I have only one issue I've encountered with Deno that mattered (so to speak) and it's probably my fault. I actually created an issue for it (https://github.com/denoland/deno/issues/30433).

My project config is weird (slightly more sophisticated that my repro), so, it's probably on me. Otherwise I absolutely love Deno. It makes TypeScript simple and joyful. It's the simplicity this language/tooling ecosystems badly needs in my opinion. Sometimes I feel like it makes TypeScript feel a bit more like working with Go; you can just throw a main.ts in there and build an excellent CLI from it in minutes.

I'm glad you've said this. I have a project at nearly a perfect point to try out that cutover. Not that it isn't nice to understand the circa 2018-2022 TS stack, but it sure would be nice not to have to. (Our ancestors had the same discussions about cfront(1). Everything old is new again.)