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After the release of her second album, "Hold an Old Friend's Hand," which failed to achieve the massive success of her debut, Tiffany faced the pressing perception that she was merely a one-hit wonder, pigeonholed by her past image as a teen pop star rather than viewed as a serious artist. Struggling with George’s controlling management and the rigidity of the music industry, she felt stifled and unfulfilled creatively.
When she turned 18, Tiffany left George and shifted management. However, her new direction toward an R&B sound did not yield commercial success, further complicating her career trajectory. In the years that followed, she released several albums, yet none recaptured the heights of her early success.