Billy
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Billy Bray is a commercial insurance broker and founder of Drillers Insurance International, LLC, specializing in oil and gas, private equity, and real estate. For nearly two decades, he has helped businesses secure quality coverage at affordable rates by developing exclusive programs, processes, and platforms that outperform the world's largest competitors. After leaving corporate America during the peak of COVID-19, Billy launched his own brokerage and grew it into one of the five fastest-growing insurance agencies in the United States before selling it for three times market rate.
Today, Billy is building a new agency that is growing four times faster than his previous firm and is on track to earn a place on the Inc. 5000. His closing percentage has remained above 90 percent for six consecutive years. Recognized as a leading authority in commercial insurance, he has received numerous honors including Business Insurance 40 Under 40, Houston Business Journal 40 Under 40, Power Broker, Rising Star, Fast Brokerage, and Commercial Insurance Entrepreneur of the Year. Billy is also active in the Houston community, serving as President Elect of the Downtown Rotary Club of Houston.
IN THIS EPISODE YOU’LL LEARN:
- That Billy built a top-five fastest-growing U.S. insurance agency after leaving corporate America during peak COVID-19.
- How he sold that agency for three times market rate and launched a new firm growing four times faster.
- Why his closing percentage has stayed above 90 percent for six straight years in a competitive insurance market.
- That he creates exclusive programs, processes, and platforms that help clients beat the world's largest insurance competitors.
- How commercial insurance clients reduce long-term costs through modern plug-and-play systems and proactive service.
- Why Billy is recognized as an authority in oil and gas, private equity, and real estate insurance.
- That his work has earned every credible industry award over the last 11 years, including Power Broker and Rising Star.
- How he uses a 90 percent close rate and proven systems to deliver big results for loyal clients.
- Why modern approaches are replacing the status quo in commercial insurance, especially for oil and gas businesses.
- That his new agency is on track to hit the Inc. 5000 list next year.
about the show
Legacy Makers is an entrepreneur TV series and business documentary experience built around powerful founder stories, leadership lessons, personal branding, and the strategies behind lasting success.
Each episode takes viewers inside the minds of influential entrepreneurs, industry leaders, pro athletes, executives, and business titans to uncover the moments, decisions, challenges, and breakthroughs that shaped their journey.
Through cinematic storytelling and in-depth conversation, Legacy Makers highlights the real experiences behind success, from building a brand and overcoming obstacles to developing expertise, creating impact, and leaving a legacy that reaches beyond business.
