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Deanna Cyran has a diverse work experience that spans different industries. Deanna worked as an Associate Director of Financial Aid Systems at Loyola University Maryland, where they conducted statistical analysis, data modeling, and business intelligence gathering. Deanna also provided system, technical, and reporting support for the Office of Financial Aid as an Assistant Director. Prior to that, they served as an Assistant Director of Student and Parent Loans in the same department.

Before their time at Loyola University, Deanna worked at Stratford University as a Financial Aid Systems Specialist and Financial Aid Auditor. Deanna was also a Senior Student Accounts Specialist at the university.

Deanna's earlier work experience includes serving as a Financial Aid Officer at Baltimore International College and as a 911 Dispatcher at Baltimore County. Deanna began their professional career as a Marketing and Promotion Intern at 98 Rock radio station, where they gained experience in event coordination and radio station operations.

Deanna Cyran earned an Associate of Applied Science (AAS) degree in Baking and Pastry from Baltimore International College in 2006. Deanna then pursued a Bachelor of Science (BS) degree in Business Administration with a concentration in marketing from Towson University, which they completed in 2010. Later, they obtained a Master of Science (MS) degree in Professional Writing from Towson University in 2017.