In business, Ron was the cofounder, chairman, and CEO of Retirement Advisors of America (RAA). RAA is a wealth management company and, at the time of its sale to another investment firm in 2019, managed over $3 billion for approximately two thousand retired commercial airline pilots from all the major airlines who resided in all fifty states and multiple foreign countries.

In 2019, Governor Greg Abbott appointed Ron as chairman of the board of Texas Mutual Insurance Company, an exclusive worker compensation insurance provider located in Texas with over $1 billion in annual revenue serving over seventy thousand companies located in Texas. Simmons is an advisor to the CEOs of The Heritage Foundation and the Texas Public Policy Foundation.

Ron is the son of two public school teachers and has been married to his wife, Lisa, for more than forty years. He and Lisa have three children: Justin, an assistant US Attorney in the Justice Department; Daniel, who is on the autism spectrum and a fantastic artist and hard worker; and Allie Beth, a podcast host (Relatable), author, and speaker. Their crowning achievement, though, is their five grandchildren!