Chet and Laura have spent ten years trying to make it as songwriters. After meeting a younger and highly successful songwriter at a networking event, pregnant Laura and socially-awkward Chet try new, last-ditch tactics to try to make it in an effort to become the one thing they've never been: Successful People.

After ten years of trying, Chet and Laura finally get a songwriting deal... on the same day Laura gives birth. The double whammy causes Laura to struggle to balance her priorities, while Chet begins to seek connection in the world of casual hook-ups for the first time. But everything could change when high school friend Kimberly realizes there's more to Chet and Laura than they've ever believed.