All About Stella Lefty & Boyfriend Vincent Mason's Relationship: How They Met & Began Making Music Together | Just Jared - Celebrity News and Gossip
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Stella Lefty is a rising star whose music is climbing the charts right now, including a song that she recorded with her boyfriend, musician Vincent Mason.
Stella and Vincent‘s song “Something to Lose” is currently at #45 on the Billboard Hot 100, which marks its current peak after seven weeks. Her solo song “Boston” was #6 this week and is expected to reach #3 next week!
Vincent is best known for his song “Damned If I Do.”
So, how did they meet?
Stella Lefty reveals how she met Vincent Mason
Stella, 23, opened up about meeting Vincent, 25, while chatting in a recent interview.
After seeing a video of Vincent with his then-tourmate Ashley Cooke, Stella decided she wanted to met him and possibly write with him.
She said on the Scotty Kay Show, “I was like, ‘That boy is so cute…Who is this?’ And so I ended up reaching out to my manager and I was like, ‘Do you happen to know his manager? I think he’s really cute. If he ever comes to LA, can I write with him? I don’t know.’ I was just like, how do I get to know him? But then it never got back to him. Vincent never heard about that.”
Well, Vincent ended up sliding into Stella‘s DMs!
Vincent Mason reached out to Stella Lefty!
After seeing one of Stella‘s videos online, Vincent decided to reach out.
“Weirdly, two weeks later, he heard ‘Thinking About You.’ Like, saw the video and DM’d me about it and was like, ‘Hey. Love this song.’ Yeah, so random,” she said.
Stella Lefty and Vincent Mason have made several appearances together!
The couple performed together at the ACM Next Wave beach bash on May 16, then attended the ACM Awards together the next day. On June 3, they performed together at the Whiskey Jam Country CAA Takeover and then walked the red carpet together at the Spotify House at CMA Fest on June 5.
Listen to “Something to Lose” below!
Stella Lefty’s dad is billionaire businessman Eric Lefkofsky
Stella is the daughter of businessman Eric Lefkofsky, who made the bulk of his money from being a co-founder of Groupon. Her mother is Elizabeth Kramer.
As of July 24, 2026, Forbes lists his net worth at $4.7 billion, putting him at #852 on the list of the world’s richest people.
Currently, Eric is the founder and CEO of Tempus AI, which uses AI-driven insights to personalize healthcare and accelerate drug development.
Stella Lefty’s manager denies she’s an “industry plant”
Because of Stella coming from a wealthy family, she has been accused of being an “industry plant.” Essentially, internet trolls use this term for an artist they feel is being pushed on the public.
Stella‘s manager Adam Alpert told Rolling Stone, “Industry plants don’t exist, no matter what anybody says or thinks from the outside of the music business.”
“You have to make great songs that people like,” he added. “All these artists that people call ‘industry plants’ are having success because they’ve done just that.”
Posted To:Dating History Stella Lefty Vincent Mason
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