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Damir Milos has work experience in various roles within the banking and business sectors. From January 2023, they have been employed as a Commercial Credit Underwriter II at Old Second National Bank. Prior to this, Damir held the position of Director at Citizen Doors, starting in June 2020. From May 2019 to November 2020, they worked as a Small Business Relationship Manager at Fifth Third Bank, and from July 2018 to November 2019, they served as a Commercial Credit Analyst at the same institution.

Damir Milos obtained a Bachelor's Degree in Finance from DePaul University. Damir attended the university from 2015 to 2017.