Alright, so the other day this question just popped into my head: which wrestlers have actually won a Grammy? Seemed like a long shot, right? Wrestling and the music awards show? But you never know, crossovers happen.

So, I decided to dig into it. First thing I did was just hop onto my computer and start searching. Pretty basic stuff, you know?
- I typed in things like “wrestlers who won a grammy award”.
- Tried variations like “WWE grammy winner”.
- Even searched for specific wrestlers I thought might have a musical connection, maybe like a theme song credit or something.
Honestly? Finding a direct hit wasn’t straightforward. Lots of articles came up about wrestlers appearing at the Grammys, or presenting, or wrestlers who released albums, but an actual winner? It got a bit murky.
Digging Deeper
I started seeing mentions of the whole ‘Rock ‘n’ Wrestling Connection’ from back in the 80s. That seemed like the most likely place to find something. And bingo, one name kept coming up, though maybe not exactly how I first thought.
Cyndi Lauper. Now, she’s not a wrestler, obviously. But she was HUGE in managing Wendi Richter and was all over WWF programming back then, right when she was winning Grammys herself. I remembered she won Best New Artist around that time. So, while not a wrestler winning one, it’s a strong connection through wrestling.
Okay, so what about wrestlers who actually made music?
I thought about John Cena. He had that rap album, “You Can’t See Me”. I specifically looked up if that album or any track from it won a Grammy. Couldn’t find anything saying it did.
Then there’s The Rock. He’s been in movies like Moana where the soundtrack definitely won Grammys, but the awards usually go to the composers, songwriters, or main artists featured. Did The Rock personally get a Grammy statue for his singing parts? Again, searches came up empty on that front.
I even briefly checked on guys like “Macho Man” Randy Savage who released a rap album, or Mick Foley who did spoken word stuff. No Grammy wins popped up for them in my searches either.

So, What’s the Bottom Line?
After spending a bit of time looking around, it seems like the answer is pretty much… none. No professional wrestler seems to have won a Grammy Award for their own musical work or performance while they were primarily known as a wrestler.
The strongest link is definitely Cyndi Lauper, a Grammy winner heavily involved with the WWF during the 80s boom. Other wrestlers have released music or appeared on soundtracks, but haven’t snagged the award itself.
It was an interesting little search, though! Kind of cool to see where those worlds almost overlapped but didn’t quite cross streams in that specific way.