
✨Staying curious 🏃 Runner ⛺️ Camper ⏱️Casio collector / UX @Bestow_inc
Dallas, TX
Joined January 2009
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All men dream; but not equally. Those who dream by night in the dusty recesses of their minds awake to find that it was vanity. But the dreamers of the day are dangerous men, that they may act their dreams with open eyes to make it possible. - T.E. Lawrence
Spent the last 24hrs running 120mile relay race with friends and coworkers in the foothills of Texas.
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New on the blog:
— Someone behind the software
I think good products carry something of the people who make them
karrisaarinen.com/posts/some…
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Frantically fixing a confusing product caused by frantic shipping is just more of the same.
Pause and step back. Get the team clear on what you’re building and why. Have clarity to guide the shape, what ships and what doesn’t.
Quality is a way of working, not a cleanup sprint.
Is pen pals still a thing? Writing letters and waiting weeks for a reply would feel refreshing and exciting.
I’m a simple man. If I need autobots to help me run my life and work, I’ve already lost. I want simplicity over optimizing production. Maybe I’m just cut from a different cloth. If we are all so concerned about this tech why are we continuing to integrate everywhere?
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design, craft and point of view are the differentiators
slop-maxxing is not sufficient to win
Software is increasingly treated as disposable in the AI era. Yet we spend half our waking lives looking at screens! We don’t want to spend that time with zombie products—monotonous, vacant, and uncared for. We want products with soul. 💜
I go deep on this in my talk from @lennysan's Summit: youtube.com/watch?v=GLvFTMtw…
efficiency, productivity, speed
we keep worshipping these words like they are what we live for
ship faster
merge more
manage more agents
compress every loop
remove every pause
turn every hour into output
but what is the point of endless production if there is no time left to think deeply?
not react
not optimize
not summarize
not clear the queue
think
to sit with a question long enough that your real intention starts to appear
to find the purpose underneath the motion
to ask whether the thing being accelerated should exist at all
ai could be a new canvas
a way to make strange things
personal things
impossible things
tools, worlds, poems, games, interfaces, films, languages, rituals
things that let more people touch the shape of their own imagination
but instead, so much of it is becoming slop factories
more content
more funnels
more tickets
more fake work pretending to be value
you can merge 2000 prs
you can manage 500 agents
you can wake up to dashboards proving that the machine kept moving while you slept
but what is the point if you only sleep 5 hours a day?
what is the point if you stop talking to other humans?
stop learning about the past?
stop playing?
stop wandering?
stop being surprised?
what is the point if your whole life becomes optimizing the system that is consuming you?
speed is not meaning
scale is not wisdom
automation is not freedom if it only makes everyone run faster
and where are we running?
toward what?
a world where every person becomes a manager of machines, and every machine produces more things no one had the time to truly want?
the danger is not that ai makes us lazy
the danger is that ai makes us endlessly busy
that it gives us infinite production before we have found intention
infinite execution before we have developed taste
infinite motion before we have learned how to be still
maybe the real frontier is not more speed
maybe it is discernment
knowing what not to make
knowing when to stop
knowing when the most productive thing is to sleep, read history, call a friend, play with a cat, walk without tracking it, or stare at the ceiling until the false urgency dissolves
tools should give us more life
not turn life into a tool
if ai is going to matter, it should not just help us produce more
it should help us become more human
more imaginative
more free
otherwise, it’s the same old factory
just without humans
Spent a great evening hanging with friends, eating food, and playing charades like games.
Slow down. Live life. Love people.
I’m looking to freshen up my management skills. Please share any books or resources you have found helpful to grow as a manager/leader. Anything specifically around product design would be particularly helpful.
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If we're not careful, the craft of design will become the craft of staying current with the burgeoning industry of AI tooling.
They're not mutually exclusive. But mastery of design tools is not the same as mastery of design fundamentals.
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How to work with designers:
- when you work with a great designer you will experience a membrane of confusion between you. They don't understand you and you don't understand them. It's kinda like being in a room with a cat
- you may have great taste, care about materials, colors, shapes, object relationships, textures. You may even be close friends. It doesn't matter. They observe the world from a different, alien vantage point you can never visit or inhabit
- this is a great thing!
- collaboration with a designer is a process of discovering a shared language together in order to dissolve the membrane. The final output is a byproduct of this process
- it's unlike working with any other function. You always have to build a shared understanding with new people or on new projects, but you rarely have to discover a new language together. This is because discovering a language is what a designer does
Don't:
- "here is what I want, now make it pretty." Making things pretty is 5% of what a designer does. You can do it this way, but you'd be underutilizing most of their value. If they're good you'll frustrate them and they'll quit. You will also get a much worse product than you otherwise would.
- "I don't like this, move this button here." Again you can do it this way but you'd be underusing what they're good at and overusing what you're bad at. They'll quit and you'll have a worse product.
- expecting a good product on the first attempt. This is not how discovering a language works; it is a process of mutual feedback and iteration and you're both satisfied with the outcome.
Here's what you do:
- explain the problem as you see it. What you're trying to achieve, who the users are, what they want, your constraints, etc
- if they're good they'll ask you lots of leading questions. At this stage you can just let them drive and answer. If there's something you feel is important they didn't ask about, share it
- they'll go back and come up with a draft. Maybe it's a sketch, maybe it's more polished, maybe it's a piece of a sketch. Depends on their process
- there will be parts that don't fit your model of how the thing should feel and work. Do not tell them how to change things. Rather, explain what feels off and why. Explain what doesn't work in your mind, let them come up with a solution
- again if they're good they'll ask leading questions. They'll then go back and produce another draft. Then repeat
- as you go through this process you will slowly bring your vantage points closer and closer together. And the output will be the product
- if they're good they'll question your assumptions. Be flexible and willing to reconsider them. You can be rigid, but the final product won't be as good
- but don't be too flexible-- you need to maintain your core constraints and be open about what doesn't feel right
- stop when you're 98% there. Past that paradoxically the product gets worse
Expectations:
- you should expect them to ask you leading questions
- you should expect them to question your assumptions in ways that surprise you
- you should expect fast iterations and good work. You should feel the vantage points converge
- there will be backtracking, maybe multiple times. This is more common for totally new projects than for smaller changes to existing projects. Budget that in
- ultimately this is more craft than art. You're both there to produce a product for a customer in a bounded amount of time. They need to understand that. If they see themselves as a hifalutin artist they aren't good. (This is true of engineers too)


















