If female celebrities break into a cold sweat over Reddit users, just image how investors feel after throwing down $50 million in the hopes of profiting off the crowd-sourced site. But lead investor Sam Altman and CEO Yishan Wong appear to have come up with a plan to appease "the often volatile Reddit community."

Jared Leto is the modern renaissance man: award-winning actor, acclaimed musician, and serial tech investor. He's only recently started hyping the latter role, but he has already charmed his way to the top of TechCrunch's favorite celeb list.

The great tragedy of the pre-Internet era was that My So-Called Life superfans had no way of keeping the teen drama on the air. But we now know where the laconic bad boy, an ambling Zen koan in corduroy, might have ended up: an "early investor" in a "hot" human resources automation startup. Swoon.

It used to be that a plodding spot on the celebrity B-list meant endorsements, sad roles, maybe a reality TV gig, or a doomed restaurant—now, of course, the best way to flaunt your former glory is with a superfluous tech company.