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Our Team
For over four decades, we’ve helped individuals and families navigate retirement with confidence. Our team specializes in protected growth strategies, efficient wealth transfer planning, and Social Security analysis—all designed to safeguard your assets and preserve your legacy.
Randy Woods
OWNER/PRESIDENT
Randy has worked alongside his father, Ron Woods, in their company since 1999. Estate Planning Enterprises is a fixture of Hendersonville and has been for decades.
Randy and Ron are two of the most respected financial advisors in the area. Together, they have 75 years’ combined experience and have sponsored free educational community workshops since 1996. Randy graduated from Beech High School as well as attending the University of Tennessee. Randy became the President of Estate Planning Enterprises when his father and partner Ron Woods retired at the beginning of 2025. He is a member of the Hendersonville Chamber of Commerce, an accredited member of the Better Business Bureau and the National Ethics Bureau for financial advisors.
Melody Holloway
OFFICE ADMINISTRATOR & LICENSED ADVISOR
Melody Holloway has served as the Office Administrator for Estate Planning Enterprises for 27 years. A native of Knoxville, TN, Melody studied Business Law at Pellissippi State, is a licensed advisor and serves as the company’s notary public. Melody and her husband have called Hendersonville, TN home for the past 30 years, and are proud parents of three children and four grandchildren.
Joseph Bolser
LICENSED ADVISOR
Joey is the newest member of the Estate Planning Enterprises family. He is Ron Woods’ grandson and Randy Woods’ nephew. He graduated from the University of Tennessee in 2022, became licensed in 2024, and joined the team shortly after.
Joey is currently working to transition the office into a paperless environment using an online database to track and store client and policy information. If you call the office, you will likely speak with him first. He's still learning the intricacies of the business, but thankfully he has excellent mentors and is eager to learn all he can for the future of Estate Planning Enterprises.
Ron Woods
FOUNDER/PRESIDENT EMERITUS
Ron hails from Knoxville, TN and is a graduate of the University of Tennessee. He has spent his entire working career — over half a century — as a conservative retirement planner. Ron has been a resident of the Hendersonville and Gallatin area since 1981.
He is active in both his church and community. Ron retired at the beginning of 2025 and is enjoying retirement!