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Struggle Jennings' Tenacity Shines Though In Powerful New Single "Shoulda Woulda Coulda”

Updated: Sep 12, 2023

"My past ain't defining me," the West Nashville native sings.


Credit: Seb Marbury


Struggle Jennings carries both an iconic name and a strong story of perseverance. Shedding light on his story the outlaw riser sings of his resilience in his latest track Shoulda Woulda Coulda of his forthcoming fall album.


The whiskey soaked barnburner narrates the struggles that having a legacy and keeping it alive entails. The grandson of Waylon Jennings and Jessie Colter has been nothing short of a true Outlaw from a long line of gangsters, outlaws, and rockstars, making his family lineage proud and this song covers the emotional rollercoaster that brings.


Came too far to let go now/Nothing to prove got a lot to show now/Yeah I came too far to let go now/Nothing to prove got a lot to show now, the riser sings with conviction.


His message of persistence seeps itself through the song, weaving and winding narrating his highs and lows of his rising career. Calling out calling out doubters in a rock, hip hop country juggernaut is a poignant reminder that no matter that name you have or where you come from, it is up to you to confidently make a change.


"I made so many bad decisions in my life and justified them, made excuses and set limitations on myself.. all the shoulda’s woulda’s and coulda’s.. when I finally took accountability and found the power of faith everything changed," Jennings said in a social media post.


Jennings is currently connecting with fans on the Backroad Baptism Tour alongside friend and collaborator Jelly Roll. Their paralleled stories of troubled life teenage years and young adult life in and out of prison bond the two Nashville natives.


Through strength and determination Struggle Jennings shares that he is just like us in this poignant new track.


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