 | Bob Ross als Self (archive footage) |
 | Steve Ross als Self - Bob's Son |
| Vicky Ross als Self - Bob's First Wife |
| John Thamm als Self - Artist and Friend |
| Ian Bourland als Self - Assistant Professor, Georgetown University |
| Julia Friedman als Self - Art Historian |
| Dana Jester als Self - Bob's Friend |
| Doug Blandy als Self - Author |
| Sally Schenck als Self - Director, The Joy of Painting |
| Gary Jenkins als Self - Floral Painter |
| Kathwren Jenkins als Self - Floral Painter |
| Andrea Baxter als Self - Crew Member, The Joy of Painting |
| Bert Effing als Self - Former Managing Director, Bob Ross Inc., Europe |
| Walt Kowalski als Self - Bob's Business Partner (archive footage) |
| Annette Kowalski als Self - Bob's Business Partner (archive footage) |
| Lawrence Kapp als Self - Former Employee, Martin F. Weber Company |
| William Alexander als Self - Host, The Magic of Oil Painting III (archive footage) |
| Joshua Rofé | Director |
| H. Scott Salinas | Music |
| Allan Duso | Editor |
| Ronan Killeen | Director of Photography |
| M. Elizabeth Hughes | Executive Producer |
| Steven J. Berger | Producer |
| Joshua Rofé | Producer |
| Melissa McCarthy | Producer |
| Ben Falcone | Producer |
| Divya D'Souza | Producer |
| Trevor Gates | Supervising Sound Editor |
| Paul B. Knox | Sound Effects Editor |
| Russell Topal | Sound Effects Editor |
| Tim Hoogenakker | Sound Re-Recording Mixer |
| Lukas Cox | Co-Producer |
