Good to see that you're doing project management. I've been slacking on that front. I just play it by ear.
I rely heavily on my digital Zettelkasten inside of Obsidian. It's my go-to tool for thought-- for note-taking, knowledge management, synthesizing concepts, etc. It's extremely powerful as a knowledge engine and learning in any domain. Highly recommend it for anyone with polymathic dispositions.
As for how I manage my interests, I just interleave 3-4 books at a time. Some are closely related, others are not. I try to get coverage of my core interests (film/art, complexity/systems science, music, and some philosophy) at least every 1-2 days. No hard and fast rules. I just like to hone my intuition.
Interesting Idea. I think the best way to start a book club would be just to start sharing ideas from some of the books that you've read related to polymathy.
I'll contribute one to the list. I can recommend: Range: Why Generalists Triumph in a Specialized World. Epstein offers a good comparative analysis between specialization v generalization in the context of professional career paths. Epstein is a sports writer himself, so naturally he's drawn to examines athletes - which is why one of the first people he examines in his research is Tiger Woods. He also explores musicians, chess players, and a few other professions to see how they measure in what he calls kind/wicked learning environments. Basically the more repetitive, familiar, and predictable your career path is, the better you're off specializing, vs the more "wicked" your career path is the more you'll benefit from a diverse range of skillsets.
Its actually a really good read, would recommend to you guys. If you're still unsure, always be sure to take a look at amazon reviews. lol people literally summarize the entire book in those things, you'll get all the cliff notes you need from there.