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Matthew Deneen has a comprehensive work history spanning over several years. Matthew'smost recent role is as a Certified Life Coach at Ready Set Thrive since 2018. Prior to this, they held the position of Senior Vice President at Hudson Insurance Group from 2008 to present, where they managed a team of underwriters and developed underwriting strategies for growth and profitability. Before that, they worked as a Senior Vice President at Hooghuis Group LLC from 2001 to 2008. Additionally, they served as a Program Manager at John Deere Specialty Managers/Sentry Insurance from 1997 to 2001, and as a Senior Claim Representative at St. Paul Insurance Co in 1995. Matthew began their career as a Claim Representative at Executive Risk in 1995 and later worked in claims at CMIC from 1991 to 1995.

Matthew Deneen holds a Bachelor of Arts degree in Latin American Studies from the University of Connecticut, which they obtained from 1984 to 1990. Matthew then pursued certification as a Life Coach at the Human Potential Academy from 2017 to 2018. In 2019, they furthered their education by becoming an Associate Certified Coach (ACC) through the International Coaching Federation.