Entrepreneur turned Seed VC @UncorkCap. Focus on B2B software (dev tools, infra, security, tons of AI obvs). Food. Drink. Music. Family.

🇬🇧🇺🇸 in SF
Today marks Uncork Capital's 21st 🎂 That would usually be reason enough to celebrate but I'm also delighted to announce that we've raised $300M in new funds to back the founders building the next generation of category-defining companies 🚀 medium.com/uncorkcapital/unc…
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Andy McLoughlin retweeted
Big congrats to the @Numeral team on their Series C! Very proud to have backed them since the seed. @SpamRoss and Matt are some of the most impressive founders I’ve ever met. They’ve gone after a huge, mission-critical market dominated by legacy incumbents and have become the dominant next-gen player in just a few years, with 3,500+ customers across 90+ countries. Couldn’t be more excited to invest more in this round!
Numeral has raised a $100M Series C, led by Insight Partners with participation from Salesforce Ventures, Benchmark, Mayfield, Uncork, Y Combinator, FCVC, and Geodesic. This brings our total funding to $157M. @numeral solves U.S. sales tax, VAT, and GST compliance for 3,500+ global businesses, trusted by companies like Supabase, Eight Sleep, and Graza. We’re building the future of tax -- where AI agents, human expertise, and global compliance come together in one system. Since starting the business in 2023, we’ve grown quickly across our core e-commerce and software segments, while expanding into new industries including manufacturing, distribution, and wholesale. There is a lot of work in front of us. Sales tax is more dynamic than ever, with states like California implementing new taxes on software and more states using AI for enforcement. We are hiring across the org from engineering to product, sales, and marketing. And we’ve just opened our new office in NYC. If you are looking for what’s next, I’d love for you to take a peek at our careers page. Excited for the year ahead. And humbled to be working with investors like @insightpartners, @rebeccaliudoyle, @SalesforceVC, @katiessschwartz, @ZKokosa, @MayfieldFund, @SPangulur, @benchmark, @chetanp, @ycombinator, @gustaf, @uncorkcap, @susanwliu, @GeodesicCap, @arvindayyala, @FundersClub, @mittal, @mantisVC, @AlexPallNY, @ShaanVP, @lennysan, @moizali, @ringmybeller, @khency6, @asturnerr, @maariabajwa and so many others.
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First Macklemore then this. Thin wrappers are having a moment. (I'll get my coat)
> be Harvey > lawyers give you money “bcuz AI” > product sucks, no one uses > seat pricing means less usage = higher margins > acquire $15.5B valuation selling mediocre frontier model wrapper > models suddenly git gud > lawyers start actually using the product > ohno.jpeg > token costs explode > gross margin goes from +50% to -50% > pivot to lower quality open models to halt usage growth > mfw accidentally built AI company that's structurally short AI progress
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Based on the replies, Uncork will soon have more partners listed on LinkedIn than a16z
You know you've "made it" when an absolute random claims to be a partner at your firm
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Despite the wobble a few years back, the SVB name still has so much brand equity. It feels like a massive fail on the part of First Citizens to retire it. Literally nobody is excited about the innovation unit of some rando regional bank.
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Preach, Nate
IMHO I'm always calling @SiliconVlyBank, SVB.
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You know you've "made it" when an absolute random claims to be a partner at your firm
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I mean, come on.
I continue to believe that the Amazon PM responsible for Kindle reader lock screen ads is basically having a huge laugh at everyone’s expense. The ads have been comically bad for years now.
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🤷🏻‍♂️
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“Maybe means no” Our seven year old is wise.
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Dammit @united. Your crappy not-Starlink wifi means I have to do the actual work myself 😡
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Everyone already knows how this is going to play out. The comments are S-tier British humo(u)r 🏆
Bryony and Matt are spending £820,000 on a modern, high-performance home on the Cornish coast - designed to meet the highest environmental standards. Will they pull it off? 📺 NEW Grand Designs | Tonight, 9pm | Channel 4
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Tailscale is of the most underrated companies operating today. Quietly everywhere, powering all the things. Oh, we and seeded it in 2019 alongside our friends at @heavybit
I think every AI harness needs to support Tailscale Muse and Grok Bot do it out of box Codex and Claude Code cloud containers are missing this right now
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Andy McLoughlin retweeted
Louder for the people in the back kind sir.
Can we all just pause for a sec and reflect on how fucking important Tailscale is, and how nobody ever talks about them? I don't think I've ever seen a more useful service with a more invisible corporate footprint.
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Andy McLoughlin retweeted
Anthropic's head of Claude Code, Cat Wu, said it best: "The teams that care most about running Claude Code on their own infrastructure tend to be the ones with the most rigorous environmental isolation requirements. Coder has built a strong reputation serving those teams, and Agent Relay gives them a straightforward way to bring Claude Code into environments they already control.” Rad more on @coderhq blog: coder.com/blog/agent-relay-c… 🚀
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Software equivalent of “pay peanuts, get monkeys” 🙈
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“8+ years of experience” 😭 👴🏻
A recruiter accidentally left this on a job description. Looks like they are pretty picky.
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San Franciscans! Dreamforce starts tomorrow so here are my top 5 tips for dealing with the madness: 1. Go to NYC for the week
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(I will add that I think Dreamforce and other big conferences are great for the city and I want every attendee to come away with a massively positive impression of the progress we've made over the last few years. I just don't want to get caught up in it.)
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Evergreen tweet
People who send unsolicited calendar invites (especially for webinars) deserve a special place in hell
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I’m not sure who needs to hear this but the last one minute spoken word section of Duck Sauce’s 2011 hit Barbara Streisand is absolutely magnificent. open.spotify.com/track/1tQCO…
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