You know what, actually I think there is an argument to be made that Cass would like Jason, why? Because her strongest association for him is Stephanie Brown, who she fucking adores. If Steph had snapped and killed black mask instead of holding back because of what batman told her and getting killed when mask uses her mercy to turn the tables, I don't think Cass would've dropped her, even if Steph doubled down and continued to kill villains, I think she would've fought with her and it would've been messy and painful and terrible and heartwrenching but it would've been all that because the love would still remain. I think all the reasons Steph makes Cass laugh or feel seen would be similarly resonant (if necessarily different because they'd meet at different points in their lives and he wouldn't be cass' first real friend/girlfriend) if she was to actually spend any time with Jason. I understand having her hate Jason because of their diametrically opposed philosophies really I do, but I think it would be ten times juicier if Cass keeps coming at him expecting a fight and then he'll just act so Steph-like that it leaves her unmoored and struggling to recalibrate in time for the moment when he does do a Red Hood thing. I also think it's important to keep in mind that Cass sees herself as a murderer whose life is worth less than that of anyone she can save, her m.o. with criminals is to either see them as obstacles to beat up or to project on them and try to redeem them in order to subconsciously redeem herself, and Jason first and foremost isn't just a killer, he's a murder victim, he's a kid who was beaten to death and hates his killer, Cass, with all her fantastically interesting neuroses is more likely in some scenarios to position herself as the joker/the murderer whose victim wants her to pay than to one dimensionally condemn Jason for his sins.
Like don't get me wrong I can also think of a lot of scenarios where she swallows down the party line/whatever Bruce (or Barbara's) spiel on Jason's character is at the time and acts accordingly treating him like a thug or just another rogue, especially considering she follows along with the treatment of Steph in an attempt to protect her because she 'wasn't good enough/was going to get killed like jason' and trusts them. But acting like the only possible outcome of Cass and Jason's dynamic is hatred is to utterly ignore the nuances of the characters in question and their deeply personal/trauma-based relationship with their respective beliefs when it comes to Justice and Murder.
