‘The Masked Singer’ Winners Through the Years: Where Are They Now?

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September 8, 2023 2:44PM EDT

With ‘The Masked Singer’ returning for season 10, take a look back at the past winners and find out what they’ve been up to.

1 of 9

T-Pain as Monster

T-Pain as Monster — The Masked Singer returns for season 10 with a special premiere episode on Sept. 10. The competition officially gets underway on Sept. 27. New celebs will take the stage in epic costumes and seek the Golden Mask trophy.

The FOX series became an instant hit when it premiered in 2019. Nick Cannon has led the way as host alongside celebrity panelists Ken Jeong, Jenny McCarthy, Robin Thicke, and Nicole Scherzinger.

The first-ever winner of The Masked Singer was T-Pain, who shielded his identity in the first season as the Monster. Right after his win, T-Pain released a new album titled 1Up and went on tour. He is the CEO of Nappy Boy Entertainment as well. Since T-Pain’s win in the first season of The Masked Singer, the show has only exploded in popularity. Celebrities from all areas have competed on the show, and many have won! Take a look at The Masked Singer winners through the years ahead of the season 10 premiere.

2 of 9

Wayne Brady as Fox

Wayne Brady as Fox — Wayne Brady won season 2 of The Masked Singer as Fox. Chris Daughtry came in second place as Rottweiler.

Wayne became a contestant for Dancing With the Stars season 31 and came in third place. The multi-talented celeb still hosts Let’s Make a Deal. In 2023, Wayne came out as pansexual.

3 of 9

Kandi Burruss as Night Angel

Kandi Burruss as Night Angel — The Real Housewives of Atlanta star Kandi Burruss won season 3. Jesse McCartney and Bow Wow came in second and third place.

“I definitely feel like the great thing about being a part of this show is that it definitely made me more confident in my performances and my vocals,” EXCLUSIVELY after her win.

Kandi remains a cast member of RHOA. She recently earned a Tony nomination for her production work on The Piano Lesson.

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LeAnn Rimes as Sun

LeAnn Rimes as Sun — LeAnn Rimes won the Golden Mask trophy as Sun in season 4. Aloe Blacc and Nick Carter came in second and third place. LeAnn returned in season 5 as a guest panelist. LeAnn released her 15th studio album, God’s Work, in 2022.

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Nick Lachey as Piglet

Nick Lachey as Piglet — Nick Lachey won season 5 as Piglet. JoJo and Wiz Khalifa were the runner-ups.

Nick spoke to HollywoodLife EXCLUSIVELY about returning to the stage in the wake of the COVID-19 pandemic. “I was just grateful to be on a stage performing and singing great songs and doing what I love to do,” Nick said. “I think it was just a different kind of challenge as a performer. On some level, I’ve never had the challenge of doing it in this way.”

Since The Masked Singer, Nick has stayed busy. He currently co-hosts Love Is Blind and The Ultimatum: Marry or Move On with wife Vanessa Lachey. He also hosts the Netflix series Perfect Match.

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Jewel as Queen of Hearts

Jewel as Queen of Hearts — Jewel won season 6 as Queen of Hearts. Following The Masked Singer, the singer released her new album, Freewheelin’ Woman, in 2022. She has continued to perform, most notably at the Indy 500 in May 2023.

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Teyana Taylor as Firefly

Teyana Taylor as Firefly — Teyana Taylor won The Masked Singer season 7 as Firefly. Teyana has an incredible voice, but she’s a rising star in the world of acting, too. She starred in the 2023 films A Thousand and One and White Men Can’t Jump. She’ll next be seen in The Book of Clarence.

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Amber Riley as Harp

Amber Riley as Harp — Amber Riley won season 8 as Harp. Wilson Phillips came in second place. Amber told HollywoodLife that The Masked Singer had “refueled” her as an artist.

“No one knows who you are. When you get out on the stage, nobody has these judgments or opinions or preconceived notions about who you are as an artist. You literally just get to go out with no pressure and sing,” she said.

In 2023, Amber traveled across the pond and competed as Jellyfish on The Masked Singer UK. She came in fourth place. The Glee alum is set to release her debut album this year.

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Bishop Briggs as Medusa

Bishop Briggs as Medusa — Bishop Briggs is the latest winner of The Masked Singer, having won season 9 as Medusa. The “River” singer had competed just 6 months after giving birth to her child.

“I think my biggest goal is that women feel empowered and that they know that they can be multiple things all at once. I think that’s my biggest takeaway from it,” she told HollywoodLife after her win.

She dropped her new EP, When Everything Went Dark, in June 2023.

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