Sam Davies, a trust fund supported bon vivant and bachelor, who is living his best life – right up until the day he turns 35. Much to his horror, that’s when he learns his deceased parents have a provision in the trust that will terminate his installments and force him to earn his keep. Cast out of his posh Hollywood Hills digs and landing in La Grange, Kentucky, Sam has a calendar year to learn the value of hard work, the meaning of purpose, and the true price of love – or lose it all.
| Actor | Role |
|---|---|
 Finn WittrockSam Davies | Sam Davies |
 Sylvia HoeksLindsey | Lindsey |
 Esai MoralesGeoffrey | Geoffrey |
 Marila LombrozoApril | April |
 Clyde Tyrone HarperMoe | Moe |
| TTakayla Williams JacksonAmara | Amara |
| DDerek Wayne SawyerBilly Ray | Billy Ray |
 Abi Van AndelJane Davies | Jane Davies |
 Tim BenschRonald Davies | Ronald Davies |
 Kat SteffensBroker | Broker |
 Derek McMahanLester | Lester |
| OOrlando CortezDonny Festa | Donny Festa |
| JJess Kellie AdamsCountry Singer | Country Singer |
 Smith GilbertYoung Sam | Young Sam |
| BBarb PolkJudge #1 | Judge #1 |
| HHenry RaveloJudge #2 | Judge #2 |
 Lontrell AndersonGreen Tech Guy | Green Tech Guy |
| CCassian ElwesMovie Producer | Movie Producer |
 Neil MulacBro Guest | Bro Guest |