Taylor Swift dealt with a major disappointment early in her career. When Swift was 17, she booked an opening slot on Kenny Chesney’s tour.This was a major opportunity for her; she believed it ...

Even as a teenager, Taylor Swift had high hopes for her career. The singer released her first album when she was 16 and built a fan base that has stuck with her into her 30s.

Taylor Swift shared a heartfelt video of the 'nicest early birthday present' she received ahead of her 35th birthday on ...

Move to Nashville and Early Career At 14, Swift became Sony/ATV’s youngest signee but left to focus on her own stories. In 2005, a Bluebird Cafe performance landed her a deal with Big Machine ...

Kenny Chesney recalls a bait-and-switch he pulled on Taylor Swift early in her career while on 'The Tonight Show Starring Jimmy Fallon.' "I had to call Taylor personally and tell her she couldn ...

Taylor Swift has had a busy couple of weeks, with the most significant news coming when she personally announced—via ...

— Taylor Swift Updates (@TSUpdating) June 2, 2025 Swift's song “Love Story,” from her 2008 album "Fearless," has been a staple song in the early 2010s and a fan favorite for over a decade.

Swift spoke about one early, devastating moment in her career. Taylor Swift dealt with a major disappointment early in her career When Swift was 17 , she booked an opening slot on Kenny Chesney ...