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Ryan Farrell's work experience starts in 2002 as a State Licensed Real Estate Appraiser at JMT Appraisals, where they worked until 2007. From 2007 to 2008, they worked as a Sales Associate at Wildside Yamaha, where their responsibilities included sales, customer service, and selling auxiliary products. In 2008, they became the Floor Manager at DuPage Honda Yamaha and held this position until 2009. From 2009 to 2011, they worked as a Finance/Sales Manager at Kane County Motorsports. In 2012, they took on the role of General Manager at Flat Squirrel Scooters for a few months before transitioning to the position of Property Manager at The Knuessl Building. At The Knuessl Building, they managed a 10-unit apartment building with commercial spaces and focused on eCommerce and affiliate marketing. In 2016, they became the Finance Manager at both Windy City Motorcycle Company and Starved Rock Harley-Davidson. At Starved Rock Harley-Davidson, they later took on the additional role of Sales and Finance until 2018.

Ryan Farrell attended Illinois Valley Community College from 1991 to 1992, where they studied Speech Communication and Rhetoric as well as U.S. History. Ryan obtained additional certifications such as Associate Real Estate Appraiser, Loan Originator, and State Licensed Real Estate Appraiser from the State of Illinois in 2005, 2006, and 2001 respectively.