Following Jess's "dumb," per Kendall, resignation in the series's penultimate episode and what must've been a whirlwind interview process, he had another assistant by the finale: "new Jess."
But what's old Jess, a hypercompetent former assistant for whom outright fascism is a bridge too far, to do with presumably the first extended free time she's had in forever?
Get as far from corporate life as she can? Atone for what she, in some small way, aided in the rise of Jeryd Mencken? Finally sell Stewy's trojan horse?
If failure's the greatest teacher, then one once doomed to cringe through years of Kendall's exploits can do just about anything.