I’m reminded of this great XKCD comic which nicely summarizes this advice.
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Never invest in an NYC restaurant
There is a great essay by Gary Cernovitz in The New Yorker entitled “The Thrill of Losing Money by Investing in a Manhattan Restaurant” (see The Blurb), and in it Cernovitz lays out the brutality of the business.
Read the essay. It’s quite good. For angel investors in tech, do you see any parallels?