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Lenny Roger has a diverse work experience spanning over two decades. Lenny has worked in various roles, including being a Boys Volleyball Head Coach at Creekside High School and Saint Augustine High School. Lenny also served as an Assistant Boys Director/Head Volleyball Coach at JJVA - Jacksonville Juniors Volleyball Association. Additionally, they worked as an Account Manager at Alex Rue Insurance Agency, Inc. and as a Head Volleyball Coach at Valley Ridge Academy. Lenny has extensive experience in the insurance industry, having held positions such as Underwriter at First Light Program Managers and Underwriting Manager at iCS-AVANT. Lenny started their career as an Insurance Agent at Service First Insurance Group and also worked as an Accounting Specialist/Customer Service Representative at Tower Hill Insurance Group. Throughout their career, Lenny has demonstrated leadership, coaching, and underwriting skills.

Lenny Roger attended the University of Puerto Rico-Bayamon from 1992 to 1995. However, no specific degree or field of study information is available for this period.