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Roy Montclair has extensive work experience, beginning with their current role as SVP, General Counsel and Secretary at SeekWell since 2023. Prior to this, they held the same position at 1-800 CONTACTS starting in 2018, after serving as the VP, Deputy General Counsel from 2015 to 2018. Before that, they worked at 1-800 CONTACTS as the VP, Interim General Counsel from 2014 to 2015 and as the Managing Associate General Counsel from 2001 to 2014. Roy Montclair also has experience as a Managing Associate Attorney at Snow Nuffer from 1998 to 2001 and as an Assistant Attorney General at the Utah Attorney General Office from 1995 to 1998. Roy began their legal career as a Judicial Law Clerk at the Utah County District Court from 1994 to 1995. Additionally, they have past experience as an Assistant Director at American Indian Services, a Counselor at Utah State Youth Corrections, and a Pharmacy Technician at Shopko. Roy started their professional career as a Men's Issue Room Attendant at Brigham Young University in 1984.

Roy Montclair attended Snake River High School from 1978 to 1981, where they obtained their high school diploma. Roy then pursued their Bachelor of Science degree in Psychology at Brigham Young University from 1984 to 1990. Following this, Roy attended BYU Law School from 1991 to 1994, earning a Juris Doctorate degree, though the field of study is not specified.