Rodriguez plays Jenny, a New Yorker who is at multiple crossroads in her life - she’s turning 30, about to leave the city she loves, and thus her bffs Blair (Brittany Snow) and Erin (DeWanda Wise) for her dream job at Rolling Stone in San Francisco. But the catalyst for this one last hurrah is her breakup with her boyfriend of nine years, Nate (LaKeith Stanfield).