Roughly ~10 years back there was a thread on this topic (https://news.ycombinator.com/item?id=1108163) which elicited interesting ideas.
I'm wondering what the 2020 answer would be to what would you do to generate a steady 4-5% annual return from $5 million?
Since its inception in 2000, VTSAX has an average annual return of 7.18% [0]. That's 20 years, multiple US presidential administrations, multiple people running the Federal Reserve, and a big economic downturn (2008) thrown in. It's boring and won't give you any cool stories to tell at parties but you'll likely get the 4-5%.
[0] https://investor.vanguard.com/mutual-funds/profile/performan...