Young Agent Builds on the Family Business


Join our Host and Chief Marketing Officer, Mitch Dunford, Head of Academic Content, Paul Martin, CPCU, and the President and CEO of H&H Insurance GroupJake Holehouse, for an inspiring Nat Alliance NOW episode detailing Jake’s journey of combining his family business with his entrepreneurial spirit to create something extraordinary in the insurance industry.

Discover the challenges faced and the strategies employed to build a thriving business that stands out in the industry.

Tune in for an inspiring discussion filled with insights and practical advice from Jake Holehouse, and get inspired to create your own success story in the insurance world.

Jake Holehouse is the President of HH Insurance in St. Petersburg, FL. He founded HH Insurance with his father, Ron Holehouse, in June 2018 and they have experienced rapid growth since the agency has opened. Jake grew up in the insurance industry working for his father’s agency throughout high school, Holehouse Insurance in St. Petersburg, FL. After graduating from Florida State University, Jake worked for American Strategic Insurance (ASI) as a national account manager, specializing in the national home builder accounts. Following ASI, he decided to work alongside his father again at Holehouse Insurance. They grew the business at an astronomical rate, eventually selling the agency to Regions Insurance, an affiliate of Regions Financial Corporation. Following Regions Insurance, Jake worked at Heritage Insurance Holdings as an Executive Vice President of Business Development and assisted in product expansion from 3 states to 13 states. Seeing the opportunity of opening a new independent agency, Jake opened HH Insurance in June 2018. HH Insurance has rapidly grown in 5 years from 3 team members to a team of over 45 and continues to win multiple service and sales awards. In Jake’s time at Florida State University, he earned a Bachelors and Masters degree in Risk Management and Insurance. Jake sits as an advisor to the risk management and insurance program at Florida State University, as well as multiple local community service positions.

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