50 Over Fifty Award Winner: Geraldine “Gerry” Cunningham | First Financial Advisory Services and Geraldine B. Cunningham & Associates, LLCCo-presented by our sponsors: The road to success starts with The Valenti Family of Dealerships and visibility along the way is being accelerated by 321 Media!Geraldine “Gerry” Cunningham has devoted her life to family, career excellence, and community service. After marrying David Cunningham in 1958, the couple settled in Ashaway, Rhode Island, where they raised four children and quickly became active in civic life. Gerry taught CCD at Our Lady of Victory Church, earning the St. Agnes Award, and served the Town of Hopkinton as Interim Tax Collector, Director of Welfare for ten years, and Chairman of the Democratic Committee.Her professional career began in child services and insurance, but a pivotal mentorship with William Mason at First Financial Advisory Services launched her into the investment profession. With encouragement, she earned designations as a Chartered Financial Consultant (ChFC) and Chartered Life Underwriter (CLU), later becoming owner and President of First Financial Advisory Services and Geraldine B. Cunningham & Associates, LLC. She and her husband also founded All East Tax Prep and acquired a financial practice in Virginia.Gerry’s leadership extended to serving on the Board of the Westerly Adult Day Center (PACE) for 12 years, as President of the Ocean State Chamber of Commerce Board of Directors, and with the Wood Pawcatuck Watershed Association. Nationally, she co-chaired Cetera’s Women’s Impact Network, served on the Representative Advisory Council, and became Chairman of the Emeritus Council as its only woman member. She is Cetera’s oldest continuing Registered Principal, celebrating 43 years of affiliation in 2025.Today Gerry remains active in her practice alongside family, continuing a legacy of service, mentorship, and professional excellence.www.oceanchamber.orgwww.32onemedia.com
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