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Michael Winquist has a diverse and extensive work experience in law enforcement. Michael started their career as a State Trooper in the Rhode Island State Police in 1990 and later served as a Detective in various units, including Narcotics, Intelligence and Organized Crime, Financial Crimes, ATF Task Force, Providence Gang Task Force, and Area Detectives. Michael was promoted throughout the years and eventually became the Assistant Detective Commander in 2012. In 2013, they were promoted to Lieutenant Colonel and served as the Deputy Superintendent-Chief of Field Operations, overseeing the Uniform/Division, Intelligence Unit, Fusion Center, and specialized units. Michael also served as the Public Information Officer for the Rhode Island State Police. In 2014, they became the Chief of Police for the Cranston Police Department. In 2018, they served as a Member of the Rhode Island Police Officers Commission on Standards and Training. In 2020, they became a Commission Member of the RI E 9-1-1 Advisory Commission and the Secretary of the RI Police Chiefs' Association.

Michael Winquist has a diverse education history. In 2012, they attended the FBI National Academy Session 251, but it is unclear if they received a degree or studied any specific field. From 1996 to 1997, they pursued a Master of Arts (M.A.) degree in Criminal Justice/Law Enforcement Administration at Anna Maria College. Prior to that, from 1991 to 1993, they completed their Bachelor's degree in the same field at Roger Williams University. In 1990, Winquist attended the Rhode Island State Police Academy, although no degree information is provided. In terms of undergraduate education, they attended Providence College from 1987 to 1990, focusing on Business Administration and Management, General. Finally, their earliest recorded education experience is from 1982 to 1987, when they studied at Providence Country Day School, but the degree obtained is not specified. Additionally, Winquist holds the certification of Secret Security Clearance, obtained from the Federal Bureau of Investigation (FBI), while the exact time of certification is not provided.