TLDR Founders · STRATEGIES & TACTICS

HOW TO (NOT) INVEST LIFE CHANGING MONEY

sillymoney.com12 min read

Summary from the TLDR Founders newsletter

A transparent look at how one founder managed his post-acquisition windfall in 2020, comparing his DIY investing approach against Goldman Sachs' wealth management. Despite Goldman's 0.73% annual fees and "vanilla" portfolio strategy split between fixed income and equities, its conservative 10% IRR matched the author's more aggressive 14% IRR on his personal portfolio of venture funds, crypto, real estate, and individual stocks. Even sophisticated founders can underperform simple index investing in their quest for alpha during one of the market's strongest bull runs.