Jesse Middleton @srcasm
General Partner at @Flybridge. Board of @TechNYC. Father to an awesome nine year old and a nearly two year old baby girl! š @thecatmiddleton. flybridge.com New York, NY Joined April 2007-
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At WeWork, I could hire my ten favorite people. At Flybridge, I get one new hire every couple years. High-growth companies have room for error. You develop KPIs, test what works, refine your pattern recognition through repetition. At a venture firm, it's an n-of-one problem.ā¦
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Jesse Middleton retweeted
Life lately, captured using our film style @camera_int šø in SwitzerlandšØš Weāre announcing something new soon!
SFās streets were empty at 2pm on a Tuesday when I visited a few weeks ago. I think itās because everyone is grinding, rather than the āeveryoneās left for Miami/Austin/New York.ā Iāve been hearing a lot about 996 culture. First in China, now in the Bay Areaā¦9am to 9pm, sixā¦
Jesse Middleton retweeted
Todayās kickoff day for YC F25, so feels like a good time to announce Sunflower is in F25 š«” Stay tuned for our full launch of the fully verticalized platform for addiction We are going to build the most effective addiction protocol humanity has ever made š»
Jesse Middleton retweeted
Why Camera Intelligence? Because the future of imaging isnāt just about sharper sensors ā itās about rethinking the entire workflow. For decades, cameras have been passive capture devices, disconnected from the creative process. By integrating LLMs directly into anā¦
Most AI software today is a glorified suggestion box. "Here's what you could write." "Consider this approach." "Maybe try this." Agentic software is different. It acts, decides, and completes the job. For example, BrightHire. It runs interviews, transcribes them, capturesā¦
Some VCs play the lottery. Write 200 small checks and hope one becomes Uber. That's a valid strategy. It's just not ours. At Flybridge, we do things differently. We invest in ~10 companies a year. With a $100M fund, that equates to $1-3M checks as lead or co-lead. Iām a bigā¦
I've been testing @SuperMeAI (new AI tool). Itās pretty awesome. I gave it my LinkedIn, Twitter, and podcasts. It learned everything it could about me. Things were going great until it started hallucinating (the team got to the bottom of it quickly and were super responsive, soā¦
Infrastructure is boring until it isn't. Nobody cared about databases until MongoDB made them simple. Same thing with Firebase. Nobody thought about authentication until they solved it. They may not have been the sexiest investments, but they were necessary ones. Itās theā¦
Iāve now done three seasons of The Pitch. The show is awesome (check it out if you havenāt). Josh, Lisa, and team do a great job. But the experience is a lot different than traditional venture investing. First, on the show, we go in blind. We donāt get any information about theā¦
Off to Brazil š§š· for all of 36 hoursā¦ SĆ£o Paulo, here I come! Whatās one thing I should try to sneak in in between meetings and before my return flight? Adding this photo from today because Iām going to miss these little ones! š
How to stand out in an interview (in 2025)š I posted a Chief of Staff role for less than 72 hours. The response was pretty overwhelming, roughly ~1,500 applications. We invited dozens for first round interviewed, narrowed that down to two dozen for a second round, and then ofā¦
Jesse Middleton retweeted
@chrisstanchak @srcasm tasklet.ai -- currently occupying 99.99% of my attention and brain space
Stoked to be at @PrimaryVCās NYC Summit today. First up is @bradsvrluga, @serenawilliams, and @bethferreira talking about New York, venture and @SerenaVenturesā latest fund. š Come say hi if youāre here!
AI has a classic cold start problem. Tasklet's founder told me their biggest challenge is that their tool can do anything. āGiving users examples limits their imagination.ā For example, if you say "it does mail merges,ā the suddenly people think it's a mail merge tool. It'sā¦
You can just do (fix) things. Thanks @nikitabier and team!
You can just do (fix) things. Thanks @nikitabier and team!
Iām pleased to announce our $100M Flybridge 2025 fund!! This is our seventh seed fund. We've already cut three checks since the first close :) Here's where we're investingā¦ 1. Infrastructure ā The picks and shovels. We backed MongoDB and Firebase in the cloud era. Now it'sā¦
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