It's also kind of funny, because around the same time he predicted that Linux would take over from FreeBSD despite the difference between average skill level that he claimed to have identified.

ESR's an odd guy, and he got odder after the success of the "Cathedral and the Bazaar" essay...

There have been a lot of complaints about him abusing the jargon file, e.g. this slashdot story: ESR Recasts Jargon File in Own Image