Would you find it inappropriate for a grown man (~40) to be sending messages to your 21 year old daughter at 3am?

A little more background. He has some mental issues of some sort, but he has tried to “date” my niece when she was a minor and he was mid 30s.
His family thinks he’s harmless and pretty much enables him to do what he wants so they don’t have to deal with it, but I feel it’s really a matter of time before he says something or does something to the wrong person and ends up in trouble or worse.
He was also recently terminated from his job for sexual harassment and misconduct, but has still been prowling and creeping around younger females.
Inappropriate?
Harmless and I’m overthinking this?
Select gender and age to cast your vote:
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Update: the creeper is on this app and posts a lot of disgusting and disturbing content.
Would you find it inappropriate for a grown man (~40) to be sending messages to your 21 year old daughter at 3am?
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