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We Built an AI CFO to Help You Grow Your Net Worth | Anthony Pompliano
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We Built an AI CFO to Help You Grow Your Net Worth | Anthony Pompliano

How Pomp built a career without a plan, and why he’s betting that his tiny team can beat the AI labs at personal finance

Dear subscribers,

Today, I want to share a new episode with Anthony Pompliano.

Pomp and I worked together at Facebook a decade ago before he became an investor, best-selling author, and public company CEO with an audience of 3.3M. We had a great chat about how to build an extraordinary career and life and how he’s building Silvia, an AI CFO for independent investors, to take on the AI labs.

Watch now on YouTube, Apple, and Spotify.

Pomp and I talked about:

  • (00:00) Why Pomp never had a career plan

  • (04:43) Why an audience is the best way to win

  • (10:33) Paid work trials instead of job interviews

  • (18:35) Hire for revenue, not margins

  • (20:32) Silvia: An AI CFO for investors

  • (25:00) How AI found a great tax strategy

  • (32:05) How a team of under 10 plans to compete with the AI labs

  • (35:58) Pomp’s latest take on Bitcoin

  • (39:21) How Pomp teaches his four kids to solve problems


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Top takeaways I learned from this episode

Pomp’s career playbook

  1. Here’s a brief history of Pomp’s fascinating career. He never had a 10-year plan. Instead, each move solved his biggest problem and set up the next one:

    • Learn the skill you’re missing: His first two startups failed to scale, so he joined Facebook to learn growth.

    • Get an audience first to get deal flow: He wanted to invest but didn’t know the next generation of founders, so he built a 2.4M following on X by going deep on Bitcoin.

    • Show up every day: In May 2018, he started a daily newsletter that began as crypto news. He still writes it himself every morning, and it now has 270,000+ subscribers.

    • Start small to test fit: He and his partner started with a $3.5M fund and took no management fee. Pomp has since invested in 300+ private companies.

    • Solve your own problem: Pomp was tired of updating his personal finance spreadsheet by hand every week. As AI took off, his team turned it into Silvia, an AI CFO for independent investors.

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