OK, technicals, even cadet technicals, don't fall into my type III, precisely because they tend to stay active (although then they choose projects by interest instead of profitability).
For me, type III starts when one can not only stay in bed all monday and tuesday, but even go sailing across the pacific, without impacting one's income stream in any way — and is confirmed when one actually does so. ("Did nothing in particular / And did it very well")
The circles which I find are enriched in these type IIIs are also very geek-poor.
I think HN's stereotype of financial independence is of someone who's made a successful exit, but (or is this just my parochialism talking?) imx most of my type IIIs were born with it or married into it.
(BTW, I have trad Sand Hill experience, and therefore only the haziest idea of YC. I've been holding off on another, "riding herd", model of what I suspect may be a different sol'n to bigco hires than founder mode, because it'll take a great deal of explanation, but maybe if you're willing to explain the distinctive parts of YC to me I can attempt to explain why I think it's possible bigco hires could very well have been successful under a two-decades-of-sales CEO but tank under leadership that came up through engineering — if so, there's another [imnsho better] alternative to founder mode)
EDIT: http://www.pynchon.pomona.edu/uncollected/farina.html
> On weeknights they had to be inside these places by something like 11 P.M., at which time all the doors were locked.
I'm not even close to that old, and I've been kicked out of a women's dorm because they were locking the doors.
Compare the concierge's (knowing but ironically ignorant) smile, at Lydia's dorm in Наваждение(1965)!