Synopsis by Mark Deming
The Simpsons pay a visit to a gabling casino on a nearby Indian reservation, and after running afoul of the management, Bart (voice of Nancy Cartwright) is given a vision of his possible future. Grown-up Bart is playing in a going-nowhere Jimmy Buffett tribute band with Ralph Wiggum (also voiced by Cartwright) and crashing on Ralph's couch, while his younger sister Lisa (voice of Yeardley Smith) has become president of the United States. Bart pays a visit to his sister in hopes of bumming some money from her, but as it happens, Chief Executive Lisa is in the midst of a tax crisis and is having a hard time convincing America's international creditors that she'll be able to pay them off. To keep her brother out of her hair, Lisa names Bart her official advisor on "Keepin' It Real," but his skill in skipping out on bills proves useful in a way she didn't expect. Meanwhile, Homer (voice of Dan Castellaneta) is digging up the White House lawn in a half-baked effort to find Abraham Lincoln's hidden stash of gold. "Bart To The Future" first aired on March 13, 2000.