What happens when a 30-something woman allows life's "what if"s to overwhelm her appreciation for what life actually is? Disregarding her current obligations, she digs into her romantic past in hopes of invigorating her present.
| Actor | Role |
|---|---|
 Robin TunneyEmmie | Emmie |
 Adam ScottJason | Jason |
 Jeremy StrongBrandon | Brandon |
 William SadlerMarty | Marty |
 Aubrey DollarBecky | Becky |
 Marylouise BurkeGrandma | Grandma |
 Josh HamiltonGraham | Graham |
 Larry PineJason's Father | Jason's Father |
 Stephanie AndujarNot listed | Not listed |
 Reza SalazarNot listed | Not listed |
 Charles TechmanNot listed | Not listed |
 Miles DoleacNot listed | Not listed |
 Moira DriscollNot listed | Not listed |
| CCasey TurnerNot listed | Not listed |