Possible Clues:

• Creator of the musical Oliver, d. 1999
• Preteen toon since '87
• ___ the Bear II (actor)
• Fourth-grader voiced by Nancy Cartwright
• CA transport system that's also a first name
• 'The Simpsons' character voiced by Nancy Cartwright
• The eldest Simpson child
• Rail system that serves S.F
• Springfield skateboarder
• "The Simpsons" prankster