^ How we dress, I think, impacts this tremendously.
I'm a scientist working in academia, so for me, it's pretty much jeans-and-T-shirt all the time.
Yes, I'm "that guy" that dresses in the same outfit 24/7 -
OK, well, I can only wish I was that cool (actually, my wife wishes I was that handsome), but you get the idea when I say that folks I run into after not having seen me for years will say things like: "I'm so glad to see that black T-shirts, jeans, and a ball-cap are still a part of your life!"
So I sorta have it easy - I carry my primary TQ, a CAT7, on my belt while my blow-out/boo-boo kit (a repurposed and reconfigured Adventure Medical Trauma Pack Pro) goes in my dominant-side back pocket.
Luckily, this same setup also translates well to more formal wear: anything from a night out on the town's "business casual" to a full-out monkey-suit for weddings, funerals, and the like.
I don't ankle carry because I have a chronic ankle injury on my dominant side that sometimes sees me in a boot or cast. Even normally, as of the last couple of years after a re-injury, I've had to wear a custom orthopedic brace (I call it my "old lady brace") 24/7. It's just not practical to have something in that location for me, as I won't be able to train towards consistency, there, due to the nature of the beast. With the rare possibility of carrying an ankle-gun on the non-dominant side in order to drop concealment profile, I'e just thought it best to go another route.
That said, I'm jealous of the folks who do ankle-carry their medical - it's an underutilized space, for-sure.