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Leura Craig

Founder & Managing Partner
Investor Los Angeles
| LinkedIn Website
Background
  • Founded Outlander VC and Outlander Labs
  • Built a reputation as a conviction-driven first-check investor
  • Top-decile fund performance driven by early bets like Scale AI
  • Publishes extensive content on enterprise AI investing (Outlander Field Guide)
  • Published "25 Enterprise AI VCs Writing Pre-Seed Checks in 2025" — well-connected in the AI VC ecosystem
Investment Focus
  • Enterprise AI
  • Pre-seed and seed stage
  • First institutional check
  • Companies building foundational AI infrastructure and applications
Notable Investments

Scale AI (first check, now valued at $14B+), plus a broader portfolio across enterprise AI and infrastructure at pre-seed/seed stages.

AI Agent Relevance
  • Very strong fit — Outlander's entire thesis centers on enterprise AI at the earliest stage
  • Being the first check in Scale AI demonstrates exceptional AI deal judgment
  • $500K–$2.5M check sizes are ideal for pre-seed/seed AI agent companies
  • Top-decile returns mean LPs are happy and follow-on capital is available
  • Publishes extensively on enterprise AI VC landscape — deeply networked in the space
  • Her Field Guide content shows she actively helps portfolio companies navigate fundraising
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