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Jessica Simpson Says Early Pop Stardom Left Her 'Never Feeling Good Enough' at Connecticut Show

From the stage, she described shedding label-driven expectations.

Overview

  • Speaking Dec. 7 at Foxwoods in Mashantucket, Conn., Simpson said her early career felt like a job chasing hits and that she often felt she didn’t measure up.
  • She told fans that working in Nashville brought her back to herself during a hard period, with new material shaped by the end of her marriage.
  • In 2025 she released two EPs, Nashville Canyon Pt. 1 and Pt. 2, her first new music in about 15 years and a shift toward country influences.
  • Simpson, who says she is eight years sober, has explained that sobriety changed her songwriting and led her to shelve older tracks that didn’t feel authentic.
  • Her live return included a March set at the Recording Academy’s SXSW Block Party, and she later told TMZ her family, including ex Eric Johnson, spent Thanksgiving together.