Derek Wolfe with Tim Montana
Derek conversation with Singer/Songwriter Tim Montana starts with his childhood in Butte, Montana, where he spent his formative years living off the grid from the tender age of 5 until adulthood. In this rugged environment, electricity was a luxury, and Tim’s daily life revolved around the soft glow of lanterns, flickering candles, and the hum of a generator. He candidly recounts the harsh realities of this existence, from battling extreme cold to grappling with profound isolation.
Amidst these challenges, Tim faced additional hurdles, including enduring bullying at school and navigating a tumultuous relationship with his stepfather. Amidst the adversity, music emerged as Tim’s best companion. Through melodies and lyrics, Tim found purpose and a profound sense of self-expression.
It Wasn’t Always Guitars and Songs
Tim describes his courageous choice to embark on a music career, a journey that led him from the serene landscapes of Montana to the vibrant cityscape of Los Angeles. Enrolling in music school in LA marked the beginning of Tim’s pursuit, yet it wasn’t without its stumbling blocks. He reflects on early setbacks, including academic struggles that led to expulsion not once, but twice, and a motorcycle accident that left him seriously injured. Tim embraced various odd jobs to make ends meet, including a stint frying chicken at a local grocery store.
Amidst these trials, Tim’s resilience shone through as he navigated through a period of financial turbulence, recklessly spending his settlement funds. Despite the setbacks, Tim’s unwavering determination pushed him forward, leading him to the vibrant streets of Nashville.
It was in Nashville’s honky-tonks where Tim found his footing, honing his craft as a performer and cultivating valuable connections within the music industry.
It’s All in Who You Know
Tim points to several pivotal encounters that helped propel his career forward. He discusses meeting Billy Gibbons of ZZ Top and collaborating with him on music and business ventures like Whisker Bomb hot sauce, and opportunities like co-writing songs for Kid Rock.
Tim’s song became the official anthem of the Boston Red Sox, gaining recognition and exposure. He also discusses his chance meeting with David Letterman, which led to a performance on The Late Show, and his connection with Charlie Sheen, who directed a music video for him.
Tim realized his passion for music was leading him from country to rock. These encounters and collaborations helped raise Tim’s profile and eventually led to him securing a record deal with a major label.
Hot Sauce, Cigars, and Clothes
In addition to his music career, Tim discusses his various business ventures aside from Whisker Bomb hot sauce, and his cigar company called Tim Montana Vigilante Cigar, and a clothing line called Old Boy. He emphasizes diversifying and creating multiple revenue streams, drawing inspiration from successful entrepreneurs like Jimmy Buffett.
The Balancing of Family and Career
Tim gives Derek a peek into his personal life, discussing his marriage to Danielle, whom he credits for supporting his dreams and sacrificing for his career. Tim shares the challenges of balancing his music career with being a father to four children, acknowledging the gear shifts required to transition between his professional and personal life.
