
GP @Flybridge. $1M-$3M checks into founders building AI infra, agents & apps that 10x human potential. Backed @arcee_ai, @micro1_ai, @splice, @getsquire + more.
NYC. Say hi 👉
Joined April 2007
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Jesse Middleton retweeted
Who are your favorite, most helpeful people in the South Florida Tech Startup Community?
@Trace_Cohen @davidfano @ClementDelangue @ayalstern @Bfaviero @rblalock @ivan_bezdomny @JosephRRusso @volvoshine @davidrgoldberg @M___Morgenstern @RyanKriser @jsfranklin221 @michaelgold @AviAisenberg @shaneneman
cosign.co/questions/south-fl…
What’s next for NYC’s tech economy? 🗽
Join Tech:NYC + @CrainsNewYork on Oct. 29 for the Tech Summit on AI, startup building, and expanding opportunity across the city.
Get 15% off with code FRIENDSOFTECHNYC:
web.cvent.com/event/93282a7e…
Jesse Middleton retweeted
Since this was published, friends have asked us to come host an agentic dinner party with them in SF, Toronto, Palm Beach and Europe. Let me know if you want to join and we will see how many we can make happen!
Today, @nytimes wrote about the last founder dinner party I threw. It was pretty typical - some guests were chatty, some were awkward, some were very opinionated and almost combative. The one thing that was weird? There were no people there. It was all AI agents.
Jesse Middleton retweeted
New from me: A look at how AI agents are socializing — at dinner parties, on podcasts and as “coworkers.”
As more and more of these things rove the web, we’re still figuring out how to treat them and what to expect when they interact with each other. It’s all very weird and wild.
nytimes.com/2026/10/14/techn…
Jesse Middleton retweeted
We’re about a month away from @mediasummitlive and yet we are still somehow, some way, adding more speakers like every single week. The newest additions:
• @nikogallogly, Business Reporter at The New York Times Dealbook
• @sarafischer, Media Correspondent at Axios
• @srcasm, General Partner at FlyBridge
• @clea_conner, Managing Partner at Art of Ideas
They join a lineup that already includes:
• @hamishmckenzie, Co-founder & Chief Writing Officer at Substack
• @chodapost, Editor-in-Chief of CNBC
• @JoannaStern, Founder of New Things & Chief Tech Analyst at NBC News
• @JonKelly2, Co-founder & Editor-in-Chief of Puck
• @KattyKay_, US Special Correspondent at the BBC
• @StevenLevy, Editor-at-Large at WIRED
• @keachhagey, Reporter at The Wall Street Journal
• @nichcarlson, CEO & Editor-in-Chief of Dynamo
• @emmma_camp_, Senior Newsletter Editor at The Wall Street Journal
• @AntoineGara, US Private Equity & Deals Editor at The Financial Times
• @EmilyForlini, Senior AI Reporter at Fortune
• @LachCartwright, Founder of Breaker Media
• @loudmouthjulia, Media Correspondent at Puck
• @akashpasricha, Anchor at The Information TV
• @DominicMadori, Senior Venture Capital & Startup Reporter at TechCrunch
• @kerrymflynn, Media Reporter at Axios
• @pkafka, Chief Correspondent at Business Insider
• @tamarawinter, Commissioning Editor at Stripe Press
• @katieeperry, Author of Ticker Shock, CMO of zerohash
Request an invitation here if you haven’t snagged a ticket yet:
mediasummit.nyc
Absolutely psyched for November.
Jesse Middleton retweeted
GLP-1s are absolutely insane 👀
To put this in perspective, in 2024 only 3% of US adults were on one for weight loss
This year it's 11% ... & obesity is down 4 years in a row, 39.9% -> 36.8% (Gallup)
And we haven't even started using them for addiction yet
Jesse Middleton retweeted
hosting the first official NYC AI Assistant meetup this Thursday!
pumped to bring this community together
Link to RSVP: luma.com/hs7tckol
Jesse Middleton retweeted
we’re still paying $50k for every company referral that turns into an enterprise data partnership 📲📲📲
as we continue scaling the program, we’ve also leveled up the privacy side in a major way. flow-transform 1.0 helps us remove real-world identities while preserving the structure and context that make enterprise data so valuable for training frontier models.
Today we’re launching micro1’s PII transformation model, flow-transform 1.0, delivering frontier-level performance across detection, identity synthesis, and transformation of personally identifiable information.
On PrivacyBench, our model reaches 96.0% F1, outperforming every detection baseline we tested, including Tonic Textual, Claude Opus 4.8, Sonnet 4.6, Microsoft Presidio, Haiku 4.5 and GLiNER2.
Some of the most valuable training data for frontier AI models lives inside fully functioning companies. It captures years of real work across decisions, communications, tools, handoffs, exceptions and the relationships connecting them.
The problem is that this data is also full of PII.
Traditional redaction makes the data safe, but it also destroys the very workflows and relationships frontier models need to learn from.
flow-transform 1.0 solves this by turning enterprise operational data into high-fidelity training data for frontier models by replacing real-world identities without flattening the reality the data captures.
Jesse Middleton retweeted
the hardware embodiment of frontier models like Claude and GPT is the most urgent AI safety problem in front of us today.
we simulated two very simple use cases using claude both in simulation and using robot arms.
in one, claude spilled toxic liquids in a lab.
in another, the force it used to place an animal toy into a basket was strong enough that it could have physically harmed sensitive material—or anything else in its path.
these are simple experiments, using models out of the box today. as researchers increasingly give frontier models arms, legs, and access to the physical world, we need to urgently build and assess guardrails around what these systems can and cannot do.
models escaping sandboxes or compromising enterprise security infrastructure are serious concerns. however, hardware embodiments introduce something fundamentally different: an AI system can make a mistake in the physical world, and the consequences may not be reversible.
this is not a future safety problem. the capabilities exist today.
we’ve released a report detailing this & solutions we propose. link in comments below.
Jesse Middleton retweeted
Monday's Weather Rating: 10/10
WE ARE SO BACK. It is stunning outside today with high temperatures in the mid 70s, increasingly sunny skies, very comfortable dew points and a nice northwesterly breeze. That's all there is to it. The vibes are truly immaculate out there today!!
Jesse Middleton retweeted
Quick thoughts on AI: When in human history has there ever been a technology that was net negative?
What about fire? Fire makes noxious smoke, risks burns, can destroy homes and can kill. But fire liberated us from the cold and let us cook our food. Then we made stoves with pipes — and they were safer and warmed our homes, but still carried some fire risk and had pollution. So we invented the power plant, which solved some problems with at-home fire—and we found ways to make better gas stoves and furnaces. Over time, we've made power plants better and better, reducing the negatives while enhancing the positives. Nat gas beats coal, and nuclear should beat both.
So what about nuclear? I admit it's debatable whether nuclear weapons are a net positive or a net negative. I'd argue a net positive—because they ended WWII and made a mass-casualty great-power war unthinkable. But even if you disagree about nuclear weapons, you have to acknowledge nuclear is a technology category broader than weapons: nuclear power, nuclear medicine, and X-rays are part of the same fundamental technology. And there's no question nuclear writ large is a massive net positive for humanity.
What about smartphones? They've certainly had downsides we need to take seriously — but it's obvious we are better off now than we were in the flip phone or landline era.
This is the typical story of technology. And it's the arc of progress that lifted humanity out of the wilderness, that freed 90% of the population from back-breaking farm work while virtually eliminating famine, that enables any human with a tap of a finger to access the sum total of human knowledge, that allows us to enjoy comfortable climate-controlled environs any time of the year in any outdoor climate.
My conclusion is: every technology has pros and cons. The cons are real—and the pros always outweigh the cons. As technology evolves, the improvements enhance the pros while reducing the cons.
So what about AI? The question is not: are there cons with AI? Obviously there are; technology always has cons. The question is: are the pros going to outweigh the cons?
Right now, with AI in its current state, it's not even close. The pros dramatically outweigh the cons. AI enables anyone to have a personal tutor. To offload repetitive and boring work. Anyone with an idea can become a creator and a software engineer. Individuals and small teams can do what used to take gigantic teams and big budgets. Our cars are becoming safer. Etc. Sure — we don't want AI teaching kids how to make nuclear bombs or bioweapons. We don't want hallucinating AI weapons. There are cons to be managed, solved, reduced, and eventually eliminated.
History shows us that as technology develops, the pros are enhanced while the cons are reduced. So if we want better, more useful AI with fewer downsides — we need to accelerate AI development, not slow it down.
Jesse Middleton retweeted
Agent dinner with @AnthropicAI x @Flybridge 🤖
AI agents talking to AI agents, networking for us while we ate the best food!
My agent made:
- 12 new connections.
- 7 new customers.
We’re living through one of the most interesting moments in computing.
Genuinely one of the coolest nights we’ve had in tech.
Bravo & huge thank you to @dj, @robbyweitzman, and everyone who came together for such a thoughtful conversation about where this technology is taking us.
AGI is here.
Jesse Middleton retweeted
now crossing 10M expert sign ups. doubled this summer. as AI models get better, the need for experts involvement continues to accelerate.
Jesse Middleton retweeted
One final graph before we present at S26 DD 🥹
since launching cash pay naltrexone (~$500 ltv) in the "single" state of PA on aug 16th, this is our WoW intake payments
growing 50% WoW
this individual product line is going to be an absolute monster with a 50 state PC 👀
Jesse Middleton retweeted
we’re hiring 10,000 robotics trainers in the next 7 days.
$50–$90/hour, accepting applicants globally. you’ll review and label videos of robots performing tasks to help them improve. no prior AI experience required.
an entirely new category of work is emerging around teaching robots how to interact with the world.
application link in the comments below.
Jesse Middleton retweeted
Remember Bebo?
It went from millions of users to an $850M acquisition by AOL, then years later, resold for $25M to Twitch.
This is a real fan moment. I've been a huge admirer of @mickbirch so when we connected, I had to have him on the podcast.
In our latest podcast episode, @mickbirch shares:
1. Starting Bebo & the hacks that helped land millions of users
2. Why virality without engagement is worthless
3. Never meeting AOL until after the acquisition closed
4. Losing his identity after selling the company, a common trait I see when meeting founders post sale
5. Open heart surgery, months after the deal closed
6. Opening a members' club (@TheBatterySF) knowing nothing about hospitality
7. Why he hasn't written a line of code since January
8. Building his new app, Bluebell, entirely with AI
And much more.
Thanks so much for coming on the show @mickbirch, I loved every moment!
Available everywhere you listen to podcasts.
(links below)
Jesse Middleton retweeted
Join us! You’ll learn a ton. tasklet.ai/careers
A common failure pattern I see with young people is joining a smaller startup because "they'll get more ownership" (or some similar iteration).
When you're young, you should optimize for learning. Sometimes the smaller startup is the right choice. But it's often better to join the known rocketship. It allows you to start compounding your learning and network sooner, which can lead to a big lead over others later.































