Wyatt Flores

Since bursting onto the scene at the beginning of the decade Wyatt Flores has emerged not just as one of the top rising acts in Oklahoma’s revered red dirt scene, but of all country and roots music. The 25-year-old wears his heart on his sleeves with introspective lyrics that don’t shy away from hard topics like heartbreak, sobriety and mental health, all with a gargantuan voice that leaves the listener feeling every ounce of emotion within.

That dynamic was on full display when Flores sat down recently to record a session for I Know We Should inside Lucinda’s in New York City. The singer kicked off the rare solo acoustic performance with “Sleepless Lullaby” from his latest album Scared Of Heights, which sees Flores turn the tables on himself to open up about his own mental health struggles after primarily writing about his observations of others going through similar situations in the past. 

“I got my start talking about mental health and things of that nature, however I didn’t ever really fully open up about what I was going through,” confides Flores. “While that was all going on early in my career I’d also lost my grandfather to suicide… [until then] I thought I was the only one that struggled in my family, so this one’s about struggling with anxiety and sleep while being out on the road.”

Following “Sleepless Lullaby,” Flores looked back on his origin story with the title track from 2024’s breakout album Welcome To The Plains. On it he revisits his upbringing and desire to escape the Sooner State, only to grow up and learn to cherish the place he calls home.

“It’s this ongoing dream of wanting to get out of Oklahoma,” admits Flores. “I’m very grateful to be sitting here in New York City right now — by God we’ve done it — but Oklahoma will forever be my home… I tried so hard to leave that place, and now any chance I get I’m trying to run back to it.”

Finally, Flores returns to Scared Of Heights with his final performance of the session with “Sober For A Month.” The self-explanatory title stems from a spurt of sobriety from Flores that made him realize that sometimes your reason for drinking is due to the company you keep.

“I went sober for about a month and a half and there was just a lot of clarity within that month and a half,” reflects Flores. “I often find it funny when people are in relationships and they’re trying to figure out how to make it work and oftentimes the first thing is, ‘Well, you need to slow down on your drinking,’ which was true for me, but sometimes maybe the reason why you’re drinking is because of said other person. That’s the whole point of this entire song — sometimes the clarity you get from not drinking allows you to realize if you’re drinking for good or bad reasons.”

Stay up-to-date on Flores’ upcoming tour dates, new music and other announcements at WyattFloresMusic.com. Additionally, keep your eyes peeled for more I Know We Should sessions in the days and weeks ahead.

Recorded live at Lucinda’s NYC on September 30, 2026.

01:05 - “Sleepless Lullaby”
05:45 - “Welcome to the Plains”
10:14 - “Sober for a Month”

Video by Brad Wagner
Audio by Juan M Soria
Words by Matt Wickstrom

Wyatt Flores: https://www.wyattfloresmusic.com/
Lucinda's NYC: https://www.lucindasnyc.com/
A/V Production: https://www.iknowweshould.com/
Matt Wickstrom: https://wickspicks.substack.com/

Matt Wickstrom

Matt Wickstrom is a Kentucky-based freelance journalist with bylines at GRAMMY.com, The Bluegrass Situation, the Lexington (KY) Herald-Leader, and more.

https://wickspicks.substack.com/
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James McMurtry