Although Taylor Swift's parents were secretive about their divorce, their discord was apparent to those who worked with the pop sensation. In 2014, Page Six reported that Taylor's management team, 13 Management, was facing significant upper-level executive turnover because Scott Swift and Andrea Swift weren't too pleased with their results. An insider told the outlet that they weren't the best bosses and didn't seem to agree on much.

"Taylor's parents are incredibly difficult to deal with. Their expectations are enormous, and they are very hard to please," the insider claimed. "They want to pay as little as possible and treat people like s*** because they think those people are lucky to have the chance to work with a superstar like Taylor." The source felt that Taylor's parents believed they could outdo their best hires' efforts and explained that they couldn't effectively communicate with each other.

Ultimately, they urged Taylor to reduce her parents' role in her career so she wouldn't crash and burn. In Scott and Andrea's defense, they weren't exactly thrust into their management roles with zero experience. Her dad started out as a stockbroker at Merrill Lynch and worked his way up to becoming a Vice President, and her mom worked as a marketing manager at an advertising firm. Even Taylor's former manager, Rick Barker, sang their praises to Entertainment Tonight in 2008, noting that Scott and Andrea were phenomenal marketers who kept things in order well before their daughter rose to fame.