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Michaela Leary has worked in multiple roles since 2007. Michaela began their career as an Administrative/Executive Assistant at the Law Office of Michael Bowser, PC in 2007. In 2013, they worked as a Marketing Coordinator at QuietStream Financial, a Social Media Assistant Manager at SearchPro Systems, and a Project Manager and Digital Marketing Strategist at MyVBO. In 2016, they joined AirTank as the Vice President of Account Management, a role in which they were responsible for managing client accounts and assisting in growth and development of staff as well as the overall firm. Michaela also held the roles of Director of Project Management and Senior Project Manager at AirTank.

Michaela Leary received their Bachelor of Science (B.S.) in Marketing from Suffolk University in 2012. During their time at Suffolk University, they also attended Regent's American College London in 2010, where they earned a Bachelor of Applied Science (BASc) in Marketing.