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Timothy Twofoot Boulette has extensive work experience in the legal field. Timothy started their career as a Field Engineer at Cianbro Corporation from 1991 to 1996. Timothy then worked as a Judicial Law Clerk at Maine Supreme Judicial Court from 1999 to 2000, where they prepared bench memoranda and draft opinions for the court. From 2000 to 2018, Timothy worked at Murray Plumb & Murray as a Real Estate and Business Attorney. In this role, they held various responsibilities including supervising junior associates and paralegals, providing legal counsel on business transactions, corporate matters, commercial real estate, and intellectual property issues. Timothy also served as a General Counsel at NYSSCPA - The New York State Society of CPAs from 2019 to the present.

Timothy Twofoot Boulette has attended the University of Maine School of Law, where they pursued a J.D. degree in Law. Additionally, they also completed their undergraduate studies at Brown University, earning an A.B. degree in Music. No specific start or end years are provided for either educational experience.