Roseanne
The White Sheep of the Family (8x13)
:
D.J. inherits $500 in his great aunt Harriet's will (because he was the only member of the family she never met) and blows half of it on a trombone to impress a girl who plays tuba in the school band. Meanwhile, Darlene alienates everyone by mentioning that she has turned down a $500/week job in advertising, an entry level position that would pay her more than both her parents earn.