Even after over a decade with TypeScript, I'm still kind of mixed on it... there are a lot of times where trying to wrangle typing is more painful than it should need to be... I'll often just cast to any, then I have to add a comment to suppress the error message with the default config. I use deno a lot and tend not to mess with the default configuration there. Even with node/npm, I still don't do much with the tsconfig beyond what a minimal need is.

It's not as painful as earlier versions and is generally okay to work with... but there are definitely times you need to work around the typing as opposed to with it. For example extending/using context in hono/oak/koa so you get hinting, but want your endpoint handlers in separate modules. It gets very messy, very quickly.