Here's How We're Investing Our Money

About this video

Sam and Shaan answer a listener question about their personal investment portfolios and philosophies. Sam describes a conservative approach with ~90% in index funds (S&P 500) plus angel investments and real estate, while Shaan discusses a more aggressive strategy with substantial crypto holdings, angel investing through a rolling fund, and larger bets on companies he believes in. The hosts also discuss their rolling fund operations and reflect on how meeting ambitious people like their friend Suli has influenced their investment mindsets.

Key takeaways

  • Sam maintains a conservative portfolio heavily weighted toward low-cost index funds (S&P 500) with ~1-3% allocated to angel investments and real estate, while Shaan takes a more aggressive approach with significant crypto holdings and larger conviction bets inspired by investors like Chris Sacca
  • Shaan’s rolling fund requires more operational work than initially expected—deploying $1M quarterly—but he’s scaled it by hiring talented people like Zach (a YC founder) to help source and vet deals
  • Both hosts believe discussing money and wealth-building strategies openly is valuable and should not be taboo, as it helps others learn and removes information asymmetries that wealthy people often gatekeep

Episode details: published April 6, 2021 · 886 views · 18:14 long. Summary written by Self Growth Videos from the episode itself. The business ideas, figures and results discussed are the hosts’ and guests’ own claims, shared as brainstorming and entertainment — not verified facts and not investment advice.


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