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Jason Calacanis

Angel

Learn how to spot, fund, and profit from the next billion-dollar startup—just like Silicon Valley insiders do.
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What Will You Learn?
Mastering early-stage startup investment with insider strategies from successful angel investor Jason Calacanis.

This comprehensive angel investing guide and key strategies outline:

  • Deal Flow Generation - Build networks with entrepreneurs, accelerators, and fellow investors for quality opportunities
  • Startup Evaluation - Assess founder quality, market size, product-market fit, and competitive advantages systematically
  • Portfolio Strategy - Diversify across 25-50 investments expecting 90% losses, 10% massive returns
  • Value-Add Approach - Provide mentorship, connections, and expertise beyond capital to increase success rates


2025 application: AI and emerging tech sectors offer unprecedented angel investment opportunities for qualified investors.

Begin smart angel investing: Start with $1K-5K checks. Join angel groups. Focus on sectors you understand. Successful angels average 20-25% annual returns over 10-year periods.

Learn first. Invest small. Scale wisely.

Strategies

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About the Author

Jason Calacanis is the angel investor who turned $100,000 into $100 million through early Uber and Thumbtack investments.

Scout for Sequoia Capital, invested in 150+ startups with 4 unicorns. Host of This Week in Startups podcast (100+ million downloads). Author of Angel. Founded serial conferences connecting entrepreneurs with investors.

What sets Calacanis apart: He started angel investing with modest capital, proving you don't need millions to build wealth through startups.

Angels following Calacanis's methodology achieve average 27% IRR versus 10% for typical investors.

The scout finding unicorns.

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