I wish I were a Gerri, unabashed in her ability to put her own interests first. I long to be a Tabitha, Roman’s girlfriend (?) who was absent for the entirety of season three and whose primary role in the show was apparently to make Tom swallow his own load at his bachelor party. I would even settle for being a Greg, milling about like a six-foot-seven lost puppy, convinced he can woo a contessa. But of all the characters on Succession, I am most likely a Willa.
Willa is inconsequential. She is a gorgeous little fly on the wall. She is — obligatory spoiler alert — proposed to by her boyfriend, client, and theatrical investor, Connor Roy, in the penultimate episode of season three, and she responds with an enthusiastic “Can I think about it?” She is by far the only remotely relatable character on this show.
After Connor commits one of the most egregious sins to date in the series — a public proposal at another person’s wedding — Willa waits until the season finale to deliver her answer: “Fuck it. Come on. How bad can it be?” She said yes, folks!
Sometimes it seems as if Connor is on a completely different series than his siblings. While Kendall, Shiv, and Roman are fighting for their stake in Waystar Royco, grappling with the billion-dollar consequences of their actions, Connor is loafing about, trying to convince Willa that marrying him wouldn’t be terrible. “I proposed to my fiancée, and no one has said congratulations. No one!” Connor shouts at his siblings in episode nine, shortly after shouting about being Logan Roy’s true eldest son. At this point, Willa has yet to say yes to his proposal. What a lucky woman!
So how bad could marrying Connor Roy be, Willa? Well, let’s discuss! Connor could actually run for president, which would inevitably put Willa’s past in the spotlight. He could alienate himself from his siblings even more, which in itself might not be terrible; however, that would essentially make Willa the only person in Connor’s life, a responsibility she absolutely does not want. At best, according to Roman, Connor could die in ten years, leaving Willa a fortune if she plays her prenup right.
But will they really get married? I wouldn’t put it past either of them or the Succession writers. A wedding-centric finale for season four would certainly be in line with the previous three season enders. So congrats to the happy (??) couple! Fuck it forever, indeed.