My hair getting thin, signs of aging in my face like slight crows feet and forehead wrinkles, and not being at my prime at the gym made me realize I was washed. But after switching gyms and a few free personal training sessions I learned that I wasn't progressing bc I had tight muscles and knots...
I like your spot a lot, definitely going to use it for inspiration. I have the cookie monster Kaws too but don't know how to collect more stuff like that while keeping a more sophisticated/mature kind of vibe.
I can mostly think of areas downtown. River North, The Loop, and West Loop have young professional vibes. Kinda pricey though. I'd say Gold Coast too but it seems like it'd get old living there. & Lincoln Park have a mix of young professional and college students (LP has a lot of families too)...