I am unable to view your site at the moment, but I'm intrigued by your idea. I'll look at the details later.

Viewing the way HN commenters talk about women, they need a vast amount of help. I've idly considered becoming a "dating consultant", if only to wave them off of the worst misbehavior. So many men seem intent on scaring off women before they even get started.

I see no reason why a fair bit of that couldn't be automated. You can't program romance, but it could at least manage something watching over your shoulder and saying "IN THE NAME OF ALL THAT IS HOLY DON'T DO THAT". (In the case of HN commenters, a bot that spat out nothing but that phrase would have a very high accuracy.)

I look forward to seeing what you've come up with.