What Do Masked Singer Winners Really Win? Their Prizes Explained

2 weeks ago 9

Who Won The Masked Singer Season 14? Pop Star Revealed as Galaxy Girl

"Who is that?" More like, "What do they win?!"

From wearing uncomfortable, oversized costumes to doing everything possible to hide your true identity, it's not easy for celebrities competing on The Masked Singer.

And after being crowd season 14's winner during the Fox reality competition series' April 1 episode, that's a fact Ashlee Simpson Ross (a.k.a. Galaxy Girl) now knows to be very true. Plus, the 41-year-old hard to prove her vocal talents against fierce season 14 competitors like Normani (Crane), Phillip Phillips (Pugcasso), Billy Ray Cyrus (Owl) and even her husband Evan Ross (Stingray).

But after watching the "Pieces of Me" singer take home the Masked Singer trophy during the latest season finale, many fans were left wondering what the show's celebrity champions actually win besides a fancy piece of hardware.

Well, wonder no more.

As a rep for the Fox series told People in an interview published Apr. 2, "Our winners receive the coveted Golden Mask Trophy, engraved with their name, costume and season."

While there is no cash prize for winning your season, the achievement comes with serious bragging rights for the famous contestants.

And as season eight winner Amber Riley previously revealed, the champions have to wait a little bit before they get their trophies.

"Here's the thing, you don't get the mask until it's announced that you won," the Glee alum revealed during a December 2022 appearance on The Jennifer Hudson Show. "Because, let's say I'm on Instagram Live and I got my Mask trophy chilling in the background, you'll give it away."

Michael Becker/FOX

But now that Ashlee's secret is out in the open, the singer can't help but rave about her journey in the competition.

"I’m kind of freaking out right now,” Ashlee—who is mom to Jagger, 10, and Ziggy, 5, with Evan and also shares son Bronx, 17, with ex Pete Wentz—shared after her win was announced on the show. "I’ve literally had the best experience of my life here."

"I have grown so much here," Jessica Simpson's younger sister added. "It’s shown me a lot for myself because people think, ‘Oh, this is easy.’ It is hard work."

Earlier in the episode, Ashlee reflected on how far she's come since her infamous 2004 Saturday Night Live lip-synching scandal nearly tanked her career.

Michael Becker/FOX/Monica Schipper/Getty Images for SHEIN

"I was publicly humiliated," she reflected. "I thought it would define me forever. From then on, I became cautious. Taking risks just wasn't my thing."

However, she continued, "Being here, I've been able to get back to that fearless performer I was all those years ago and I put my past behind me for good. But, for now, winning that Golden Mask trophy would show my kids that taking risks is always worth it and that their mom is and has always been a total rock star."

Keep reading to look back at more Masked Singer reveals that were truly jaw-dropping.

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Vanessa Hudgens

We're not breaking free from our excitement over this reveal. The High School Musical alum bopped to the top of season 11 and won as the goldfish. Even host Nick Cannon called it the "best finale ever."

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Demi Lovato

While the singer wasn't officially a contestant, fans may have still felt like they had a heart attack after she surprised them by revealing she was Anonymouse on the season 10 premiere.

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Dick Van Dyke

Chim chiminey, chim chiminey, chim chim cher-ee, when you're with the Mary Poppins alum you're in glad company. 

And that's exactly how the audience felt after Van Dyke pulled off his gnome mask on the season nine premiere. Even former panelist Nicole Scherzinger was brought to tears.

"I love you so much," she told the actor. "The whole world loves you so much. It's an honor to have you on our show."

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Rudy Giuliani

While his unmasking was leaked by the press before the show aired, the panelists were still surprised to see the former New York City mayor jump out of his box on season seven.

So much so that Ken Jeong walked off the stage shortly after Giuliani took off his Jack in the Box mask.

Still, Fox Entertainment CEO Rob Wade told Deadline he had "absolutely no regrets" about casting Giuliani.

The Masked Singer is all about delivering jaw-dropping moments, which is exactly what [we] accomplished whether it was on set or with the viewers at home,” he said to the outlet, later adding, "My only regret or surprise was obviously that the reveal was spoiled but kudos to [Deadline], please just don’t do it again."

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Donnie Wahlberg

There was a new kid on the block for season five.

And even though panelist Jenny McCarthy had been married to Wahlberg for about seven years at that point, she still wasn't able to detect that he was disguised as rooster Cluedle-Doo.

"Donnie! Have you been coming in each week and lying?" she asked before the singer teased back, "I've been sneaking in and out."

The Masked Singer/YouTube

Kermit the Frog

Someday we'll find it—not only the rainbow connection but also the replay of Kermit's time on The Masked Singer.

Even though the Muppets star was eliminated from the show on the first episode of season five, he still made his mark by performing "You Make My Dreams Come True" and popping out of his snail costume."As they say, it's not easy bein' green," Kermit told the panelists, "but sometimes it's even harder being a snail. And I'm never going to hear the end of this from Miss Piggy."

The Masked Singer/YouTube

Wendy Williams

The talk show host's iconic performance on season four was the hot topic on everyone's lips.

Though her secret identity wasn't a total surprise as both Scherzinger and McCarthy correctly guessed Williams was in the lips costume after she rocked the stage to "Native New Yorker."

"I can't sing, I can't dance," Williams said following the unmasking, "but I know how to have fun."

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Mickey Rourke

The Sin City alum had the whole city talking after his self-elimination from the competition on season four.

After performing "Stand by Me," Rourke told Cannon he wanted to take his gremlin mask off because he was too hot—proceeding to then rip it off.

"I don't know what's happening, ladies and gentleman," Cannon said. "This is a Masked Singer first."

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Sarah Palin

Bearly anyone knew the former governor of Alaska was the one rapping to "Baby Got Back" on season three. Although, panelist Robin Thicke did guess Tina Fey, who impersonated Palin on Saturday Night Live.

So after the 2008 Republican VP nominee revealed herself to be the one behind the bear mask, Cannon noted, "This might be the most shocked I have ever been on this show."

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Tony Hawk

The legendary skateboarder had to pack his trunks after it was revealed he was behind the elephant mask on season three.

And while some may have considered the move a complete 180 from what they'd typically expect from Hawk, he noted that musicality runs in his family.

"I just thought it'd be a fun challenge," the athlete, who performed "Friday I'm in Love," told People in 2020. "No one was really pushing me in that direction. My older sister is a pretty accomplished singer. She sang backup for Michael Bolton and Righteous Brothers and John Denver. So I felt like I had some musical history in my family. I never wanted to sing in public necessarily, but I thought if I'm gonna do it, what a great way to do it and be anonymous behind a mask."

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Lil Wayne

The panelists were more than a lil stumped by this robot’s true identity. But their reaction to the “A Milli” artist’s unmasking on the season three premiere was anything but robotic. As Thicke put it, “This is the most shocked I’ve ever been on this show.”

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T-Pain

The Grammy winner proved all he does is win, win, win, no matter what after being crowned the first-ever Masked Singer champion.

Throughout the debut season, T-Pain—who was dressed as a fuzzy, blue monster—performed a range of hits, including Queen's "Don't Stop Me Now," Gavin DeGraw's "I Don't Want to Be, Lenny Kravitz's "American Woman" and Sam Smith's "Stay With Me." Still, he left all the panelists wondering who was the man behind the mask, resulting in a true mic-drop moment.

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