Britney Spears

Oh, to see Britney Spears young and free again! Here’s a throwback to the Circus singer, who’s battling her controversial conservatorship in 2021, as a freshman attending her school’s formal in 1997. Already on the verge of stardom, she released her debut album two years later.

Spears enjoyed immense success in the ‘00s, releasing hit after hit. That, along with her tours, helped her earn a reported net worth of $60 million. Here’s to hoping that she could one day gain full access to her fortune after being denied control over her own assets in 2008.