My initial experience with Thumb-1 was like stepping on a series of rakes. Can't use ADD? Why not? Oh, it turns out you have to use ADDS. Wait, why am I getting an error when I try to use ADDS? Turns out that inside an ITTE (etc.) block, you can't use ADDS; you have to use ADD. And the various other irregular restrictions on what you can express are similarly unpredictable. Maybe my gripe isn't really with Thumb-1 but with GAS, but even when you learn the restrictions, it still takes extra mental effort to program under them. I did have some similar experiences with 8086 code (it took me a certain amount of trial and error to learn which registers I could use as base registers and index registers, as I recall) but never 80386 code, where all of its registers are just as general-purpose as on Thumb-1, unless you're looking for sizecoding hacks to get your demo down under 64 bytes or whatever.

I agree that RVC is similar in theory, but being able to mix 4-byte instructions into your RVC code largely eliminates the stepping-on-rakes problem, even on Graham Smecher's redoubtable Minimax which Jecel Assumpção mentioned. I still prefer ARM assembly over RISC-V, but both definitely have their merits.