Yea, it was very confusing for me too, especially when all the times for Jill you had to be CHICK affinityI just opened the game to check it for you, but on the load I went I'm on Jill path already, DPC the dev is a sneaky "bastard" in the code lol and in the choice detected doesn't appear a condition with URM but it exist like Sancho mod says.
What is confusing is the requirement for "fight for Jill" because for my Jill path playthrough I was always on a Chick affinity and that is the correct one for her, no idea why it says DIK affinity, also that option is available in this playthrough because I'm already on her path as you can see on Sancho mini stat and I got the episode 6 Jill lewd scene and its variable to true.
What you can do is manually change that variable with URM variable search like I did in the screenshots bellow.
View attachment 5207587 View attachment 5207588
Also with URM from the 1st screenshot, you always can hit select on the choice "fight for Jill" even if is hidden/greyed out, like probably is your issue right? If you need any help with URM you can ask me here or in a private conversation, URM at start isn't very user friendly but with a few practice is like riding a bicycle hehe.
I really appreciate it that you helping me, I did download the MOD and replaced the DIK affinity with CHICK affinity and everything is fine now.
Now you have sent this photo, I'll change it as your's, and yes URM MOD is confusing but it's so good I loved it already.