Ashlee Simpson Revealed as the Winner of ‘The Masked Singer’

April 2, 2026
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In a surprise reveal, Ashlee Simpson was named as the winner of the 14th season of The Masked Singer. The pop star, whose was dressed as “Galaxy Girl” during the competition series, performed Olivia Rodrigo’s “Good 4 U” and P!nk’s “Try” before winning the trophy.

Simpson’s sister Jessica Simpson was on hand for the big reveal, helping her to remove her giant mask. Simpson admitted, “Honestly, I’m kind of freaking out right now. I’ve literally had the best experience of my life here… I have grown so much here and I can’t even believe I won.”

The singer was notably competing against her own husband, Evan Ross, who performed as the “Stingray.” She told Billboard, “Going into the show, I didn’t think I was going to be on that long, and all of a sudden I got competitive — not against my husband, because I couldn’t see him… We were both just rooting each other on and there to have a good time. I definitely got into the competition not knowing, “Oh yeah, I’m really going to work on this song and get there!”

Simpson also told Billboard that she aimed to showcase songs by female singers during her time on the show, including Rodrigo, Paramore, and Chappell Roan. “We were looking for female artists and girls that had that strong quality,” she noted. “I really wanted that for Galaxy Girl, who is strong, sensitive and there to have a good time.”

Simpson’s last album, Bittersweet World, was released in 2008. In 2019, she and Ross shared a meditative love ballad, “Phases.” The singer also recently performed in Las Vegas as part of a short residency at Voltaire at the Venetian Resort, but has generally stayed out of the spotlight.

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She told Billboard there is “definitely new music on the horizon.” “I’m looking forward to playing new shows and definitely ready for that moment to release new music,” she said. I’m inspired.”

She added, “It’s gotten me to a place where I want to get into acting as well, and I’d love to go back to Broadway. It just gave me that itch of performing, between Vegas and this show it gave me that, ‘Oh, this is what I love to do.’ This is my happy place.”



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