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.

Huh, turns out it's a real bug in node resolution: https://github.com/denoland/deno/issues/30444