Fresh out of college, a young man (Chris Lowell) is left devastated when the girl of his dreams dumps him. Refusing to move on, he devises a plan to transform himself into the man she desires. After resigning himself to working for the head of a company in corporate mediocrity (Clark Gregg), he falls for a hipster songstress (Jessica Szohr) who likes him as he is. As his path continues to unfold unexpectedly, the counsel of a kindred spirit astronomer (Allison Janney) helps him understand how to truly carve out a place in the universe.