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Ricardo Regalado has over 17 years of professional experience. Ricardo began their career in 2004 as a Sr. Mortgage Banker and Sales Team Manager at Baird & Warner. In 2008, they took on the role of Account Executive at Culture Studio and Brand Ambassador for Nike. In 2011, they became a National Account Manager at InnerWorkings. From 2012 to 2019, they were the Owner of Rozalado Services. In 2013, they joined Shiftgig as a Brand Manager. In 2015, they became an Angel Investor at Stokkup LLC. In 2019, they founded and became CEO of Route, a B2B SaaS Marketplace. In 2021, they became an Investor/Owner at The Janitorial Store. Additionally, in 2009, they were a Sports Marketing/Public Relations Intern and Event Promotions team at Bellator Fighting Championships.

Ricardo Regalado obtained a B.A of Arts from Columbia College Chicago in 2005, majoring in Sports Marketing and Entertainment Marketing. Ricardo also attended Loyola University Chicago from 2003 to 2004, where they obtained an Executive Management degree in Sports Management. In addition, they obtained a certification from the National Minority Supplier Development Council (NMSDC) in September 2016 and an Illinois Licensed Loan Originator certification from IDFPR in June 2007.