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Craig Hassinger has a strong work experience in the insurance industry. Craig started their career at Westfield Group, where they worked as an Underwriter from 1990 to 1992. After that, they served as a Staff Underwriter from 1992 to 1994, and later as a Senior Marketing Manager from 1994 to 2000. In 2000, Craig became the CEO and President of SeibertKeck & Insurance Partners, a position they still hold.

Craig Hassinger attended The University of Akron and obtained an Associates Degree in Business Management in 1989. Craig then went on to pursue further education at Malone University, where they obtained a Bachelor of Arts degree. The field of study for their Bachelor's degree is unspecified.