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Ryan R. Gutwald began their work experience in 2005 as a Legal Specialist at Renaissance Partners and Keevican Weiss Bauerle & Hirsch. In 2007, they joined Maxim Crane Works, LP as the Vice President of Administration and Risk Management. In 2011, Ryan became a Management Trustee at Southern Operators Health Fund, where they are responsible for overseeing the trust fund's financial statements and investment portfolio strategy.

Ryan R. Gutwald holds a Post Graduate Degree in Legal Studies with a focus on Corporate Law and Litigation, which they obtained from Loyola University Chicago from 2003 to 2005. Prior to that, they completed their Bachelor of Arts (B.A.) degree in Corporate Communications at the University of Dayton from 1997 to 2001. In addition, they also have the certification of Construction Risk and Insurance Specialist, obtained from the International Risk Management Institute, Inc. (IRMI) in May 2016.