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Lynn LeBoutillier has a diverse work experience in the hospitality industry. Lynn started their career as a Beverage Manager at Agave Mexican Bistro Dos in 2007 and worked there until 2009. From 2006 to 2010, they worked as a Bartender / MOD at Inn on the Blues in York, ME. Lynn then joined Starwood Hotels & Resorts Worldwide, Inc. in 2002 as a Bartender and stayed there until 2014. In 2001, they became the Owner of Destination Seacoast, where they organized group trips and coordinated special events in New England until 2017. Lynn also worked as a Notary Public / Justice of Peace for the State of Maine from 2006 to 2017. Lynn served as the Bar Manager at BG's Boathouse Restaurant and Marina from 2015 to 2017. Lynn then worked as a Mixologist at Art Ovation Hotel from 2018 to 2020. Lynn was a Bartender at Official ASM Global in 2019 and a Bartender at IMG Academy from 2019 to 2020. Finally, Lynn worked as an Event Services professional at Hyatt Regency from 2017 to the present, where they have experience in various roles including Banquet Bar, Hurricane Hut Pool Bartender, and Currents Restaurant bar, as well as training Taiwanese interns and leading temporary employees in banquets.

Lynn LeBoutillier attended the Isenberg School of Management at UMass Amherst from 2006 to 2007. During this period, they focused on the field of study in Meeting and Event Management, although no specific degree was mentioned.