Jesse Middleton
@srcasm
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General Partner at @Flybridge. Board of @TechNYC. Father to an awesome nine year old and a two year old toddler girl! 💍 @thecatmiddleton.
New York, NY
Joined April 2007
I’ve been sober for 3+ years now (1,284 days but who’s counting?) That experience has completely changed how I think about investing in mental health and addiction products. I’ve spent years reading about NA and AA, studying the 12 Steps, trying therapy, and experimenting with
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It's happening! @sunflowersober is officially a pilot program with @THClinicSF in San Francisco! Up to 75 residents now have access the best app in the world to help you stay sober. Thank you @RichardBClean and @beyondchron for working with us! @kobyjconrad @kunalmodi #recovery
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Special Announcement 📣! CBN Israel has launched on X to provide you with real time updates, encouragement, and on-the-ground tracking of what's happening each hour in Israel. Follow now!
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Great vertical AI usually starts with one exhausted operator. Noetica is a good example. The founder is ex-Harvard Law and spent years at Wachtell, one of the best law firms in the world, buried inside massive M&A and debt transactions for public companies. Now he’s building an
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Introducing the Tasklet sandbox VM. Every agent now gets its own Linux environment with Python, ffmpeg, imagemagick, and a persistent filesystem. Create, process & transfer files, use code to analyze data, make network requests, install packages & more.
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ICE was born on a mission to Defend the Homeland. Will you answer the call to serve?
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One AI company quietly rewrote millions of lines of COBOL. Everyone has AI pilots with everyone. Their decks are full of logos and POCs. I’ve seen data suggesting the vast majority of AI pilots never convert. I’m sure these studies are only partially true, but they do tell one
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Got our @boardisfun and set it up this evening for Holden, Charlie, @thecatmiddleton, and me. Already played a few games and, honestly, this might be my favorite new physical form factor for an electronic item in years (since the iPhone). Nothing has changed in home, multi-user
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What's the best voice and AI-enabled task management app you know of? I basically want to be able to ramble on about all the things that need to get done, either that are time-based or just tasks, and have them magically appear, organized in a thoughtful manner, so I can just
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Everyone overestimates headcount and underestimates obsession. That’s why I’m betting big on tiny, world-class teams in 2026. A few weeks ago, on stage, Anthropic’s head of agentic research explained his vision for agents frameworks. After the talk, a founder friend called me
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Need a new revenue stream? Swag is tried and true!
10 easter eggs to celebrate 10 years. good luck. https://t.co/BPT9kKuenb
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The tiny tells that separate good founders from great ones. Humans are pattern-matching machines. As babies, we make random sounds until one of them gets us fed. Suddenly that noise is “I’m hungry.” Then we learn not to cross the street when a car is coming. Eventually, we start
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This is how I’d start over as a year-one VC. Venture is a weird job. In the early years, it can feel like you have both nothing to do and infinite things to do. From my experience, venture is a business model built on serendipity. You can’t force specific outcomes, but you can
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Absolutely brilliant. Best Wrapped after CRUNCHED!
Spotify Wrapped, Granola Crunched.. but what about all your 100k text messages? Introducing iMessage Wrapped 🌯 > runs FULLY locally on your Mac > open source (remix away) > two terminal commands, and that's it > NO message text read wrap2025 dot com Feedback welcome 🙏
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A few fun things from @meetgranola CRUNCHED 2025 –– Also, I have to open Granola for more meetings! 😀
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I'm here to crowd source today. What's the single most interesting or unique gift you can think of getting a friend, keeping it reasonably priced, say under $25, this holiday season?
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Okay, help me out -- @diabrowser vs @ChatGPTapp Atlas vs @perplexity_ai Comet... Which one do you like best and why?
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Grateful to have been invited today to No. 10 Downing Street with the Prime Minister to talk about the work we're doing @camera_int 🇬🇧. We're building Caira to help creators and small businesses capture high-quality content. We believe Al has the potential to dramatically
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My son, a nine year old, a GenZ-slang loving kid, explained that after 67 (pronounced: six seeeeven) came 41 (pronounced: forty one). But did you know that next came 42 (pronounced: forty two)? I learned this the other day. It’s six times seven. And he’s calling it here — next
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Dropouts are the rising stars in tech. @sama and @GabrielPeterss4 agree. HMU if you’re building something fun and you’re a dropout like me. 😏 We get each other. #quitters
hell yeah, business insider wrote an article about me, and it's POSITIVE lets gooo https://t.co/qmnLKE856m
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