| A music series featuring Hit-Makers of the 1980s, 1990s and 2000s with each episode highlighting a five-year period celebrating the biggest hits from that time. Each week, iconic music artists, as well as today's music chart-toppers, take the stage and perform the songs that defined the 1980s, 1990s and 2000s. |
| Name | Character | Episodes |
|---|---|---|
| Arsenio Hall | Host | 6 |
| Kenny Loggins | 3 | |
| Kelsea Ballerini | Host | 1 |
| Jewel | 1 | |
| Pitbull | 1 | |
| LL Cool J | 1 | |
| Seal | Self | 1 |
| Wiz Khalifa | 1 | |
| Coolio | 1 | |
| Tori Kelly | 1 | |
| Cindy Herron | [En Vogue] | 1 |
| Rick Springfield | 1 | |
| Meghan Trainor | 1 | |
| Andra Day | Self | 1 |
| Pat Monahan | 1 | |
| Cee Lo Green | 1 | |
| Bonnie Raitt | Self | 1 |
| Aloe Blacc | 1 | |
| Jason Derulo | 1 | |
| Ray Parker, Jr. | 1 | |
| Alessia Cara | Self | 1 |
| Rhona Bennett | [En Vogue] | 1 |
| Kim Carnes | 1 | |
| Bret Michaels | 1 | |
| Nate Ruess | 1 | |
| Lee Ann Womack | 1 | |
| Mick Jones | Self - Foreigner | 1 |
| Montell Jordan | Self | 1 |