Each member of a group of people has a connection to a self-help book authored by a reclusive former football coach.
| Actor | Role |
|---|---|
 Sylvester StalloneGerald | Gerald |
 Kyra SedgwickColette | Colette |
 Thomas JaneWolfie | Wolfie |
 Terry CrewsWilson | Wilson |
 Lauren CohanKate | Kate |
 Kelsey GrammerAngelo Aldo Brandini | Angelo Aldo Brandini |
 Danny TrejoVic | Vic |
 Omari HardwickThumper | Thumper |
 Frank Stallone Jr.Ben | Ben |
 NellyE-Ruption | E-Ruption |
 Kevin ConnollyRoger | Roger |
 David O'HaraDominic | Dominic |
 Cary ElwesKersey | Kersey |
 Danny AielloFather Paul | Father Paul |
 Tom BerengerTeddy | Teddy |
 Rebekah ChaneyDenise-Denise | Denise-Denise |
 Ryan KwantenJack Burns | Jack Burns |
 Meadow WilliamsPhyllis | Phyllis |
 Jillian Warry BarberieAnne | Anne |
 Tom SizemoreFrank | Frank |
 Jarrod BunchHomie | Homie |
 Christoph M. OhrtTommy | Tommy |
 Casey Thomas BrownWoodrow | Woodrow |
 Frank PesceFrank's Henchman | Frank's Henchman |
 Chuck ZitoJoe | Joe |
 Urijah FaberMotivator | Motivator |
 Darius McCraryCaptain Hawkings | Captain Hawkings |
 Scarlet Rose StalloneSassy Young Girl | Sassy Young Girl |
 Sally KellermanFlo | Flo |
 Noel GugliemiGangbanger 1 | Gangbanger 1 |