Two references that I want to add here:
- Spitznagel - Safe Haven Investing about how tail hedging can improve portfolio compounding, and allow for higher equity allocations
- Jim Garland - Memo to the Darcy Family, about how the real measure of a portfolio for endowment investors is the asset’s fecundity
As you’re already financially independent the latter will help you improve thinking about spending levels (vs 4% rule heuristics) and the former will help build some mental scaffolding on failsafe ways to improve long-term growth
Also it amuses me you’re listening to Hoffstein, he’s a 