The story centers on Nathan (Starr) as he examines his life and relationships with friends, his girlfriend Mary (Woll) and her young daughters, plus his larger-than-life mentor (Fred Melamed).
| Actor | Role |
|---|---|
 Martin StarrNathan | Nathan |
 Deborah Ann WollMary | Mary |
 Fred MelamedHoward | Howard |
 Avi RothmanJay | Jay |
 Kaili HollisterFiona | Fiona |
 Rusty JoinerKenny | Kenny |
 Justine WachsbergerAlex | Alex |
 Seth GilliamJeff | Jeff |
 Bailey ChaseDan | Dan |
 Megan StevensonMelanie | Melanie |
 Scarlett FernandezCharlotte | Charlotte |