From Bullying to Business: Jesse Tarr’s Inspiring Transformation
In this powerful interview, Jesse Tyler shares his journey from a bullied teen escaping to the Marine Corps, to becoming a successful permit expediting entrepreneur navigating brutal personal and professional storms — including family court, unjust military discharge, betrayal, and business crashes.
Inside this episode:
- How trauma and adversity can become an elite entrepreneurial advantage
- Why Jesse chose the Marines to harden his mindset
- The dark reality behind his military discharge — and how he’s fighting to set the record straight
- The turning point that led him to quit a toxic job and go all-in on his own business
- How he built a company from scratch while battling burnout and betrayal
- His fail-safe framework for lean operations and high-margin growth
- Fatherhood, legacy, and breaking generational curses
- Unfiltered advice to young men about women, relationships, and business
- Why Entrepreneurs’ Organization (EO) became his lifeline — and why you need a tribe
- Tactical insights on managing risk, staying lean, and weathering financial downturns
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Jesse Tarr
CEO
I graduated from Florida International University (FIU) in 2012 with a Bachelors of Business Administration in International Business. Simultaneously I was enlisted in the United States Marine Corps (USMC) and successfully completed Officer Candidates School (OCS) during my enlistment.
After graduation I moved back to the DC Metropolitan area from Miami and started working for GEICO as a claims adjuster on a fast track to management as part of their Supervisor Leadership Program (SLP). In an effort to accelerate my earning potential and consolidate college debt I was faced with a challenge because I needed to maximize my top line but I knew I did not want to go back to undergraduate study or pursue any form of graduate school. I narrowed it down to sales and more specifically bartending, it was a product which had a natural demand and the earning potential was great considering no additional formal education is required. Also, I could keep my day job and do this work at night. The hurdle then came once I completed bartending school, actually getting hired and behind a bar with good revenue. After being rejected at several local bars and clubs I quickly figured out I needed to start at the bottom of the industry to get an "in" so I started working security at various nightclubs in DC. Security was often brutal with fights, damaged uniforms, and a fixed pay having risk outweigh the reward. However after close to a year in the security business I was able to gain employment from a bar as a floor back and my duties were to clean up the dance floor, pick u… Read More
