When Baloo failed to make payment on his loan for his Plane, the Sea Duck, and his agency "Baloo's Air Service", the Bank sold the deed to Rebecca Cunningham (fresh out of business school). The bank recommended Baloo as a great pilot, so Rebecca desired to keep him on as her company pilot. Of course all of this was hard for Baloo's pride to swallow, but after a harrowing run in with Don Karnage's Air Pirates and the nefarious industrial magnate, Shere Khan, Baloo softened to Becky's (she hates it when he calls her that) offer.
Rebecca renamed the service to "Higher for Hire" and has proven herself to be quite the savvy yet beautiful and ambitious business woman. She has a lot of business sense, cost cutting measures and all, and is always trying to come up with some new gimmick to attract business, some of which sometimes go wrong. Rebecca seems to be constantly lecturing Baloo about something (he's late, he's messy, he's lost the entire cargo).
Despite her stern demeanor, Rebecca is quite fond of Baloo and her other employees, Kit Cloudkicker, Baloo's navigator, and Wildcat, the agency's strange, but very gifted, mechanic. Subtlety betrays Rebecca in her affection for Kit, where she tends to treat him as though he were her own son (something Kit doesn't mind at all).
In the episode "When Chaos Comes Calling", Genie turns into Baloo and flies into the sky of Agrabah with the Zingalow. In this scene, he also transforms Jasmine into Rebecca, Abu into King Louie and Iago into Kit.
During the heyday of The Disney Afternoon, Rebecca could be found in various Disney parks, especially in Mickey's Toontown at Disneyland. Although she has not appeared at any of the American parks for years, she can still sometimes be found at Disneyland Paris.