Simpsons Top 100 Countdown

#59 Brush with Greatness
Season 2, Episode 18 (Guide from the Simpsons Archive)

After getting stuck in a waterslide, Homer decides to lose some weight. While up in the attic getting his old exercise equipment, he finds some paintings Marge had done of Ringo Starr in her younger days. With Lisa’s encouragement, Marge decides to once again pursue her interest in painting. Her instructor is impressed with her work enough that he enters it into a local art competition, which she wins. Meanwhile, the Burns wing of the Springfield Museum is about to open and Mr. Burns is looking for someone to paint a portrait of him for the dedication. Having run off every other artist, he turns to Marge. She has problems painting him because she is unable to find any kind of inner beauty in him, but inspiration strikes her and she paints the scene she saw when she accidentally opened the door on him as he was stepping out of the shower. Memorable moments include the shameless promotion of Mt. Splashmore, Homer’s trunks, the Simpson means of getting through lines quickly, Homer getting stuck and the kids who meet him, tv reports, Ringo, Homer exercising and the cat’s experience with it, the art instructor, Ziggy, and Ms. Hoover’s reaction to the painting.