Katie Dill
Head of Design at Stripe; previously Head of Experience Design at Airbnb and Head of Design at Lyft.
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What they believe
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Language models are good at giving the most probable answer and less good at giving what is original or specific to a brand and its users.
LLMs are really good at telling you the most probable answer, which essentially means that they're able to tell you what has been or is popular now, what has worked, what was in style. They're less good at telling you what's original or specific to you, your brand, and your users context.
youtube.comSaid 10 Sept 2026This on korrents
The bold line is korrents’ wording; the quote is theirs. These one: what they wrote before what they said aloud, one per source, newest first.
Beliefs
Korrents What they believe 12 beliefs — each backed by an exact quote.
Each is a — compiled by korrents.com, not by them: the one-line wordings are korrents', the quotes are theirs.
Recent
Language models are good at giving the most probable answer and less good at giving what is original or specific to a brand and its users.
LLMs are really good at telling you the most probable answer, which essentially means that they're able to tell you what has been or is popular now, what has worked, what was in style. They're less good at telling you what's original or specific to you, your brand, and your users context.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
AI makes work feel finished very fast, too often prematurely.
AI makes things feel finished really really fast all too often prematurely.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
People building with AI need a point of view of their own, or the AI will supply one.
First one, you have to have a point of view. If you don't, AI will give it for you.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Show 9 more
How something was made should not change its quality bar, because users care whether it is good, not how it was made.
Why should that matter how it was made? It doesn't matter to the users how it was made. It matters to them if it's good or not.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
The object of design is no longer the screen but the system itself.
So, the object of design is no longer the screen. It is the system itself.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Design systems used to scale consistency; now they need to scale intent.
Now, the old system scaled consistency, but the new system needs to scale intent.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Now that building is cheap, filtering has to happen after the build, which makes an editor's role ultra important.
But the filtering that used to be throughout the process now needs to happen post build when it is a lot harder to say no. This is where the role of an editor comes in and it is ultra important in this day and age.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Teams have to unlearn that built means done and that done means good.
It's a new behavior. We have to unlearn that built means done and that done means good.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
AI can manufacture monotony, but it is also the greatest creative catalyst there has ever been.
Yes, AI can help us manufacture monotony, but it is also the greatest creative catalyst we've ever had.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
It is time to invent new interfaces and new aesthetics; the best practices have not been written yet.
It is time to invent new interfaces. It is time to invent new aesthetics. The best practices have not been written yet.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Leaders should not just tell their teams to use AI but give them room to explore.
So, if you're leading a team, don't just tell them to use AI, but give them room to explore. Protect the strange.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
Using AI only to make existing things faster misses its most interesting part: it can raise the ceiling, not just the floor.
If we only use AI to make the things that we already make just faster, then we are definitely missing out on the most interesting part. AI can help us raise the ceiling, not just the floor.
How to scale intent, quality, and artistry with Al | Katie Dill (Stripe) (Lenny & Friends Summit, San Francisco, 10 September 2026) Said 10 Sept 2026
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Link verified 1 Oct 2026.
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