Entrepreneur turned Seed VC @UncorkCap. Focus on B2B software (dev tools, infra, security, vertical SaaS, applied AI). Food. Drink. Music. Family.

Joined March 2007
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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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“Hello, is that the FBI? It’s Jeff Bezos. Yes, that Jeff Bezos from Amazon. Listen, I know I talked to you government guys recently about Anthropic but I’d also like to report SAP Concur for crimes against humanity. Thanks.”
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My timeline is currently 100% World Cup related (visitors discovering US food is a personal favorite) and I could not be happier.
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When we invested in Mirai Labs (@trymirai) earlier this year, they had a long-ish term plan to offer full-stack on-device inference infrastructure and the underlying models. I thought it would take them a year... In less than four months, their co-designed quant inference stack for Apple Silicon shows 40–60% more tokens/sec vs llama.cpp and MLX at the same quality level. This week they published technical posts on quantization (trymirai.com/blog/quantizati…) and sparse buffers (trymirai.com/blog/sparse-buf…) which I encourage app builders and inference consumers to read. Awesome stuff from @Darkolorin, @dmitrshvets, and the Mirai team.
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There's a reasonably sophisticated scammer hitting up my friends, colleagues, co-investors, and LPs from a random 332 number. It's not me. Which is obvious if you get into it with them as that start talking about crypto and blockchain and seminars and other such nonsense. Stay vigilent!
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Andy McLoughlin retweeted
BREAKING: Apple is no longer the final boss every app you vibe code on Anything now ships to the Play Store too
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Since launching in 2015, @LaunchDarkly has been synonymous with enterprise-grade feature management (50 trillion feature evals per day, serving many of the most exciting companies in the world). Today they're announcing AgentControl, the first product as they become the runtime control platform teams trust to move quickly with AI. While staying in control of code (and agents) in production, of course. Very excited for LD's next chapter! 🚀
I started LaunchDarkly because teams deserved better control over what they shipped. With AI, that matters more than ever. Today we’re launching AgentControl: real-time visibility and control for AI agents in production. ld.team/6W88xI
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MIA is MIA
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Andy McLoughlin retweeted
Mirai Tech is now Mirai Labs (@trymirai) A full-stack frontier lab for on-device AI. Models, inference engine, quantization, and application layer, all co-designed from the hardware constraint up. Interactive AI is a continuous loop: parsing, validating, tool calls, rendering. That only works when latency disappears. Cloud models can't get you there as they're built for large batches, abundant memory, throughput as the metric. On-device inverts every assumption, requiring the architecture that was built from the hardware constraint up. The silicon is shipped. The software stack to match the chip doesn't exist yet. That's ours to build.
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Andy McLoughlin retweeted
At Nuon, we eat our own dogfood. We run Nuon as a BYOC service in our customer's accounts. It's not easy, but it is insightful and makes us better. Here are some of the hardest challenges we see, which you might see as well when offering your BYOC:
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Obligatory "I spoke on the big stage at Web Summit" photos
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Had a lot of fun (really, actually) chatting with @kentlind on the Something Ventured podcast. We cover a lot of ground: the early days of seed investing (featuring folks like @jeff, @m2jr, @joshk et al), the state of seed today, Silicon Valley's "British invasion" (Kent's words, not mine), the great charitable work being done by Founders Pledge, San Francisco's resurgence (powered in no small part by @GrowSF), and - of course - AI. Lots about AI. somethingventured.us/uncork-…
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Everything Also In French is one of my favorite things about visiting Canada
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Andy McLoughlin retweeted
Every AI founder has the Claude Spookies right now. Will Claude’s next release kill our product? I studied the fastest-growing vertical AI companies (e.g. Cursor, Sierra, Legora) to uncover the 3 moats that actually hold. In February 2026, one Anthropic update made Ryze AI, a startup with a 70% deal close rate, irrelevant overnight. The founder posted "Claude killed my startup." Every founder felt it. The week Anthropic released Cowork, $1 trillion of value was wiped from the stock market. Last week, Anthropic released 10 finance agent templates and FactSet dropped 8.1% the same day With OpenAI re-entering enterprise, model providers will keep moving up the stack as competition heats up. At the same time, vertical AI companies are growing at insane rates. @cursor_ai added $1B in ARR in a single quarter (Coding). @WeAreLegora hit $100M ARR in 18 months and @evenuplaw 4X'ed revenue to $100M (Legal). Abridge went from $8M to $117M ARR in 15 months (Healthcare). @SierraPlatform hit $150M in 2 years (Customer service). These companies share 3 moats that make customers choose them over Claude: 1. Proprietary data loops that compound Abridge is built on 50M clinical conversations. EvenUp built a proprietary settlement database of 200K cases and millions of medical records. Clay has a data marketplace that's needed despite LLMs commoditizing outbound. Sierra's Journeys codify each customer's voice, procedures, & brand that compound over time. These data investments are too fringe for LLMs, but they matter to busy customers who need time to value. 2. UX is built for the customer’s workflow Abridge saves physicians 2 hours a day, because it lives inside Epic's native interface. Legora lives inside Word and Outlook, where lawyers already work. Its tabular view makes bulk actions like reviewing 500 customer contracts during an M&A deal easy. Cursor is so good at embedding into the org's workflows and context, making it easy to go from feedback to PRs. The workflow-native UX, paired with FDEs who know the buyer's domain, are why vertical AI keeps winning deals over LLMs. 3. Platform leverage that compounds The best vertical AI companies are consolidating workflows and becoming the platform other workflows route through. Legora is now an agentic OS for legal work, embedding inside Microsoft Word and law firm document management systems. Abridge started with clinical notes but is expanding into orders, prior auth, and revenue cycle, becoming infrastructure across 250 health systems. While general-purpose models will accrue more integrations, they can't replicate a platform that third parties have already built their businesses on. At @mutinycorp we're investing in all three: workflow-native UX, proprietary contact-level analytics from owning the asset layer, and a platform play we'll share more on soon. The Claude Spookies are real, but so is the demand. The $10B vertical AI winners will nail time-to-value and get harder to rip out the longer you use them.
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“I have a ton of friends who also work in venture”
A new study shows that individuals with similar levels of autistic traits are naturally drawn to one another. Brain scans reveal they use alternative, highly effective neural strategies to connect, challenging traditional deficit-based models of autism. dlvr.it/TSSN7t
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San Francisco is on the right track and we can be proud of how the city is bouncing back. But there’s still a lot to do: downtown recovery, more housing, clean streets, public safety. The @GrowSF guide has pretty much nailed who you should vote for in order to keep things going.
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(No doubt this tweet will get some heat from the crazies who want to keep things dysfunctional)
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Perplexity, Netlify:
Ramp TOP SAAS VENDORS MAY 2026 @tryramp 1. FIGMA is a fastest growing vendor, and the only publicly traded company on our list. Now competing with Claude Design. 2. AI inference platforms grew as businesses opted for cheaper models to combat exploding token budgets. 3. It's a great time to be in web deployment (Vercel, Netlify, Lovable)
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Andy McLoughlin retweeted
Excited to join @meliarobin, @Bandrew, @ilyaf and Colin Tobias on stage at TechGC Nexus tomorrow discussing the future of work and legal AI! Cannot promise that Jude Law vs. Harvey Specter won't come up...
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What a great first five years, and what a fun way to celebrate.
May 5
Today, Wander turns 5 years old.🎉 To celebrate you helping us make it here, we’re giving away a free trip to one of our 5 original properties. To enter, simply reshare this post and tag the person you’d want to go on an adventure with in the replies.
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Delighted to welcome James, Andreas and the Unkey team to the Uncork portfolio! APIs remain the backbone of the modern internet but until now the tooling to build and deploy them remained entrenched in the stone age. No more - Unkey is the way that every ambitious technology company will serve APIs, tokens, and whatever comes next 🚀
Unkey raised $4.5M led by @uncorkcap. Deploy production APIs on real servers. No serverless. No cold starts. Instant rollbacks. Ship APIs, not infrastructure. ↓ unkey.com/blog/unkey-raises-…
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To add, pumped to be investing alongside our friends and regular collaborators Essence (@EssenceVenture), Sunflower (@seedtosunflower), Step Function (@wnlehmann), Tokyo Black (@keenanrice), and Homebrew (@homebrew)
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