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Brennan Bugbee began their work experience in 2013 as a Ski Instructor at Sugarbush Resort, where they taught group lessons for 9-11 year olds, ensuring their safety and enjoyment of the sport. From 2016 to 2018, Brennan worked at Endyne Laboratories Inc. in a role focused on Sample Management. In 2020, Brennan joined Trilogy Education as a Data Analysis Bootcamp TA. Then, in 2020, Brennan joined Polly (formerly DealerPolicy) as an Associate Software Engineer. They were later promoted to Software Engineer 1 in 2021 and then to Software Engineer 2, Tech Lead in March 2022.

Brennan Bugbee completed their education history as follows:

Brennan Bugbee earned a Master of Science - MS degree in Business Analytics from UMass Boston from 2018 to 2019. Prior to that, they obtained a Bachelor of Arts and Sciences degree in Environmental Chemistry from the University of Vermont, completing their studies from 2012 to 2016. Their high school education was attained at Colchester High School, where they received an HS Diploma from 2008 to 2012.

In addition to their formal education, Brennan Bugbee has obtained additional certifications. They are an AWS Certified Cloud Practitioner, having earned this certification from Amazon Web Services in October 2020. They also have a HackerRank Profile, although specific details such as the obtained month and year are not provided.