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Trent Zachmann has a diverse work experience, starting with their role as a Baseball Coach for the City of Howard Lake from June 2005 to August 2008. Trent then worked as a Concierge/Bellperson at the Radisson Hotel La Crosse, WI from September 2009 to April 2010. In 2011, they joined RentersWarehouse.com and held various positions including Director of Customer Service from March to July, Director of Property Management from August to December, and Director of Operations from January to October in the same year. Trent then became the Vice President of Operations from November 2012 to March 2014, and eventually was promoted as the Senior Vice President of Operations, a role they held from April 2014 onwards.

Trent Zachmann earned their Bachelor's degree in Business Management from the University of Wisconsin-La Crosse from 2006 to 2010.