I guess we could say connor won. they got logan's house, they added billions to their net worth with the gojo deal. connor is an ambassador to slovenia. but willa gets to stay in NYC living in logan's mansion mostly alone. I hope this dude's prenup is air tight.
Remember though, someone pointed out that the neo-nazi's (AEN-announced) win was looking like it might get overturned, so they'd have all this time to spend together, and both Connor and Willa were looking sick.
Seems like the show was alluding to the idea that WI ends up being counted for Jimenez and not Mencken without directly having it happen.
Connor just needs to let Willa write her shytty plays and live in opulence, and they'll be fine. He'll eventually worm his way into some government position he doesn't deserve.