Founder @GPGPTai | Host of @VCMastermind | Managing Director @Shasta; Investing in vertical AI, applied CV, blockchain. Fortuna favet audaci

Joined January 2008
721 Photos and videos
Pinned Tweet
11 Jun 2021
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Replying to @gabosgab
We are so lucky to have had you as an investor, @Jacob! Thank you for believing in @BigBoxVR to lead the round. And then providing insights support to help us execute our vision. You are the best. 😎
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This from @saranormous nails why vertical AI apps are where the durable value sits: the answers that matter live inside someone's private data, their workflow, their trust — places the LLMs can't reach. Building @GPGPTai for PE/VC, I am living this daily. No leaderboard can score whether a deal memo is right — only the investor can. Our job is to earn the seat next to them, every morning.
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New @vcmastermind Season 2 opener episode is live with Vanessa Larco @veelarco of Premise VC, formerly NEA. She and I talked about seed investing, founder preferences, DPI, consumer & enterprise AI, and what it means to build a venture firm like a startup. One of Vanessa's comments I keep coming back to: Seed may have a better DPI playbook than later-stage venture....tune in to hear the full conversation! 🎧 Listen on Apple or Spotify podcasts or → vcmastermind.com/the-new-rul…
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A week into @GPGPTai, the feature people reach for most isn't the one that agrees with them. It's the one that argues the other side of their own deal — and changes what they see. Turns out building something that pushes back on you is the whole point.
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Day one and we already found the ceiling. Good problem. Scaling now.
May 28
We built an AI that thinks like a GP. This morning it got overwhelmed like one too — slow responses, some that never came. Servers back up now. Thanks for the stress test. 😅
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20 years in Silicon Valley as a builder and an investor, and the questions never change: how to pick, how to make the call when the data points three directions and you still have to decide. Today I'm launching what I built for exactly that. GPGPT.
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Founding members have been running it on real deals while we built it. The feedback that stuck wasn't "it's fast." It was "It pushed back on me, and it was right." That's the whole product in one line.
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Congrats to @semil & the @haystackvc team on their Fund 8 and more. When I started @exitround eons ago, Semil wrote my first check. You never forget the first person who steps up to back you, especially when they do it as a singular voice, not needing outside validation or a waiting for a lead. That kind of courage and conviction is blatantly disappearing from VC today.  Too many forget that entrepreneurship and VC is about blazing new trails, not following $trillion dollar highways. Here’s to the Day 1 founders.
Apr 26
[brief update] we have a new set of funds for @haystackvc announcing haystack 8 plus more, but it's really about my teammates @aashaysanghvi_ & @DivyaDhulipala thank you to all of our frequent ecosystem co-conspirators, our LPs, our co-investors, our founders. i'm very grateful 🙏 and this is the most fun role in the world! semilshah.com/2026/04/26/new…
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31 Oct 2025
Quick video from the floor of #FII9 in Riyadh 🇸🇦 A remarkable gathering — from energy to AI, tokenization to quantum, every conversation is global in scale and ambition. @FIIKSA is a special place to get such a BIG THINK perspective across asset classes and industries. Here’s a peek at what everyone’s talking about and the *vibe* of the show floor 👇👇 #VentureCapital #AI #FII #Tokenization #GCC #FIIKSA #Crypto #web3 @FIIKSA @villageglobal @vcmastermind
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28 Oct 2025
Had the pleasure of hosting @courtneyrmccrea, Managing Partner of @RecastCapital, on @vcmastermind. Courtney has backed 100 funds and now focuses exclusively on emerging managers — because the data shows they can outperform. We talk LP psychology, GP storytelling, and why YOU are the differentiator. 🎧 Listen → vcmastermind.com/winning-as-…
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18 Oct 2025
Have you read this? @RibbitCapital’s new Token Letter lays out the future of AI and the road ahead. Reminds me of the early days of mobile when everything was so opaque and, in hindsight, so obvious. Maybe the most formative synthesis of the AI shift we’re experiencing everyday. This is the future. Let’s build it. docsend.com/view/hcv2rx2cq7h… (Yes, put your email address in, this is posted on their website)
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15 Oct 2025
Excited to take @vcmastermind across the pond! 🛫
VC Mastermind After Hours comes to London 🇬🇧 on Nov 3, following the @KauffmanFellows Global Summit opening dinner. An intimate evening for VCs, LPs & Fellows to connect across the global venture community. Supported by our partners @Orrick & @Stifel Venture Banking. VCs in London — click here for details luma.com/2yht9tkr #VCMastermind #VentureCapital #KauffmanFellows
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1 Oct 2025
Just dropped a 🔥 convo w/ @dkimerling of @Deciens Capital on @vcmastermind. 💡 Leading every deal 💡 Concentration over diversification 💡 6,000 LP leads → 183 yeses for Fund III Why differentiation = survival in VC. 🎧 vcmastermind.com/conviction-…
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