In this episode, Garrett sits down with Guy Gilmore, founder of a Houston-based company that specializes in live scoring, event production, and entertainment for charity golf tournaments. Guy shares how a layoff from an artificial turf sales job led him to the Golf Academy of America, and ultimately to building a business that has completely changed how charity tournaments run — replacing paper scorecards and clunky manual tabulation with real-time digital scoring, sponsor integration, and polished award ceremonies.

Guy walks through the full client experience: from building out custom scoring tablets branded with sponsor logos, to managing on-course participation, to running a seamless, MC-ready awards ceremony on a 110-inch screen (or his 12x7 LED trailer). He also dives into the entrepreneurial journey behind the business — early partnerships with international golf software companies that didn't pan out, the leap to build proprietary software with a hand-picked developer, and the challenges of scaling a company that now supports 300+ tournaments a year.

The conversation also covers Guy's crowd-favorite activations, including his signature air cannon setup and the "Glass Challenge" — inspired by Golf Channel's Big Break — which has become a staple at events ranging from local charity outings to The Masters and John Daly's celebrity tournament. Guy also shares how he sources talent by hiring U.S. veterans and matching them with activations suited to their interests, plus how word-of-mouth and a data-driven approach to finding Houston's most tournament-dense market (55,000+ charity events) fueled his growth.

Garrett also opens up about his own experience running his firm's first charity golf tournament at Memorial in Houston, and the two discuss what it takes to plan, staff, and execute a standout event.