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Well the “list” part comes from classified listings
Nah it’s weirder. It began as an email distribution list by the eponymous Craig.
Let him cook
Kinda sad the state of craigslist these days.
In its heyday you could get anything you wanted immediately.
5 guys to help you move to a new apartment in 1 hr from now, check
5 guys to plow your wife, check
5 guys to plow you too, check.
Also you could sell your old cassette tape collection for $2 negotiated down to $1 when the buyer showed up.