How is it "disrespectful" for the MC to want a friendship with someone who was his best friend for many years? Their sexual thing was always more a fuck buddy arrangement anyway, not really and "ex" like the MC always says, and he might have realised his feelings were deeper when she moved away, but they're still friends at the end of the day.
Jill seems to be smiling there like Sage and Bella do on their paths, so I don't see any signs of jealousy at all. They all seem to think it's nice that their man is so caring towards Maya.
You're not getting your Josy/Sage threesome, bud. Deal with it.