing, lose steam, switch to a different thing, lose steam, switch  to a different thing.

1:11:24

Rather than taking breaks, I just take a break by working on something  that feels fresh.

1:11:29

That can be super helpful. That's an awesome tip. Yeah. I mean, it's incredible.

1:11:35

I also would  tell people when I had first started out, I had a full-time job and then was doing freelance  in the evenings.

1:11:39

People were like, "How do you not get burnt out, whatever?"

1:11:44

It's because my day job  was so different from my night job that it felt like I was doing two separate eight-hour shifts  instead of one continual sixteen-hour shift.

1:11:56

I think that's something to sort of think  about, is that there's always going to be things that need to get done as a part of  your work or things that you're interested in and passionate about.

1:12:04

Just having enough  diversity in what that means is going to allow you to maintain enthusiasm for doing all those  different things for much longer.

1:12:09

Actually, the more homogenous your life and career and  job is, the faster you're going to burn out, so just making sure that you have enough  variety and all the things that you do. That was an awesome tip. I'm glad I  went there.

1:12:27

Okay, back on track to our lightning round.

1:12:30

Is there a recent favorite  movie or TV show you've really enjoyed?

1:12:34

Severance was my favorite TV  show I think I've ever watched.

1:12:37

The second season's coming out. I know.

1:12:38

That came to mind because I  knew the second season was coming out, so I'm just really excited about it, but  I think that was probably tops for me.

1:12:48

Is there a favorite product you've  recently discovered that you really love? Oh, yeah.

1:12:51

Well, there's a few things.

1:12:51

Well, there  was one that's just a super random one that was just pure delight.

1:12:54

There's a Japanese brand,  Penco, and they make a lot of wonderful stuff.

1:12:54

I carry a lot of their stuff in my store.

1:12:59

One of the  things I bought recently from them is a pen cup, a pencil cup.

1:13:07

It's ceramic, but it looks like  a paper bag, a lightly crumpled paper bag, and then it just has printed on it Penco,  whatever.

1:13:13

I just really like it when you take an existing object and give it a new form.

1:13:19

I  find that to be very delightful, and so that was, I think, one of the things that I really  loved recently that I bought for the store. Awesome. Pick two more questions.

1:13:28

Do you have a  favorite life motto that you often think about, come back to share with folks,  find useful, and work your life?

1:13:38

It's funny being a lettering artist because  I'm not much of a quotes gal, all things considered.

1:13:43

I should be because I could make  a million dollars by just making "live, laugh, love" pillows or whatever, but I am not usually  continually collecting quotes.

1:13:48

But I was just at a conference up in Portland called XOXO, and one  of the presenters showed a quote on the screen that resonated with me more than most things that  I've seen in recent memory.

1:14:00

I feel like this is my new...

1:14:06

It was one of those quotes that I was  like maybe I should get a tattoo of that.

1:14:06

When it gets to that level where you're considering a  tattoo, you're like, "Okay, that's official."

1:14:10

It was "hope is a discipline".

1:14:15

I just really loved  that.

1:14:15

It's by Mariame Kaba or Mariame Kaba.

1:14:25

The idea that we have to choose to create  positivity, that it's like a choice, and that in order to dream of these things, you  can actually create structure and discipline around it, and that it's not just something that  is just inherent and comes, you have to actually have a practice around being hopeful and positive.

1:14:45

I just really liked that as a concept because I feel that way just about navigating through life,  that everything that we do is a choice and that we can choose to frame things one way or frame  things another way.

1:15:00

Understanding that you have power in that, I think, is really important, and  so I just really loved that. Hope is a discipline. I really love that.

1:15:14

I love any quote that  inspires you to not feel like a victim, and gives you agency, and reminds  you that you have agency over. Exactly.

1:15:23

That's, I think, was the biggest  thing for me is just...

1:15:23

Because I feel very well-resourced in being able to deal  with hardship because I'm always able to recontextualize and reframe.

1:15:36

I think part of  that is doing so much intuition justification, which is what we talked about, is  walking through things, being like, "Why is this?

1:15:46

Why does that happen, la,  la, la?"

1:15:46

When something bad happens, it's understanding why it happened and  then understanding the paths that it can take forward and the different attitudes that you  can bring to it that can help you come out of it. That's beautiful. Okay, final question.

1:15:59

I know  that you recently remodeled your home. It's quite stunning.

1:16:05

You share photos of it online.

1:16:05

You worked with this amazing architect to help make it as amazing as it is.

1:16:11

As a designer, here's  the question, how do you find the balance between trusting someone, their own perspective and  design approach, versus pushing into a direction you think that it should go?

1:16:25

How do  you find a balance as a designer?

1:16:28

Well, I actually feel like it's quite easy  for me to trust people to do their own thing, because as long as I go to them as being like, "I  appreciate you and your vision and that's why I'm paying you," then the last thing that I want  to do is micromanage them, because the reason why I'm paying them is because I don't have the  bandwidth to do that myself.

1:16:46

Because honestly, I'm one of those people that if I had nothing  going on, if my job totally blew up or whatever, I would probably be one of those people that just  specialize in a different thing every six months and would be like, "I'm going to build a house now  from the ground up.

1:17:01

I'm going to do this from now, whatever."

1:17:05

I just feel very capable of doing  anything that I want to do because I understand that I can find the resources for it.

1:17:12

When I hire people to help me do a thing, it's because there is this implicit trust in  what they do and that that's why I want to work with them.

1:17:24

With the house, I definitely  had opinions about stuff.

1:17:24

But in general, I'm just like, "Hey, this is your thing. You're  the expert. What do you think?

1:17:31

Let me give you the parameters and the things that we have to think  about.

1:17:35

Because you know more about wood resources, and you know more about the cabinet spacing, and  whatever, you tell me what you think is going to work best based on all these things that I  laid out for you."

1:17:49

I found it to be quite easy.

1:17:54

I only got really wigged out about  a couple of different fine tune-y stuff.

1:18:00

I imagine architects and designers  are like, "Oh no, it's going to be a designer I'm working with. They have  opinions."

1:18:03

I'm glad it wasn't that bad.

1:18:08

I feel like my strength with the work that  I do in general is just being incredibly decisive and understanding that there's 10 good  answers to every one question.

1:18:13

Some people are real maximalists about decision-making and need  to look at every gray sofa that exists before they can choose the one gray sofa.

1:18:26

Whereas I  feel like I can look at 10 gray sofas and go, it feels like there's two or three categories  of sofa here, and then within those categories, there's a couple of good options.

1:18:36

Here's a brand  that I recognize is known for being of high quality. That one's good enough.

1:18:40

I can get to it  really quickly, and I feel like not everybody can do that.

1:18:45

And I think that that permeates through  everything that I do in my life.

1:18:45

It definitely is a huge part of the logo work, because you really  can do anything when it comes to typography.

1:18:57

It can go in 50 million directions.

1:18:57

It's just  about having someone tell you, "Yes, we could take this anywhere, but these are the valid paths.

1:19:03

If  we go down this path, this is the most intuitive and most correct way to do it that is closest  and most accessible to us.

1:19:09

We can noodle on it until kingdom come, but do we have to? This is  good." I don't know.

1:19:15

I feel like there's some weird knowledge around understanding that nothing  is ever 100% perfect, and the most you can aspire and get to is 99. 8 or whatever. That last 0.

1:19:34

2%,  you could spend your whole life trying to do that, or you could move on and do other things  and understand that it's nearly perfect.

1:19:49

That is really good advice and a  freeing piece of advice.

1:19:49

Jessica, it's been an honor to work with you on this logo.

1:19:54

I am really excited for people to see it, for it to be the new look of everything I'm doing. Two  final questions.

1:19:58

Where can folks find you online if they want to learn more and potentially work  with you, and how can listeners be useful to you? Oh, yeah. Of course.

1:20:07

I have a website  that I occasionally update. It is jessicahische. is/awesome.

1:20:13

You'll notice I have  a bunch of weird URLs on my website.

1:20:13

That's a place to find me.

1:20:23

Otherwise, I am on Instagram  and Threads a lot.

1:20:23

I was formerly a very active Twitter person, and now I'm not really there so  much and I bop around with the Twitter clones, but I'm on Threads quite a bit.

1:20:34

Instagram and  Threads are good for social.

1:20:34

Email, I'm easy, hello@jessicaHische. com.

1:20:41

What your readers could  do for me, I think it's the work that I do in terms of the logo refresh stuff.

1:20:48

I feel like this  audience is just totally my perfect audience for it because you guys are all a bunch of smart,  awesome founders that want beautiful logos, but understand that sometimes you just  got to get that first viable option out the door.

1:21:07

Once you're ready, you come  to me and I help you and it's great. A match made in heaven.

1:21:11

Jessica,  thank you so much for being here. Happy to be here. Great convo. So good. Bye, everyone.

1:21:19

Thank you so much  for listening.

1:21:19

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1:21:25

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1:21:34

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1:21:39

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