> If you’re already set for life it’s less risky to play the odds by investing in hundreds of startups rather than starting one.

Risky is not the word I would use to phrase that, at least not in the financial sense. There's little such risk there, "if you're already set for life" as you said.

More comfortable, for sure. Easier. PG has said as much himself on X several times when asked whether starting a company or investing was harder.