Milwaukee Today

By the People, for the People

Struggle Jennings

March 24, 2026 8:00 pm

Shank Hall
1434 N. Farwell Ave, Milwaukee, WI 53202

Struggle Jennings, the grandson of legendary country music icon Waylon Jennings, brings his unique blend of outlaw hip-hop, rock, and country to Shank Hall in Milwaukee. Struggle's powerful message of strength, determination, and resilience in the face of adversity has resonated with fans worldwide, and this performance promises to be a captivating showcase of his personal journey and musical legacy.

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Why We Like It

  • Struggle Jennings is part of a long lineage of country music outlaws, carrying on the Jennings family legacy.
  • His honest and passionate storytelling through music connects with audiences on a deep, personal level.
  • Expect an electrifying performance that blends genres and showcases Struggle's unique artistic vision.

Who Should Attend

This event will appeal to fans of outlaw country, hip-hop, and rock music, as well as those interested in personal stories of overcoming adversity and finding one's place in the world.

In the Spotlight

Struggle Jennings

The grandson of legendary country music icon Waylon Jennings, Struggle Jennings has carved out his own path as a modern-day outlaw, blending hip-hop, rock, and country in his powerful and personal music.

About the Venue

Shank Hall

A historic music venue in Milwaukee, Wisconsin, known for its intimate setting and excellent sound quality, providing an immersive experience for fans.

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