ashlee simpson ross

‘SNL’ hurt this pop star. Winning ‘The Masked Singer’ helps

After a major national debacle on live TV when she was only 20 years old, Ashlee Simpson Ross finally found a way to win back a small-screen audience’s love: She put a galaxy mask over her head and let the vocals rip.

Forget that 2004 incident where she got caught singing over a backing track in an appearance on “Saturday Night Live.” Sure, she did a weird little dance, then fled the set. Sure, her dad made excuses. But that’s in the past.

The winner of “The Masked Singer,” who is married to Evan Ross, Diana Ross’ singer-actor son, was bubbly as she celebrated her victory in a post-finale interview published Wednesday night. On the season finale, she had sung Olivia Rodrigo’s tune “Good 4 U.”

“I feel like I became Galaxy Girl and I had the best team ever,” Simpson told People. “So I mean, it felt great to do it. It felt great to perform, not being able to see where I’m going. You can hardly see where you’re going. I think just becoming that character of Galaxy Girl and people not knowing who I was, it was just a different way of performing that. I enjoyed that. It was definitely a moment of discovery.”

Back in fall 2004, Simpson, who’s now 41, was about to do her second song as the musical guest on “SNL.” Following in her famous sister’s footsteps as Jessica Simpson’s newlyweds reality show with then-husband Nick Lachey was hitting its stride, she had just released what would become the year’s top-selling album by a female singer.

Then the band started up — and the wrong lyrics started playing out of the ether. Simpson was not singing them. So she did an uncomfortable sort of jig before walking off the set and leaving the band stranded. Cut to commercial.

Lorne Michaels would confirm later that it had been a first for the sketch show.

“What can I say? Live TV,” host Jude Law told the audience during the show’s goodbye sequence that night. Simpson, standing at his side, jumped in with a rapid-fire explanation of what had just happened, throwing her band under the bus and not making much sense at all.

“I feel so bad. My band started playing the wrong song and I didn’t know what to do, so I thought I’d do a hoedown. I’m sorry!” she said.

This was a year after her sister had asked, with cameras rolling, whether a can of Chicken of the Sea contained tuna or chicken, and whether Buffalo wings were made out of buffalo. So what stuck in people’s minds were those lyrics playing out of the ether. Ashlee Simpson, it was clear, intended to lip sync, which sort of implied to casual observers that she couldn’t sing. She became, to many, a laughingstock.

Her dad said afterward that acid reflux had made her vocal cords swell, necessitating the last-minute switch from live to Memorex. He called it a learning experience and said she would prove herself in future shows.

“Unfortunately, that happened to us on Saturday, so just like every other artist in America she has backing tracks … so you don’t have to hear her croaking through a song on national television,” Joe Simpson told Ryan Seacrest in a radio interview.

“She never used them before,” he said of the vocal tracks, but “you have to do what you have to do.”

A few months later, she was booed on national TV when she did the halftime show at the 2005 Orange Bowl. Folks joked that it was worse than what happened on “SNL.”

So, yes, her career continued, but it hasn’t been 100% smooth. After a couple more albums, she took a role in a Broadway musical and eventually she returned to acting. She said over and over that she was going to get back into music, but life kept getting in the way.

Then in 2025, after celebrating the 20-year anniversary of her breakout album release with a short gig at a WeHo nightclub the year prior, she announced a residency at the Venetian in Las Vegas. The gig proved popular enough that it was extended into 2026.

And over the course of “The Masked Singer” season, Simpson finally proved to those casual observers that she has a voice and knows how to use it. She even bested her husband, who competed this season as Stingray and was cast out in Episode 10.

“Performing is my happy place, and to be doing that again just feels so nice,” she told People. “I’m inspired to keep playing shows and creating new music. And moments like ‘Masked Singer’ and Vegas, and I’m looking forward to Pride and Stagecoach — those moments just make me realize, ‘Oh, this is what I love to do.’

“I’m happy to be doing it again.”

Good for you, Galaxy Girl.

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