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Andy McLoughlin

Managing Partner
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Investor Bay Area
| LinkedIn Twitter Website VCSheet
Background
  • Managing Partner at Uncork Capital alongside founder Jeff Clavier
  • Co-founded Huddle (venture-backed enterprise collaboration platform, acquired 2016)
  • Active angel investor: Intercom, Postmates ($5B to Uber), Calm, Pipedrive ($1.5B to Vista Equity)
  • Awarded OBE in 2015 for services to UK business and technology leadership
  • Co-founded The Founders Pledge and GBx
  • Kauffman Fellow
Companies
Uncork Capital
Bay Area · Seed
VC
Investment Focus
  • B2B software with focus on developer tools, software infrastructure, security
  • Applied AI through an enterprise software lens
  • Tools that become embedded in development workflows
  • Category-defining products with clear enterprise go-to-market
  • Less focused on pure AI research, more on how AI enables better B2B software
Notable Investments
  • LaunchDarkly (feature management)
  • Tailscale (networking/VPN)
  • Human Interest (401k platform)
  • Coder (cloud dev environments)
  • Crossbeam (partner ecosystem)
  • Angel: Intercom, Postmates (Uber $5B), Calm, Pipedrive (Vista $1.5B)
  • Broader Uncork: Fitbit, Sendgrid, Mint
AI Agent Relevance
  • 30% of portfolio allocated to developer tools, infrastructure, and security — where agent infrastructure sits
  • Investment pattern shows conviction in tools that become embedded in developer workflows (LaunchDarkly, Tailscale, Coder)
  • Less "AI-first" than Madrona or Flybridge — pitch should lead with the enterprise software problem, AI agent infrastructure as the means
  • Founder background (Huddle) means he understands enterprise sales cycles and B2B distribution
  • $1.5–4M checks provide right-sized seed capital
  • Best positioning: "the LaunchDarkly or Tailscale of the agent stack" — essential developer infrastructure
Colleagues · 5
Tripp Jones
General Partner · Uncork Capital
Jeff Clavier
Managing Partner at Uncork Capital · Uncork Capital
Sarah Du
Investor at Uncork Capital · Uncork Capital
Susan Liu
Partner at Uncork Capital · Uncork Capital
Amy Saper
Partner at Uncork Capital · Uncork Capital
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