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Mickey O'Mara has a diverse work experience spanning various industries. Mickey started their career as an American Language Assistant, teaching English to French students. Mickey then worked as a Personal Banker, providing customer service and training employees on banking systems. Subsequently, they worked as an Administrative Assistant at Allison Systems, performing various administrative tasks. Mickey also had a role as an Editor at Zimmerman, where they proofread and copy-edited literature. Additionally, they served as a Server/Trainer/DJ at Champps Americana and had a freelance editing role. Mickey also worked at Edgenet as a Retail Coordinator, responsible for creating online jobs and troubleshooting website issues for The Home Depot. Mickey later joined Financial Independence Network as a Consultant. Finally, they held multiple roles at The Leist Group, LLC & Financial Independence Network, including Manager of Marketing and Research and Director of Marketing, where they were responsible for marketing campaigns, event coordination, website updates, and ensuring compliance with advertising materials.

Mickey O'Mara attended West Allis Central High School from 1995 to 1998 and obtained a High School degree. From 1998 to 2003, Mickey studied at the University of Wisconsin-Milwaukee, where they earned a Bachelor of Arts degree. They pursued a double major in English and French. Additionally, Mickey has obtained certifications in Series 6 & Series 63 from the Financial Industry Regulatory Authority (FINRA). The specific details about when these certifications were obtained are not provided.