Chelsea Handler, 47 – $40 Million
Chelsey Handler’s upfront personality and carefree attitude is something that translates into her daily life. Chelsey rose to fame for her unapologetically honest style of comedy, so we’re not surprised she’s not ashamed to be captured by cameras bare-faced.
With a clean face and a pulled-back hairdo, she makes 44 look stunning, although she isn’t as recognizable as her usual dolled-up version. In 2019, Chelsey starred in her new documentary titled Hello Privilege. It’s Me, Chelsea, where she deeply analyzes white privilege and the social repercussions it is associated with.