Hoop Dreams - S1.E13

After winning $200,000 playing Monopoly, Ryan thinks he might have a future as a business tycoon and starts to act and dress the part. After Amber's father is mauled by a dog, Jennie is chosen to be the speaker for ""Face the Future"" day at Ryan and Tiffany's high school. She guilts the kids into going, and tells Jack that he has to go as well. Unfortunately, it conflicts with his weekly basketball game. Jack leaves notes all over his apartment to remind himself to go, but ends up forgetting anyway.