Instagram/Ashlee Simpson & Evan Ros Celebrity Ashlee Simpson wins The Masked Singer as Galaxy Girl! A shocking finale with sister Jessica and husband Evan Ross. Read her emotional reaction. April 2, 2026 AceShowbiz - Ashlee Simpson was revealed as the winner of the 14th season of The Masked Singer in a surprising finale. Competing under the alias "Galaxy Girl," the pop singer captivated audiences with performances of Olivia Rodrigo's "Good 4 U" and P!nk's "Try," ultimately securing the top prize.