Trey Pendley Signs With Leo33 & Make Wake Artists

Leo33 is proud to announce the signing of Trey Pendley, a singer-songwriter whose music is steeped in the quiet wisdom and emotional grit of rural life. Known for his raw storytelling, powerful voice, and a sound rooted in country, folk, and Americana, Pendley brings a rare authenticity to every lyric and performance. In addition to joining Leo33’s esteemed artist roster, he joins Make Wake Artists for management.

Reflecting on the new partnerships, Pendley shared, “It’s wild to think that songs I wrote in the quiet corners of my life are now connecting with teams who truly believe in what I’m trying to say. With Leo33 and Make Wake, I’ve found a circle of people who value honesty, depth, and the long game. I feel like I’m exactly where I’m supposed to be.”

Katie Dean, Label Head of Leo33, added, “Trey’s voice, both literal and lyrical, is undeniable. The first time we heard him, we knew we were witnessing something rare—an artist who doesn’t just write songs, but offers stories that stick with you. We’re thrilled to welcome Trey to the Leo33 family and can’t wait to support him as he continues to build something meaningful and lasting.”

“From the moment I heard Trey Pendley sing, I knew he had something special. He brings so much heart, honesty, authenticity, and grit to everything he does—and he’s just getting started,” shares Shelby Marvel at Make Wake. “I’m so proud to officially welcome him to the Make Wake family and truly honored to be part of his journey.”

Today, Trey released his first track with the label, titled “Drunk as Any Rich Man,” giving fans a taste of new music to come. The song blends his signature storytelling with a raw, soulful delivery — capturing the highs and heartaches of small-town living with honesty and grit. It’s a bold introduction to the next chapter of Trey’s sound.

Raised in the small town of Toad Suck, Arkansas, Pendley’s songwriting is shaped by lived experience — fatherhood, healing, and the generational stories that echo through rural America. His deeply personal lyrics and grounded presence have already begun resonating with fans and industry veterans alike, marking him as one of country music’s most compelling emerging voices.

With a debut project currently in development, Pendley is poised to carve a space for himself as a powerful new storyteller in country music. In a world that often rewards noise and flash, Trey Pendley stands out by being still, honest, and grounded. He’s not chasing trends. Instead, he’s building something enduring, rooted in story, family, and the kind of truth that travels farther than a hit single ever could.