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Ryan O'Shea has a diverse work experience spanning various roles in the field of fleet management and finance. Ryan is currently the Vice President of Business Development at Auto Driveaway Systems, LLC. Prior to this, they worked at Element Fleet Management, where they held positions such as Vice President of Sales, Regional Director, Regional Manager, and Senior Business Consultant. At Zipcar, they served as the Manager of Fleet Finance and Risk, and as the Fleet Finance Manager. Ryan also worked as a Financial Analyst at Raytheon. Throughout their career, Ryan has demonstrated expertise in optimizing fleet operations and financial management, leading to significant cost savings and revenue growth.

Ryan O'Shea completed their Bachelor of Arts degree in Mathematics at Wheaton College Massachusetts from 1998 to 2002. Ryan then pursued a Master's degree in Business Administration at UNH Peter T. Paul College of Business and Economics from 2002 to 2004.