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Brandon O'Connor has worked in a variety of roles since 2017. Brandon started their career as a General Laborer for Emergency Temporary Housing in 2017, then moved on to become a Harvest Team Lead for Cultivate Holdings LLC in 2019. In 2020, they worked for The Powerline Group as a Digital Marketing Specialist and Customer Service Specialist. In 2021, they were a Central Reservations for Steamboat Resort and an Alterra Mountain Company. Their current role is Associate Customer Support Analyst for Ombud, which they began in 2022.

Brandon O'Connor obtained a Bachelor of Science in Business Administration and Management, General from Worcester State University between 2017 and 2019. In February 2021, they earned a certification in Conversational Sales from Drift.