I’ve been exclusively using email address(es) at my .info domain for over twelve years now. To my recollection, I’ve had issues due to the domain name exactly once, about two years ago; in that case it was a website with a bad email validation regex, and, being a web developer, I was able to bypass it, and the backend accepted it.
Now I do recall noticing things that would baulk at five-character TLDs once or twice more. (Actually-deployed stuff, this is—if I counted example email address validation regular expressions I’ve seen from Stack Overflow and similar and “see how good/bad/otherwise this LLM is”, it’d be quite a few more.)