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Alex Monahan began their work experience in 2007 as the Student Association President at Saint Michael's College. In 2008, they joined Caturano and Company as a Senior Associate. In 2010, they moved to RSM US LLP and worked their way up from Senior Associate to Manager, Director, and eventually, Consumer Products Senior Analyst and Transaction Advisory Services Director. They worked at RSM US LLP until 2019 when they became the Chief Financial Officer at Bandon Holdings, LLC, a position they held until 2023. Currently, Alex Monahan is a Co-Chief Executive Officer at Fat Tuesday.

Alex Monahan completed their education in a chronological manner. Their first educational experience was at Medfield High School, although the start and end years are unknown. Following that, they attended Saint Michael's College from 2004 to 2008, where they earned a Bachelor's degree in Accounting. Afterward, they pursued higher education at the Boston College Carroll School of Management from 2008 to 2010, earning a Master's degree in Accounting.