#Otoh Logan respects men who are killers and can destroy him. But they are never in his realm

[kenromewound]

I think Logan wants Roman in relationships to get over (what Logan perceives as) his weirdness (I don't think he feels guilty about that, like the father in Festen who also told Christian off because he was unable to consummate with women, but he's definitely aware of it since Roman was little -to add to this, imo Logan never molested Roman or any of his kids but it's iffy, the show clearly wants you to consider it-) and to give him grandchildren, whereas Kendall is useless for him in relationships because he's not fertile and, grandchildren ruled out, he wants him knocked down a peg or two to show him who's the boss in the company and the family, so he doesn't want him flaunting his masculinity and getting all happy and big-headed.

Though maybe he doesn't care that much either way and it's optics because he didn't ask Roman about Tabitha until the dick pic happened, and Ken was married for years and sure, Logan must have been overbearing but Ken was problematic as a husband and as a father. Then there's Naomi Pierce who was a member of a rival family, he obviously hated that... Very Romeo and Juliet of them lol.

Jennifer was considered a bimbo, just someone to have fun with, because she wasn't educated enough and she was nobody. While Roman had Logan in mind when choosing his girlfriend, Kendall didn't.

In any case, he wanted the power to decide over his kids' lives. It's all very narcissistic dad keeping control of his kids to make sure none of them believe they're better than him or can replace him before it's time, and Kendall was much more dangerous than Roman, who never wanted the power in the first place (no exhibition of independence anywhere to be seen, no dominating stance, no real aspirations no take over Logan). Besides, per the show itself and the scripts, Kendall is a narcissist too and Roman has BPD and he's clearly codependent, which tells you a lot about how they all relate to each other too.

Shiv's case is a bit different. Knowing her chauvinistic family would never take her seriously she decided to defy her control-freak, conservative dad by pursuing a career in progressive politics, but she was baited back by being included in the company (which meant being empowered in the family) and then she was kept down by being ignored again, treated like a token item, etc.

Connor doesn't even count because he has no active associations with Waystar and he's an obedient son.

Logan was nothing if not somebody who knew how to play the game. There could only be an alpha dog in his company/family, and if you wanted to be one, you had to take him out or leave.