David Demaree (@ddemaree) header
David Demaree (@ddemaree) profile picture

Founder at @bitsandletters, a tiny web & AI consultancy for startups and other ambitious folks. Used to be PM at @adobe, @google, @stripe, @webflow. ⌨️ ☕ 🥃 🌭

New Jersey
Joined November 2006
Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)Photo by David Demaree (@ddemaree)
I'm in this picture and I don't like it
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David Demaree retweeted
"Anything the model can do is broadly distributed, so everyone has access to it, which means it's not that valuable. The valuable thing is how a human uses that." — Dan Shipper (@danshipper), Every at @every Thesis 2027
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David Demaree retweeted
Hear me out: We hated "waterfall" because after Big Upfront Planning, implementation took FOREVER, and by the time we were done, the plan was out of date But with AI, implementation is rapid (100x faster, or more, than before) So Big Upfront Planning can now make sense?
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Respect both of these guys, but I cannot stress enough how this is not a mainstream POV for software or any other products, and also that Rasmus's comparison — home vs hotel — tells you a lot about the kind of person who wants AI to make them perfectly tailored personal apps.
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A lot of people's houses are a mess. They're not palaces full of perfectly curated and placed objects, they're cobbled together from the plates you got as a wedding gift, some throw pillows that were on sale, your kid's tossed-aside jacket. And they're no less home for it — most people don't have the time, money, or energy to design their own homes the way tech people design products.
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David Demaree retweeted
the problem with writing an essay is you really think you know what you're going to say and then you say it and it's ordered wrong and then it's too long and then it doesn't hang together and then it doesn't have its meat anymore and then... sadly, AI cannot yet help with that
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David Demaree retweeted
One of my favorite research practices I learned at @inkandswitch is “preinfusion”. The term comes from espresso (I believe @pvh coined it?) - and the original meaning is that you have a lower pressure soak before you turn on the high pressure and pull the shot. The way it works at the lab is that you patiently let a cluster of ideas slowly form and develop, meandering somewhat in the background, and you lay the groundwork to work on them more seriously… before starting an intense high-pressure sprint. Could be a few months of part-time preinfusion before a hardcore 3 month project. This really helps avoid the problem where you’re trying to sprint, but you don’t actually have enough clarity to know where to run. I think this applies in many other contexts. Preinfuse before trying to write an essay. Preinfuse before raising money for a company. A slow and patient preparation can enable swift follow through.
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David Demaree retweeted
I know it hurts to hear but you are trying to be too smart with ai I’ve found I get better results the dumber I am it’s weird but it’s true
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David Demaree retweeted
I'm not sure that people want to live this way. Well, I think 10% of people want about 20% of this. And 0.001% want 100% of it. Having spent 2005- 2020 trying to make up good use cases for tech, it dawned on me this isn't how people are. Nor is the world built for this.
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David Demaree retweeted
at least the cybertruck gave us this quote from a 2025 WIRED profile of various owners wired.com/story/owning-a-cyb…
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CODEX: For someone with your experience, I'd estimate 2-4 days for a useful prototype, or 1-2 weeks for something reliable enough to use with clients. ME: Your estimate is hilarious because of course I'm gonna have you or one of your cousins build it. (Actual time was about 90 minutes btw)
Love when Claude tells me something will take "X hours" as if it won't just do it in 5 minutes
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David Demaree retweeted
The future of work is that we'll all work in niche and mysterious religious sects.
Church for a niche and mysterious religious sect, or AI conference on the future of work? Trick question, it's both.
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Just as a reminder of when Animal Crossing: New Horizons came out, my daughter still has a Black Lives Matter sign on the front lawn of her house on our island
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What comes after automation? Obviously it’s taking notes with a fountain pen while @joshm gives a talk about an AI voice notes app that talks back at you
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Any mutuals also gonna be at Thesis today?
Doors are open for Thesis!
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ocarina of time to download
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David Demaree retweeted
we can't do "it's not my job to educate you" this go around, woke 3.0 we are all volunteer teachers
I walked the Trump rally line to listen, not make assumptions. I talked with voters, asked questions and heard what matters to them. When I'm elected, I'll represent all 82 counties and every Mississippian, no matter who they voted for. That's what being your senator means. #MississippiMatters
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Claude Duet committed my cardinal sin of proactive assistants: it misinterpreted something in one meeting note as the opposite of reality, then spun up multiple annoying task reminders based on the wrong info. Plus, I’m back to finding the Claude “vibe” to be just a schoolmarm-ish buzzkill who insists on being right, and that is MY job, robot
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David Demaree retweeted
WHY ARE THERE SO MANY CVES (we know why)
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Something about me that feels like bragging, but is a real life challenge: I have a _lot_ of deep knowledge about the things I know well, and can easily overwhelm people (and myself tbh) with detail.
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If they don't — if they're hoping to figure out what they want the job to be and how you'll fit in as they talk to you — on one hand you have a potentially willing buyer on the line, on the other you have no idea what you're selling and what winning looks like.
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Anyway, two things can be true: I can always work on being crisper and clearer, but also, sometimes you just are not on the same wavelength as the other person, and you can't fix that on a 25 minute intro call.
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