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WoodmenLife Names Robert “Toby” Cain Regional Director, Northern Georgia

(May 1, 2024) – Toby Cain of Stockbridge has been appointed to the role of Regional Director for Northern Georgia. In this position, Cain will lead a group of WoodmenLife Recruiting Sales Managers and Sales Representatives serving the organization’s nearly 29,000 members in the region. 

 Cain joined WoodmenLife in 2010 as a Sales Representative. He was promoted to Recruiting Sales Manager in 2015 and Regional Director for the Central Georgia region in 2021. 

Prior to joining WoodmenLife, Cain pursued a banking career. He was a regional sales manager and later a senior vice president in commercial/construction lending. He also owned and operated a construction company. 

Cain earned his bachelor’s degree in Financial Management from Clayton State University. He also competed a three-year banking school at the University of Georgia. Additionally, Cain holds his Series 6 & 63 licenses and has achieved the Fraternal Insurance Counselor (FIC) and Fraternal Insurance Counselor Fellow (FICF) designations. 

“Toby has shown exceptional leadership as a Regional Director,” said Chuck Driffill, WoodmenLife Senior Vice President & National Sales Manager. “Under his direction, the Central Georgia region has seen significant growth. He brings his outstanding skills in recruiting and developing talent to this new position, and we look forward to seeing his impact on the region.” 

In his spare time, Cain enjoys traveling, playing tennis, reading, visiting the beach, and spending time with family. He has three children and six grandchildren. 

 About WoodmenLife 

WoodmenLife was founded in 1890 as a not-for-profit. The organization gives back to its members across the country, who join in a shared commitment to family, community and country. With a legacy of financial stability, WoodmenLife offers quality life insurance and retirement products. A person becomes a member when they purchase a WoodmenLife product. Members have access to many extras they can use now. To learn more about the organization, visit

Woodmen of the World Life Insurance Society Home Office: Omaha, NE