Reformed con man Jack MacShayne is back, this time as the head of security at the Las Vegas hotel he stayed at in MacShayne: Winner Takes All. As part of his new job, he's charged with protecting a variety of distinguished guests, from the kleptomaniac grandson of the hotel's CEO to the lounge singer whose ex-husband shows up dead. Meanwhile, a senatorial candidate is relying on MacShayne to keep him safe from a deadly hit man.
| Actor | Role |
|---|---|
 Kenny RogersJohn J. MacShayne | John J. MacShayne |
 María Conchita AlonsoCindy Evans | Cindy Evans |
 Wendy PhillipsHannah Foss | Hannah Foss |
 Michael McKeanOzzie Evans | Ozzie Evans |
 Debra Jo RuppAlice | Alice |
 Daniel Hugh KellyFranklin Carter | Franklin Carter |
 Scott PaulinAlbert Blondel | Albert Blondel |
| JJames StephensPatrick Blondel | Patrick Blondel |
 Susanna ThompsonJanet | Janet |
 Chris YoungBernard Pinsky | Bernard Pinsky |
| BBayley BrunnmeierStephanie Blondel | Stephanie Blondel |
| GGwen CastaldiNewscaster | Newscaster |
| KKelly JunkermanTroute | Troute |
| RRon KusiakCabbie | Cabbie |
| LLincoln LagesonBellman | Bellman |
| JJacqueline LearFan | Fan |
| NNick MazzolaDealer | Dealer |
| WWilliam NovackTechnician | Technician |
| WWarren TabataMr. Hanaka | Mr. Hanaka |
| ZZane WeberDoug Blondel | Doug Blondel |
 Cathy WorthingtonRosemary Davola | Rosemary Davola |