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Alyssa Bennett has several years of work experience in various roles. Alyssa started their career as a Media Relations Intern at Right To Play in 2012. In 2013, they became a Media Relations Coordinator for the New York Yankees. The following year, they worked as a Women's Volleyball Coach at LIU Brooklyn. In 2015, they joined Housecall Pro as an Onboarding Specialist and later became the Director of Growth in 2016.

Alyssa Bennett earned a Bachelor of Science (B.S.) degree in Sports Management and Business Management from St. John's University from 2010 to 2013. Alyssa then pursued a Master of Business Administration (M.B.A.) degree at LIU Brooklyn from 2014 to 2015. Prior to that, they studied Business Administration and Management, General at Robert Morris University from 2008 to 2009. In 2020, they obtained a Certificate in Product Marketing from Cornell University.