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Meagan O'Brien has had a varied career in the insurance and sales industry. Meagan began their career in 2005 as the Director of Sales and Marketing for instaCOVER, where they were responsible for the company's web-based insurance solution for leased and financed equipment. In 2015, they moved to Dedicated Commercial Recovery Inc., taking on the role of Client Relations. In 2017, Meagan worked at both FirstMark Insurance Group as an Insurance Agent and at Bath Planet as a Brand Ambassador and Account Representative. Meagan then moved to Tubcove in 2018, where they were a Business Development Manager and Sales Design Specialist. Most recently, Meagan has been a Partner Success Manager at Faastrak since 2022.

Meagan O'Brien completed their Bachelor of Business Administration (B.B.A.) in Marketing from Eastern Washington University between 1985 and 1987. Prior to that, they obtained a BA in Sales and Marketing from Washington State University between 1982 and 1984.