Bob Ross as Self (archive footage)

Steve Ross as Self - Bob's Son

Vicky Ross as Self - Bob's First Wife

John Thamm as Self - Artist and Friend

Ian Bourland as Self - Assistant Professor, Georgetown University

Julia Friedman as Self - Art Historian

Dana Jester as Self - Bob's Friend

Doug Blandy as Self - Author

Sally Schenck as Self - Director, The Joy of Painting

Gary Jenkins as Self - Floral Painter

Kathwren Jenkins as Self - Floral Painter

Andrea Baxter as Self - Crew Member, The Joy of Painting

Bert Effing as Self - Former Managing Director, Bob Ross Inc., Europe

Walt Kowalski as Self - Bob's Business Partner (archive footage)

Annette Kowalski as Self - Bob's Business Partner (archive footage)

Lawrence Kapp as Self - Former Employee, Martin F. Weber Company

William Alexander as Self - Host, The Magic of Oil Painting III (archive footage)