Everything You Wanted to Know About ‘If I Was With You’ Singer-Songwriter Presley Regier

23-year-old pop phenomenon Presley Regier is turning a lot of heads in the world of pop music for all of the right reasons, and we plan to watch his career very carefully as we move deeper into 2026.

Born and bred in Los Angeles, Presley taught himself production at the age of 13, quickly developing his skills and making friends in high places. Before he was even 18, he was already producing with the team behind Roddy Rich, and he’s gone on to work on music for Doja Cat, Coco Jones and more.

He’s also impressive as a solo artist who’s not afraid to get open with his profoundly vulnerable music. His sensitive approach incorporates synth and alt sounds to create something fully his own, and he spent his first-ever tour opening for Tate McRae. His songs including “Questions,” “HAVE YOUR WAY” and “FLY” have racked up millions of views each, and after releasing two EPs, and his new electro-pop single, “If I Was With You” last month, he’s gearing up for even more exciting things in 2026. Now’s the perfect time to get to know the artist, and Presley got us caught up on his story so far in our interview with him below as this week’s Man Crush Monday.

Presley Regier Man Crush Monday

(Photo credit: David Dickenson)

Name: Presley Regier

Hometown: Thousand Oaks, California

Birthday: September 16

Zodiac sign: Virgo

 

Fun Facts:

1. Presley released his newest song, “If I Was With You,” on Feb. 27.

Presley Regier: “If I Was With You” was inspired by me trying to prove to someone that I could treat them better than their ex treated them. Trusting in a new relationship is so hard but I wanted to gain that trust so badly. The outro of the song was also heavily inspired by The Notebook. I hope people listen to it and then eventually find someone who will treat them that exact way.

 

2. He says his Virgo zodiac matches him.

PR: Honestly, really well—for better or for worse. I spend so much time analyzing the tiniest details, even if it’s just something someone said to me and it’s all so serious to me. I’m really proud of that, though, and every time I’m reminded about all those features from my zodiac sign, I’m happy to own it.

 

Also read about: Everything You Wanted to Know About Prolific Voice Over Actor Aleks Le

 

3. He considers Aladdin to be a big inspiration.

PR: I watched that movie so many times growing up so I’m sure it subconsciously inspired me at times. The story is also so interesting because you see him do everything he possibly can to try and be someone he’s not, and then he finally has that realization. I just think it’s cool and I heavily relate to that.

 

4. He’s also a big fan of Breaking Bad.

PR: Admittedly, I am on my fifth re-watch of Breaking Bad, but before that, I binged Pluribus, which actually has the same creator/director. I loved it. Insane cliffhanger.

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5. If he could only buy his clothe from one place, he’d pick 194.

PR: This store, 194, has the best collection of vintage streetwear and designer. They have stores in L.A., NYC and London but I’ve only been to the NYC and L.A. ones. So good.

 

Also read about: Everything You Wanted to Know About Zombies 4 Actor and Singer-Songwriter Julian Lerner

 

6. His favorite dessert in the world is  “a perfectly baked chocolate chip cookie.”

 

7. Autumn weather is his favorite.

PR: I love the fall and that sort of semi-cold L.A. weather. I’m almost always wearing some sort of jacket and sweater, so the colder weather helps with those fashion choices.

 

8. Presley’s kindness is his favorite thing about himself.

PR: I think I’m a very nice person, and I really like that. I’m definitely a big people pleaser and love helping others, which can sometimes be scary because then I worry about people taking advantage of that.

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Also read about: Everything You Wanted to Know About ‘Juliet’ Singer-Songwriter Cavetown

 

9. His go-to coffee order is nothing fancy.

PR: I’m a basic iced vanilla latte type of guy.

 

10. People often come to him for help when they need a creative opinion on things.

PR: A lot of my friends are into music in some way. So sometimes it’s lending an ear to something they’re working on or helping them choose a visual. Aside from that, I do feel like I give good relationship advice too—but I’ve only been in a few relationships, so some would say my experience is limited.

 

11. Presley believes his sensitivity is core to who he is as a person.

PR: I used to try and hide it so much because I hated appearing that way to people, but I think hiding it actually made me appear less confident. So I’m really trying harder these days to showcase that and to use it as a superpower. A lot of my music I’ve been making this past year has been about how my sensitivity leads me to see things differently.

 

For more on the men in music who inspire us, click HERE to read up on “something to remember” singer-songwriter Matt Hansen.