La Botz learned to play the blues from the last of the prewar bluesmen living in Chicago in the late 1980s and early 1990s: David "Honeyboy" Edwards, Homesick James, and Maxwell Street Jimmy Davis. He has been touring nationally and internationally for many years, and since 2006, has been known for his Tattoo Across America Tour, in which he performs at tattoo parlors across the country. His original compositions are featured in many films and TV shows.
La Botz began his acting career after catching the attention of actor, Director, and independent filmmaker Steve Buscemi, who cast La Botz as a blues-singing convict in his 2000 film Animal Factory. La Botz performed two original songs in the film, "This Ain't the Way I Came Up" and "Lay Down the Bottle." In the next few years, La Botz appeared in Terry Zwigoff's arthouse film Ghost World as well as in Buscemi's Lonesome Jim. In 2008, La Botz starred in Sylvester Stallone's Rambo, in which he performed two songs from his album Graveyard Jones, "The Wishing Well" and "Tiny." Other notable film appearances include Timur Bekmambetov's Abraham Lincoln: Vampire Hunter and Walter Salles's film adaptation of Jack Kerouac's On the Road, in which he performs his song "Hard to Love What You Kill." La Botz's 2015 film credits include the lead role in The Grace of Jake, an independent film directed by Chris Hicky, and a starring role in Isaac Florentine's action movie Close Range.
In the spring of 2012, La Botz starred as the satanic character The Shape in the original stage musical Ghost Brothers of Darkland County, written by Stephen King and John Mellencamp with musical direction by T-Bone Burnett, which premiered at the Alliance Theater in Atlanta, Georgia. Over the next couple of years, Ghost Brothers went on to do two national tours, with La Botz reprising his role as The Shape.