There are two takes on Harry, either he's a weirdo who has an unhealthy relationship with his daughter, or he's a dad who sees that his daughter was someone who struggled in social settings so was just backing her decisions because what else could be do?
Until recently I was sold on the former, and also thought that his interest in the SEKTUR meant he was in favour of her getting gunted. Recent events show this cannot be the whole story, and perhaps Harry just didn't know what else to do with her. It's perhaps why he liked Digi, sure he's a weirdo pedophile living in a harem of spastics, but maybe he saw May with him and she was happier than she was.
If the latter is more accurate, this could provide a better explanation as to what is going on in Mays head - probably not a lot. That, or she's just someone who could probably be classed as a vulnerable adult and therefore a perfect target for the Ralphamale.
Harry is in a fucking bind now though thanks to his mentally retarded daughter, hope the rest of the family are all in this together and supporting each other. I know people are saying they would abandon their daughter etc if they did this, but the love parents have for their kids isn't rational and I do not believe that such a decision would be made even this lightly. Plus, his granddaughter is trapped with those two utter reprobates, in fucking MEXICO. Doesn't bare thinking about, and Pantsu better hope Ralph stays clear of jail because he sure as fuck wouldn't think far forward enough to ensure she is cared for in that not unlikely outcome.