Jesse Middleton

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Jesse Middleton

Jesse Middleton

@srcasm

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 انضم Nisan 2007
3.8K يتبع13K المتابعون
Haley Bryant 💛
Haley Bryant 💛@haleymbryant·
who is building in the remembering to get cash for the tooth fairy space
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Sri Batchu🇺🇸
Sri Batchu🇺🇸@sri_batchu·
Rarely do I gatekeep a tool (not an investor). But I don't want these guys to jackup prices. Have found truly best AI email tool.
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Will McKelvey
Will McKelvey@Will_McKelvey·
On a flight right now, and the productivity disparity is GLARING: everyone in first class is using Claude Code everyone in comfort is using Claude Cowork everyone in economy is using ChatGPT everyone in seat 40a is replying "@grok is this real" to dozens of posts
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naveed
naveed@naveedg·
a team of 4 people, on the verge of shipping what would normally require millions and a team of 15+. incredibly proud of us so far. it's my first time ever shipping a consumer hardware product end-to-end. so fucking hard, but so fucking worth it. we’re almost there.
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Jesse Middleton أُعيد تغريده
Stitch by Google
Stitch by Google@stitchbygoogle·
🎙️Voice (Preview) We believe that your voice will be the future driver of design: ✨ In voice mode, Stitch can "see" what you are working on and what you click on (“change this screen”) ✨ Stitch acts as a sounding board to give you real-time design critiques ✨ Tell Stitch to make an update, then another one…. and another one, Stitch works on it all concurrently ✨ Ask it to navigate the canvas completely hands-free (“show me the dashboard screen”) As a preview feature, expect rapid improvements in voice in the coming weeks
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Velocity
Velocity@Watch_Velocity·
full disclosure: all AI-generated. no real actors or people. inspired by true events but entirely fictional.
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Velocity
Velocity@Watch_Velocity·
Hollywood spent $100M+ and years to make The Social Network, WeCrashed, SuperPumped. they're too slow. introducing Velocity. legendary tech stories, shipped fast with AI. first drop: Twitter Wars which company should be next?
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Jesse Middleton
Jesse Middleton@srcasm·
A lot of VCs are backseat drivers. Intentionally or unintentionally, they’ll use their upper hand on terms and deal pressure to steer founders toward decisions that look great on paper but terrible outside of a quarterly report. At @flybridge, we think that’s a recipe for a mediocre company. In fact, we believe that if you blindly follow every VC’s advice verbatim, you’re most certainly going to fail. That’s why, we try to invest in High Agency humans. High Agency humans are people who have a quiet, steady conviction that allows them to absorb our feedback without being steered off their mission. We want you to make the hard decisions. We want you to own the "wrong" calls and the "right" ones. Our job is to provide the capital, network, and sounding board. The best founders we’ve ever backed weren’t afraid to tell us when we were wrong. If you’re building something and looking for a true partner, let’s talk.
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Todd Saunders
Todd Saunders@toddsaunders·
I know an incredible AI pilled CTO looking to transition into an AI transformation role for an interesting growing company that’s not a typical Silicon Valley startup. He’s following this thread but asked I post without using his name. Also he’s based on Boston and remote is preferred. If you are looking for something like this tag your company below and I’m sure he will reach out.
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Jesse Middleton
Jesse Middleton@srcasm·
I get a lot of DMs asking the same thing: "HOW DO I ACTUALLY BREAK INTO VENTURE?!?!?" Most people assume you need an MBA from a specific shortlist of schools or a background in investment banking. That couldn’t be further from the truth (just look at me). Which is why, if I were trying to break into the industry today, I’d ignore the job boards and focus on three specific things: 1. Build a "Proof of Work" Portfolio: You don't need a fund to have an opinion. Write about a specific niche, such as the intersection of voice AI and elder care, and find the three best un-funded companies in that space. If you can show a GP a deal they haven't seen yet, you’ve already done 50% of the job. 2. Be the "First Call" for Founders: Before you're an investor, be a helper. Help a founder with their hiring, GTM strategy, or even just organizing their messy Notion docs. When we reference a deal and the founder says, "You have to talk to this person, they've been incredibly helpful," that's the highest signal we can get. 3. Leverage Your "Surface Area": At Flybridge, we built the NextWave program specifically because we know that operators at companies like Anthropic or NVIDIA see the future very clearly. If you're inside a high-growth company, you are sitting on a goldmine of insights. Use them. Venture is a business of serendipity, but you can engineer that serendipity by being the person who consistently brings value to the table before asking for a seat at it.
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Jesse Middleton
Jesse Middleton@srcasm·
@EthanChoi7 @AlphaSchoolATX Elite tech often starts as a luxury for the few. Prices drop as scale and efficiency unlock broader access. Uber was premium black cars before UberX changed transportation forever. Expecting a similiar path for education. Or at least I hope for it.
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Ethan Choi
Ethan Choi@EthanChoi7·
@srcasm @AlphaSchoolATX 100% agree! Just tough for broader pop when tuition is $40K a year but my understanding is the product is very good. Geniuses of our time - Steve Jobs, Jeff Bezos, Sergey and Larry - all went to project-based learning K-12 schools
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Jesse Middleton
Jesse Middleton@srcasm·
@MG_web3 The best people show up when they have zero incentive. Founders never forget who helped when there was nothing to gain.
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Miles 𓂀
Miles 𓂀@MG_web3·
@srcasm the 'be helpful before asking for a seat' advice is right but the founders who remember you are the ones you helped when it didn't benefit you yet. most people show up when the company is already hot
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Jesse Middleton
Jesse Middleton@srcasm·
@EthanChoi7 I've been looking at @AlphaSchoolATX for my fourth grader just for this reason. At least if schools and colleges ultimately are willing to admit that this is a part of the future, that'd be a huge step in the right direction.
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Ethan Choi
Ethan Choi@EthanChoi7·
@srcasm Appreciate the feedback. I think of it closer to the term “future-proofing” vs a literal interpretation of the wording. :) The article talks about the ways students and colleges should adapt vs. put their head in the sand.
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Andrew Yeung
Andrew Yeung@andruyeung·
Was walking thru Flatiron the other idea and this restaurant caught my eye Apparently it has NYC's longest sushi bar and a mix of Japanese x Italian dishes Anyway I'm hosting a CEO dinner here on Mar 24 If you're a seed-series B founder I'd love to invite you. DM me!
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Jesse Middleton
Jesse Middleton@srcasm·
@maiab Hosted a bunch of founders, funders, and friends with their kids this weekend. It’s a good way to disconnect from the world as your children run circles around you all, discover each other, and create general mayhem. Wouldn’t want it any other way.
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Maia Bittner
Maia Bittner@maiab·
my friends keep wanting to hang out with me without my kids and like idk I feel very conflicted what do we make of that
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Ellen DaSilva
Ellen DaSilva@ellenjdasilva·
Extremely specific life advice: you can convert Fahrenheit to Celsius with the stops on the 6 train. 33 St =0° 42 St=5° 51 St=10° 59 St=15° Works to 96th St!
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Zach Zelle
Zach Zelle@ZachZelle·
venture 🤝 media
Jesse Middleton@srcasm

I get a lot of DMs asking the same thing: "HOW DO I ACTUALLY BREAK INTO VENTURE?!?!?" Most people assume you need an MBA from a specific shortlist of schools or a background in investment banking. That couldn’t be further from the truth (just look at me). Which is why, if I were trying to break into the industry today, I’d ignore the job boards and focus on three specific things: 1. Build a "Proof of Work" Portfolio: You don't need a fund to have an opinion. Write about a specific niche, such as the intersection of voice AI and elder care, and find the three best un-funded companies in that space. If you can show a GP a deal they haven't seen yet, you’ve already done 50% of the job. 2. Be the "First Call" for Founders: Before you're an investor, be a helper. Help a founder with their hiring, GTM strategy, or even just organizing their messy Notion docs. When we reference a deal and the founder says, "You have to talk to this person, they've been incredibly helpful," that's the highest signal we can get. 3. Leverage Your "Surface Area": At Flybridge, we built the NextWave program specifically because we know that operators at companies like Anthropic or NVIDIA see the future very clearly. If you're inside a high-growth company, you are sitting on a goldmine of insights. Use them. Venture is a business of serendipity, but you can engineer that serendipity by being the person who consistently brings value to the table before asking for a seat at it.

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