Sometimes I get shocked by these numbers and it reminds me how little I know about business. Like if you showed me the wikipedia page for Zapier and asked me give it some value, I would be way off. Or if you pitched the business idea to me, I would tell you do something better with your time.
IIRC, Microsoft acquired CompareNet for $400m in 1999. Scripts for scrapping prices. Written in Perl.
I always get stuck on the little questions. Like: Does it work? Is idea worth doing? How big is the market?
(I mention CompareNet because I had some contact with one of the founders. It's my IRL example that I never figured out how to play this game.)