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Andrew Drake has over 25 years of work experience in the legal and insurance industries. Andrew started their career as the State Agency Manager at Commonwealth Land Title in 1995 and then moved on to become the State Agency Counsel at LandAmerica Financial Group, Inc. in 1998. In 2002, Andrew joined Meridian Title Corporation as the Senior Counsel- Vice President. Later, in 2004, they became the President/Counsel at Arsenal Insurance Corporation, where they served for 15 years until 2019.

Andrew Drake attended Indiana University from 1982 to 1986, where they acquired a Bachelor of Science degree in Finance. Following this, from 1987 to 1990, they enrolled at the Indiana University School of Medicine and obtained a JD degree. No specific field of study is provided for their JD degree.