Why he's the most trusted man in design
By Tommy Geoco
Summary
## Key takeaways - **Toolbenders push limits, then adopt new tech**: Designers known as 'toolbenders' excel by pushing existing tools to their limits and then quickly adopting new ones to create innovative work. This constant evolution keeps their output fresh and ahead of the curve. [00:13], [00:15] - **Collaboration accelerates idea generation**: Partnering with another designer, like Rid with Kyle, significantly speeds up the ideation process. This collaboration allows for rapid prototyping and the quick discarding of less promising concepts, leading to more efficient development. [05:41], [06:09] - **Taste is defined by 'why' and execution**: Taste is defined not just by having opinions, but by the ability to repeatedly articulate 'why' you like or dislike something. The craft then lies in executing designs that align with that established taste. [13:17], [13:36] - **Purpose filters decisions beyond trends**: Rid's decisions are filtered through a strong sense of purpose, rooted in his faith and family, rather than just what's trending or looks cool. This deeper motivation allows him to identify real problems and solutions that others might miss. [10:19], [13:44] - **Asking 'why' is a practiced skill**: The ability to ask effective questions, particularly 'why,' is a skill that can be honed through practice. By consistently questioning and analyzing, one can better understand what truly matters and why. [14:03], [14:30] - **Virality signals quality, but requires understanding**: While virality can be a strong signal of quality, it's crucial to understand the underlying reasons for its success. Taking time to analyze why something resonated with a large audience provides deeper insights than simply observing its popularity. [16:31], [16:38]
Topics Covered
- Tool benders push limits and embrace new tech.
- Design feedback currently sucks. What if it didn't?
- Co-founder collaboration accelerates idea generation.
- Purpose is the filter for what should exist.
- Faith and family provide perspective beyond wins and losses.
Full Transcript
There's this breed of designer that is
so good at what they make. They
basically are the marketing for it.
>> Nelson, Noah,
>> Brodzky, Diago, Costa. I only know a
base dash because of Tom.
>> I call them tool benders. They'll push
whatever tools exist to their limits,
then immediately jump on the new ones
just to make something dope.
>> If it's just like lock in like I'm in
Figma, something like perplexity for
instance, I forgot to run granola. I'm
going through the loom and I literally
have raycast notes open. Dude, Tolen is
>> so good.
>> But Michael Rittering Rid has been
talking to the best designers,
interviewing them, digging into the
tools and workflows they use every day.
And while everyone's still processing
what's happening right now, dude's
already cataloging what's next. And this
whole time, he's been one of them. In
fact, Rid inspired me to try and spot
the next something. But I think that
next something is Rid. So, I flew to
Kalamazoo, Michigan to find out. Yeah,
Kalamazoo, population 73,000. I spent
two days just watching him work, sitting
in on how he finds patterns, designers,
tools, these dope little design details
before they're everywhere because Rid is
a trend spotter and I wanted to know how
is he always this early.
In one month, Rich and I went from
completely laughing at the idea of
moving to Calamazoo, Michigan, which we
had never heard of.
We looked at Zillow one time. We were
like, that's kind of interesting, you
know like
cuz this property was pretty overgrown
and you couldn't see it. So, we had no
idea the house was even here. And I
ignored it cuz I was like, that's crazy.
It looked like a massive project. And my
dad was the one who was like, "You
should go look at that house."
We went and looked at it and it was
like, "Oh my god." We walked past this
like 500 times. We had no idea that
there was even a house here.
>> Kalamazoo,
home of Western Michigan University,
Gibson Guitar, and apparently the first
outdoor strip mall. Not exactly your
typical tech hub. His family moved here
for work during co and then everyone
else followed.
>> My sister moved here. Then we had some
other family friends move here. wife's
parents moved from India. My
grandparents moved here from Colorado.
Like, we don't have a big family.
Everybody lives in Michigan now. Like,
everybody lives here for the first time.
Like, we haven't lived together since I
was a little kid. And now I'm like, I
think I live here. I think I live in
Michigan. Never thought I would say
that, but I think I live in Michigan.
So, he accidentally built roots here,
but that doesn't explain how he got so
good at spotting what's next.
To understand that, I had to actually
watch him work. He's built a couple
things. There's Dive Club, this design
podcast where he talks to some of the
best designers in the world.
>> My name is
>> about their work and their process. It's
basically a master class disguised as a
podcast.
>> We're going to talk about the
responsibility that designers have to
shape this.
>> And then there's Inflight, a tool that's
trying to fix how design teams
collaborate in this new future. And I
want to show you just how interesting
Rid's vision for this actually looks.
>> What if instead of reviewers making
their own LOMesque video, it felt a
little bit more like having a
conversation instead?
>> I thought I was going to watch him
grinding alone in Figma. He kind of
struck me as someone who just gets into
that flow state and goes.
>> He will incessantly tap. He will tap
with his feet, tap with his hands, but
specifically with his feet and he has
like ticks. There's always a rhythm in
his brain that he's tapping to. I'm
sitting down here and just like
like there's just a marching band coming
through the house. Oh, Michael's in his
flow state. Let's not interrupt him,
Josephine.
>> And he definitely gets into a flow
state, but he's not in it alone.
>> I'm Red. This is Kyle. We've been
designing products every day for 15
years.
>> We both just had very similar problems
in in our design careers and getting
feedback was at the top for both of us.
So, we we both had kind of different
perspectives on that, but it was very
clear that we were both interested in
the same problems.
>> Yeah, that's a whole other product in
itself.
>> Design feedback currently sucks. Like,
everyone knows that. What if we show it
after this really immersive
layout that shows like a prototype up
here and the flow chart and we have the
video cursor going or or it could say
like or it could say like no more blank
and then fill in the blank. Like if we
had a if we had a really clear one two
three value prop. What if this like slid
underneath into the dark mode and then
the project feed is below it and then
you see this card turn into an update
inside of the feed.
>> Turn into implies a lot of regulation,
but more just like trying to connect the
dots. We use language. We probably use
like similar language
>> where all of a sudden you see this and
now it becomes Yeah. Yeah. Okay. Um
sorry. I love when you know what it's
going to be and you like your brain like
I just stopped talking and jumped.
>> These are two designer co-founders and
some might say that could be a disaster.
>> Kyle was the exact person that I was
supposed to meet and collaborate with. I
kind of get initial thinking, push
things forward, create a bunch of
prototypes, get a bunch of bad ideas out
there. And then whenever I loop Kyle in,
I feel like we're really quickly able to
That's the part where collaborating with
another designer is huge. Oh my gosh,
it's amazing. The the ideation, the how
quickly we're able to get to the next
set of ideas has been really
life-giving.
>> And he's right, they move through ideas
very quickly, and they're not afraid to
ditch one, even if it's exciting.
>> We went down so many rabbit holes that
were really interesting, like really,
really cool versions of the product. How
much throwaway work have you guys
produced?
>> Oh, dude.
>> Stupid amounts. Yeah. So much.
>> It's our Figma is
>> We're on V8.
>> Really cool, actually. Oh, man. We had
the coolest designers. Like 15 of the
most respected designers in the entire
community were ready to go. I will be
your initial marketplace. Like it was
going to be the launch. the go to market
of that person was going to be, as Kyle
would probably put it, biblical.
>> Yeah,
>> it would have been so dope, dude. It
would have been so dope.
>> I still love like I hope someone does
that. R and I are constantly able to
kind of challenge each other and it
feels like an iron sharpens iron moment
where it's like never quite good enough.
>> I think that
>> I don't want to like lean on Slack.
>> I don't want to show I don't I don't
even want to show a Slack logo.
>> Okay, cool.
>> I want to design a component that is
very obvious. Every day the product gets
slightly better because we'll each push
each other in our own ways. Like he'll
push me on visual identity, I'll push
him on product and UX and it just keeps
leveling up day after day. Interesting.
Okay.
>> Rid has this inviting way of working
through ideas. And it seems like he's
kind of always been this way, designing
in public, pulling his viewers, working
through ideas with whoever will engage.
And not just friends, family, too. We
made the inflight launch video. He we
just sat down, did all the creative
direction. He's jamming it, bringing all
these ideas to the table. And within
uh six hours, we already had a lead
investor for a seed round because the
video that he made was so good.
>> My name is Jake Hayden. I am a I guess
you could say a freelance filmmaker,
content creator, videographer, who who
knows what the actual title is. I make
videos. I know Red because I married his
sister. I'm sort of the producer behind
a lot of the visuals of the dive club
brand. So, our in-house animations, I do
setting up the cameras. Uh, anything
that we do inhouse that is that's
visual, I'm sort of in charge of
>> recognizing what other people are
exceptional at and then getting out of
their way. I think that's part of it,
too.
>> Working with Rid is really, really fun.
Both of us are good at operating in that
chaotic startup kind of like what the
heck is happening this week and we text
all the time at like midnight and it's
like oh we need to change this for
tomorrow and we're both good at working
in that environment. I think
one thing that a lot of people don't
know about Rid is that he is a super
incredible musician which is really
frustrating cuz he's good at everything.
He can just sit down at a piano at a
family gathering and just start
absolutely shredding like it's nothing
and then get up and then go and join a
conversation about football like nothing
just happened.
>> I don't think he's motivated by money at
all. I think he's motivated
by helping and giving and doing stuff
that he really enjoys and being able to
pay the bills with it. This is going to
sound like a silly story, but it was
really impactful for me where I felt
very clearly that God told me to go get
on my computer. And at this time, I kid
you not, I'm designing a notification
screen for B2B SAS, which was my first
startup, you know, and I'm just
designing this notification component
system, just crying, like just crying at
my computer. I was taught in that moment
that moving pixels around on a computer
can be this act of worship and
connection. And that was a pretty big
deal for me. And I have adopted this
phrase that I've kind of taken with me
forever, which is like everything that
I'm trying to do is like with my
creator, for my creator, and through my
creator is kind of how I operate. I came
here to watch Rid's work unfold, but I
didn't expect to be so impacted by his
faith,
his family, because for Rid, purpose and
work, they're not separate things. I
think purpose is the filter he runs
everything through. But I needed to
understand where does it all come from.
>> By the time he was 11, I just asked him
one time, "So, what do you want to do
when you grow up?" "Well, I'm I'm going
to play football." I said, "Yeah, I
know. Besides that, I mean, uh I just
wanted what are you going to do when you
grow up?" He said, "What do you mean? I
want to be an NFL quarterback like John
Elway." But he was serious. he wanted to
be this NFL quarterback. And then by the
time he's a senior, he's thinking
they're going to rule the world. He
rolls out at a quarter quarterback
keeper and the the opposition broke his
bones and he was out for the season
where it was supposed to all come
together for him.
Not only did he lose his scholarship, he
also lost his dream.
You know, he comes out of college. We
always thought, you know, he's going to
be able to do anything maybe, but but
now we realize we don't know his future.
He felt rescued by God, like he didn't
deserve it, but he was rescued by God.
And after that, something changed. His
his life became one of giving and
investing and and building up other
people.
>> He has all this clarity, but he came
with a cost. That was my identity for my
early and mid20s was I am a founder and
I worked incredibly hard. All I did was
just grind and figure out how to make
this thing happen. But it was quite a
dark place to have a company go to zero
hurts. To have it go to zero after
you've basically given your entire early
20s to it and had nothing to show. 1
hour before the rehearsal dinner for my
wedding, our lead engineer asked to have
a Zoom call and told me he was quitting.
The company basically failed on my
honeymoon. That's how I started being
married. That's the filter. He knows
what it costs to bet on the wrong thing,
to give everything and end up with
nothing to show for it. So I think now
when he champions something, whether
it's a designer, a new tool, a design
pattern, it's not casual. He has
considered it and that conviction born
through his failures and grounded in his
faith. I think that's what makes his
lens different.
>> Super tired of the whole taste and craft
thing. It is the fact that we keep
talking about it. It's like there's
obviously something there.
>> It comes down to taste.
>> It's taste.
>> The issues of taste.
>> I define taste as
>> It's funny. This designer I used to work
with, he was probably my mentor in a lot
of ways. Like we'd go on walks all the
time together and his thing would just
like every house we passed you'd have to
say something you liked and disliked
about it.
>> Mhm.
>> And I thought it was awesome cuz like
when everyone talks about taste like
it's like having an opinion on nearly
everything. Like the best designers I
feel like you could ask them their
opinion on a chair, cars, like they'll
just say why they like or dislike
things.
>> Having an answer to the question why
more than others
>> totally why is this like cuz the taste
is understanding what you think should
exist, right? And then being able to
repeatedly answer why. And then the
craft is executing against that taste.
>> Yeah.
>> Why is this the way that it is? Why is
this here? Why does this move this way?
And then having the answer to why
repeatedly.
>> Yeah.
>> What should exist? That's his filter,
not what's trending or what looks cool.
It seems kind of obvious when I say it
out loud, but I think it's his
conviction that allows him to keep it
front and center. What should exist?
That's a very good question. The art of
asking questions is really fascinating.
How does a professional UX designer
differentiate themselves? There's a lot
of alpha to be had in going super nerdy
into how to ask questions because you
understand how to tap into the thing
that someone's interested in talking
about and how to ask good follow-up
questions. What are some of the north
stars that you're aiming at right now?
>> He treats asking why like a skill he can
practice. And if there's one thing an
athlete knows, it's how to put in the
reps. Every week on Dive Club, he's
doing reps, asking questions, asking
better questions. And when you practice
asking why for years,
>> I literally like dog food my own podcast
and I pay attention to when is my when
is my attention slipping? What did I not
like about that question? Like I've it's
become a craft in itself.
>> He's not guessing who's good. He can
tell you exactly why someone is worth
spotlighting.
>> Well, you you know who's kind of like
the one that really woke me up to
shaders and and dithering this year?
>> Tom.
>> Tom. Tom.
>> I only know a base stash because of Tom.
>> Yeah. Yes.
>> There's like every once in a while you
see someone and you go to their page and
you're like, "Wo, I've individually
saved like your last three things of
work." Like I saw our portfolio and I
was like, "Dang, this is really good."
And then later I saw something else that
she made and I was like, "Dang, that's
really good." And then I was one of the
judges for the Jitter Contra hackathon
and I'm looking through this animation
and I'm like, "Wow, that's really good."
And I didn't even connect the dots. It
was all the same person. And at that
point, I'm like, "This person's amazing
at design." Like Gunner Gray did the
shaders for the voice animation. That's
enough for me where it's like, I don't
have to see his Figma files. I see that
thing in Prada. I use it every day. It's
dope. You know, like that's a really
cool thing. And there's probably even a
story about it because he didn't even
write code before making that.
>> I like this uh this guy Gabriel Fulan.
We've worked with him a little bit at
Inflight, too. But his motion stuff is
like I just like his style. Like I'm not
going to it's not experimental, but it's
just like very utility and like
beautiful. I think um he has a very like
subtle way of adding like joy to like
small things that probably shouldn't be
joyful.
>> You know, it's like one of my favorite
things to do is to find a designer and
at least to me feel like I was kind of
early, you know? Oh, look at this
person. And then to take whatever my
little mini Twitter spotlight is and put
it on someone just feels good.
>> And for him, it's not a popularity
contest either.
>> It's not all about virality, but the
fact is virality is a pretty good
signal man.
>> It is a good signal,
>> you know? Like if something pops off,
it's probably pretty good.
>> Yeah.
>> And I think actually if you don't
understand why it's good, you should
probably take a little bit of time to
figure out why people liked it so much,
you know?
>> Yeah.
>> I think this is just how he shows up in
the communities he's part of.
>> I don't 100% understand him. I don't
know exactly what he's doing. I I don't
know if he's uh in trouble or if he's on
the verge of something amazing because I
can never really tell because he has the
same mood during all of the wins and
losses of his life. All the things and
the dreams and everything, it's all put
in some sort of perspective and all I
get from him is kindness and acceptance
and love.
>> Being a father is hard. You know, I
mean, you know, if I have two hours of
time on a Saturday, I'm going to work on
inflight. You know, it's amazing.
There's what else would I possibly be
doing? It's so much fun for me to just
be designing and making things. That's a
slippery slope because
I fit every little chunk of time that I
have into what it looks like for me to
be creative on the internet. I'm always
moving pieces and running simulations in
my brain constantly. And that's tricky
to be a father because I I mean gosh
people ask about work life balance. I'm
like what? Like I don't there's no line,
you know, like what's the line? I have
no idea. I tell myself this story of how
I'm doing the investment now where like
when I think about what I want the rest
of, you know, the next couple decades to
look like. I'm 33 now. Dude, I would
love to be in my 40s and be a full-time
dad. I would love it. My wife's a
genius. PhD, statistician, all kinds of
different companies that she wants to
build to get to the point where we could
switch and I could just be a dad and
probably do some type of homeschooling,
be involved in my kids' education in a
way that's really hands-on. Like that's
the kind of stuff that I fantasize about
for the next decade of my life. So then
it's easy for me to say this season is
heads down season. I definitely don't
want it to come across like I'm doing it
well basically cuz it's really hard
actually. He wants to check the box,
build the thing that actually works this
time and then maybe maybe he can stop.
That's the tastemakaker's dilemma.
What it is like as a spouse to get
married and then have your partner
basically just go into depression
immediately.
That's what happened. Man, she's been a
rock. I don't there's just no way that I
could have done any of this without her.
Like doing Empire was a big decision. We
had it good, dude. Like I was working 20
hours a week just talking to people on
the internet, making enough money to pay
bills, and just being a dad. For the
first year of Jos's life, I had
basically no schedule. I was just a dad,
just chilling. Year and a half. I also
think she knew how much it meant to me
to have another shot. So, we were
talking in the kitchen. I was trying to
be really clear like what this means. I
think she just wanted to make sure that
this was going to be healthy for me and
Kyle provided a lot of security for her.
It was definitely a
gear up and get ready cuz it's coming.
She's a freaking champion.
I thought I was going to learn all about
curation, how he spots designers early,
sees trends months ahead. And yeah, he
does that. But after watching him work,
what makes him different?
It's not just his technique.
I think it's his filter. And I think
it's because when you know who you're
serving,
your faith, your family,
the community of designers,
I think you see things a little
differently, things other people miss.
You notice people solving real problems,
not just the ones with good engagement,
when you have a reason that's bigger
than clout.
You don't need San Francisco for that.
You don't need funding or followers. You
just need to know who it's for.
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