Managing Tech Millions

138: 3 BIG changes I'm making to my $8M portfolio in 2026

Dec 23, 2025
Discover what's shaping a high-stakes $8M portfolio! Learn about a strategic shift focusing on reducing risk and enhancing liquidity for 2026. The host reveals plans to exit underperforming real estate investments and double down on successful private equity operators. Transitioning to public-market income offers new opportunities, while an annual review process ensures clarity in decision-making. Family involvement is emphasized for successful wealth succession, highlighting the importance of simplicity in investment strategies.
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ADVICE

Run An Annual Portfolio CEO Review

  • Run an annual Portfolio CEO review covering portfolio, operations, and succession.
  • Use an explicit investment thesis as your north star for every decision.
INSIGHT

Prioritize Resilience Over Max Returns

  • Shift priorities toward reducing risk, increasing liquidity, and diversifying income rather than chasing highest returns.
  • Build a resilient portfolio that compounds steadily and stays flexible across cycles.
ADVICE

Exit Underperforming Private Bets

  • Exit private investments that consistently miss projections or trap capital with no clear exit.
  • Redeploy that capital to opportunities that better match your investment thesis.
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