I've come across your site before, but I didn't realize just how well researched your articles were until now. I thought you were recycling other folks / were blogspam. (oops)
I understand the aversion to self promotion, but it genuinely made it harder for me to hear about Damn Interesting. And I feel like my life has been poorer for it, because your site really is damn interesting.
Suggestion, I think you have at least 1k people who'd be willing to chip in to give you a "job."
FWIW, in this new age, patronage might be the only way. Allow people to pay on a sliding scale, with an uncapped upper end. And give them access to a tightly moderated, thoughtful community. Who knows, maybe there are Damn Interesting superfans out there who can chip in $1k/mo. You never know.
The modern economy of fan economics is strange. It's very much a whale phenomenon. People want community and belonging. And a community of people who like stuff that's damn interesting is pretty damn neat.
Also, you should consider turning some of these images into items people can buy. There's something funny, sweet and thoughtful about these, if you know the story,
https://damn-8791.kxcdn.com/wp-content/uploads/2016/06/disne...
https://damn-8791.kxcdn.com/wp-content/uploads/2009/07/Bathy...