Bob often invited friends to paint with him on his TV show 'The Joy of Painting'. These guests feature people like Dana Jester, John Thamm, Ben Stahl, Audrey Golden, Joyce Ortner, Dorothy Dent, Diane Andre and more.
Dana Jester is an old friend of Bob, who continues painting and making videos about it to this day. Check out this video of him painting some big ol' mountains:
Another interesting guest is Bob's old instructor John Thamm, who shows us how to paint a portrait in season 16 episode 6. While John's style of painting might be very different from Bob's style they sure can tell us a lot of stories from back in the day.
One of the most frequent guests and our absolute favorite is his son Steve Ross. And not we love him, it seems like Tumblr has grown a very special relationship to the young man:
You can find a list of all appearances of guest painters under this link.