Diane Vandersyde


Diane started in the insurance industry in 1988 as a Marketing Representative for a third-party administrator specializing in employee benefits. She eventually became the Director of Account Services for Humana Insurance Company managing the Account Management Team that provides daily services to Benefit Managers throughout the Southwest Region. This experience led her to into a sales and marketing position with Aetna Health Care working with Insurance Brokers to provide health care solutions to customers throughout the nation.

In 1999 Diane became the Principal Managing partner of her own Agency focused on Sales and Service of Employee Benefit Programs.  She quickly developed a reputation in the industry for providing exceptional service while navigating creative cost saving strategies for her customers.

Evaluating the latest technology and compliance solutions for her clients, Diane recognized that Spire Risk Management provides an exceptional online system and also shares her philosophy for providing exceptional service. On January 1, 2022, she merged her firm with SRM.

She is a Member of the San Antonio Health Underwriters Association having served as Second Vice President, Secretary and Media/Communications Chair. She currently serves as an Executive Board member for the San Antonio Women’s Chamber of Commerce previously co-chairing the “Smart Women’s Series” educational program and is currently the Director for the “Charities of Choice “.

She devotes time volunteering with non-profit organizations such as Relay for Life and the Alzheimer’s Association. She has 2 wonderful sons, Devin, an honors Math Teacher and Coach for NEISD and Diego, a college student pursuing a degree in Physics. In her spare time, you will find her at Iron Fit gym or at various “doodle romps” throughout the city with her 2 Doodle Dogs.

Diane and her family are proud members of the Community Bible Church in San Antonio, TX.