Jay Webb, Shaylen at The Annex

Friday, April 17, 2026 at The Annex

Doors 7pm // Music 8pm

All Ages

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Country artist Jay Webb writes songs that hit like a gut punch. He grew up bouncing between the backroads of North Alabama and the city in South Alabama, using music to make sense of the chaos around him. What started as a way to process a turbulent childhood quickly became his purpose–-gritty storytelling layered over genre-blurring beats, delivered with zero filter. He began recording demos in high school and never let up, releasing track after track on his own and building a following from the ground up. His lyrics cut deep, his voice carries the scars and his sound refuses to stay in one lane. Webb doesn’t try to clean up the mess–he leans into it, and has a goodtime doing it.

The genre-blurring artist pulls from a wide range of influences, pairing the weight of Johnny Cash and Hank Williams with the edge of Juice WRLD and Post Malone. It’s not traditional country, and he doesn’t want it to be. He calls it “music for real people with real problems” and his fans know exactly what that means. In 2022, a viral TikTok launched his music to a wider audience and since then he’s racked up more than 415M streams with a growing legion of fans over 2M strong. With standout tracks like “Down Here,” “Bury Me With Bourbon” and “Love Me Tonight,”–which led into his debut album “Where To Find Me”–Webb is charging forward and the numbers prove people are listening.