The question is whether it's worth the time. If you know someone face to face and plan to interact with them in the future. Then you must be able to continue conversing with them. So the time investment to have a decent conversation is necessary.
Is online the same? It's possible to talk to someone new every time. Will this long process happen for each person?
There's a reason why first impressions matter. Yes, someone who left a bad first impression could be a diamond in the rough. Except, why not just chat with the other diamonds instead?