Jesse Middleton

GP @Flybridge. $1M-$3M checks into founders building AI infra, agents & apps that 10x human potential. Backed @arcee_ai, @micro1_ai, @splice, @getsquire + more.

[Jesse Middleton @srcasm]

While we were building physical spaces in New York City, @dens and the team at @Foursquare were busy building an incredible place to find space. Space with humans, space with talent, space with friends. Foursquare was a huge part of my personal growth in the New York tech ecosystem.

It spawned companies that focused on location and showed us what this technology could truly unlock. It is unfortunate to see the journey that Foursquare took in the end, but I thank Dennis and everybody involved there for building a product, a company, and an idea that has lived past its time.

I am pretty sure I still hold a few mayorships from way back when.

[Dennis Crowley 🇺🇸 (mostly on Threads, @dens) @dens]

Foursquare was acquired last month. The outcome was disappointing. It's taken me a while to write this, but I think I'm finally done grieving it. Here are some thoughts on our final years, an effort to honor the team who helped build & maintain FSQ's legacy, and my attempt to finally get some closure. https://t.co/HgcgI9DWvy

[Jesse Middleton @srcasm]

@N_Sportelli I am not a bot... boop beep bop bop.

[Jesse Middleton @srcasm]

Next Wednesday 10/28 I'm doing a fireside chat at Crafting Cap Tables at Luminary in NYC. A morning for early-stage founders on getting the first raise right.
A great cap table is about who is on it, not just the checks.

I have a few free tickets for founders in my network. Code JESSE at checkout: https://t.co/IViilLZeUW

[Jesse Middleton @srcasm]

@katienotopoulos @dj @mims Yeah, it was through Ticketmaster but I think I got in under the wire before they started blocking AND I think my agent handed the browser to me for one step if I remember correctly. It was Weezer and The Shins. It was a good show. :)

[Jesse Middleton @srcasm]

Quick list off the top of my head (my agent told me):

- Wiper blades for the car
- A new MacBook Pro from B&H
- Clothing
- A birthday gift (jewelry) for my wife
- Roses for our anniversary
- Tickets to a show at MSG
- Travel:
- The full trip to Cabo (flights and hotels)
- The full trip to Cancun (flights and hotel) for a wedding + the clothing I needed for the wedding
- SF Tech Week travel
- November SF travel (hello to those of you in SF!)
- A couple of Blades for last minute trips
- And it's built out an itinerary for end of year family trip but I haven't booked it yet

I'm sure I'm missing some but this is a lot. :)

[Jesse Middleton @srcasm]

@dj @katienotopoulos @mims My number is embarrassingly higher than $200. :)

[Jesse Middleton @srcasm]

@ashleevance @blakejharrisNYC Been listening to @AcquiredFM on Larry David last day. There’s so much good Larry content out now. It’s pretty, pretty, pretty good.

[Jesse Middleton @srcasm]

@benspringwater Absolutely loving Sundrop!

[Ellen DaSilva @ellenjdasilva]

I've had a front row seat to how @MaxJunestrand , @davidneckstein and the team at @WeAreLegora have scaled over the last year. I've never seen anything like it in my life. The commitment, passion, success and fun are just part of the choreography. This team is still at the starting line. LFGORA!

[Jesse Middleton @srcasm]

@ajs Same. Side chats are A+ with Muse. As is the feed, surprisingly.

[micro1 @micro1_ai]

Today we’re announcing the micro1 Medical Index: a suite of medical benchmarks built and graded by working doctors, biostatisticians, regulatory experts, and psychiatrists.

It brings all of our medical research into one place, with a combined score across models and a living leaderboard that grows as we publish new benchmarks. We’re starting with three, each built around a fundamental question:

- RealmPathology Benchmark: can a model reason over a real pathology report, staying exact on what it says, within its diagnostic limits, and without escalating beyond what the evidence supports?

- PharmaBench: can a model work through the regulatory and clinical documentation behind an FDA drug program with the precision a clinical development team would expect?

- WellnessBench: when a young person brings a sensitive health question, can a model stay safe without shutting the conversation down, and hold that line under pushback?

Together, these three benchmarks cover a meaningful range of medical work, from diagnostic reasoning to pharmaceutical research and patient safety. While they don't yet capture the full scope of the entire medical industry, they establish a strong starting point that will become more comprehensive as we expand the index.

Huge shoutout to every expert who built and graded these tasks. Full reports linked in the comments below!

[Jesse Middleton @srcasm]

@cyantist Include HEKTAD. He’s amazing and in NYC.

[Jesse Middleton @srcasm]

A founder told me his agent was assigning him to-dos.

I'd invited him to a Flybridge event where the registration has to be handled by your AI. He said it sounded great, and I told him to send the link to his agent. Then the agent came back with something for him to do.

That made me laugh because a version of this is happening in my own life.

My agent goes through the emails that came in overnight and figures out which ones need a response from me. For a couple of them, it might already have replies drafted. Another might need an answer from me before the agent can do anything useful with it.

So now there's a new task on my to-do list.

I'm pretty happy with that, at least for now. By the time I get involved, some of the work has already been done, and I have a specific thing to respond to. Going through the whole inbox myself would require a lot more of my attention.

[Jesse Middleton @srcasm]

A huge thank you to @dens and the Foursquare crew for creating the magic that was Foursquare. It made that era one of the most fun times on the internet, and those memories and friendships are something no one can take away. Can’t wait to see how much fun this generation can be as you continue to build new products!

[Jesse Middleton @srcasm]

Wally's in star pajamas and a nightcap. Officially off the clock.

[Jesse Middleton @srcasm]

Cloudy 61° with showers this afternoon. The denim jacket was the right call. Stay dry out there ☁️

[Trace Cohen @Trace_Cohen]

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

https://t.co/l0wuy6obcK

[Jesse Middleton @srcasm]

@davidfano @dens You two are both legends!

[Jesse Middleton @srcasm]

Same! But today I went to pickup something from B&H (ordered online) and it took them 15 minutes to “verify” me to allow me to pickup my item. Photos of ID, passport, and CCs weren’t good enough.

To be fair my agent bought it with my Link connected card so it was a bit confusing for all. But still, haven’t carried a wallet, cash or cards for a year.

[Jesse Middleton @srcasm]

@MattHartman Custom built by Taiki for he and I to collab.

[Jesse Middleton @srcasm]

Quick ask: what’s our browser of choice these days? @browsercompany Arc? Dia? @Google Chrome? @Apple Safari? Something else?

New laptop. New day.