cooperative-capital.com/fellowship
Inside the tech ecosystem, $20k looks like a trivial amount of money. Outside, lifechanging.
This could very literally be "Enough runway to get to be the Internet's #1 expert in [niche subject] + ~$40k/yr."
Superior lifestyle to an adjunct professor for one thing, with actual growth potential, since unlike an adjunct professor The Internet's Whatever Guy doesn't get told "Yep we'll have 100 of you next year so, basically, you're done."
I mean I pulled a middle class living in central Japan out of "Bingo cards for elementary schoolteachers" but more plausibly you could follow banking stocks, write about medieval warfare and logistics, or do Christmas cookies.
Yes; consulting gigs for media productions, publications for enthusiasts, etc. It probably wouldn't be a B2B SaaS company but the combination of distribution and wealth makes it viable.
There's a pretty clear line-of-sight to "OK, you get 3X your initial investment from winners over ~2 years each."
Then there's that option to invest in a company at $1M valuation if founded within 5y.