Simon the Bear is the main character during Indie Sunday!- Enviro-Bear 2000. He is a bear who is being taught to drive by an unnamed person. He is fattening himself for the winter and eats as many fish and berries as he can while fending off angry bees and ruthless Badger/Possums. He is eventually killed when he and the trainer wreck the car, eventually being piled under snowballs and freezes to death.
- His favorite food is berries, but he is also fond of fish and lobsters.
- He is scared of humans.
- For some reason, he only drives using his right arm.