566. Brandy

When you think of great R&B/Pop artists Brandy does not always come to mind but there was a time when she was a teenage and was a major hitmaker.  She broke out into film and television and did reasonably well in those mediums and her musical success did stretch into her 20’s, however her career never took that critical turn that would have been necessary to see her enter the Rock and Roll Hall of Fame.  This of course does not take away from her being at one time one of the most successful artists and that should never be discounted.