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Doug Bosley has a diverse work experience spanning multiple industries. Doug began their career as a Restaurant Manager at The Hampshire House in 1985 and then worked as a Waiter at Toscano from 1993 to 1994. Doug transitioned into the corporate world and worked as a Digital Systems Marketing Executive at Oce from 1997 to 1999. Doug then joined Danka Office Imaging as the Director of Business Development from 1999 to 2000. Doug then joined Vitale Caturano and Company as a Sales Manager, focusing on consulting services, from 2000 to 2008. Doug continued their business development career as the Director of Business Development at Caturano and Company from 2008 to 2010. Doug then joined McGladrey as a Business Development Director, supporting the Consulting practice and focus on the Life Science and High Tech industry teams, from 2010 to 2011. Doug returned to iCorps Technologies as the Director of Business Development from 2011 to 2016. After that, they worked at Perficient as a Strategic Account Director from 2016 to 2017. Finally, they became the Director of Strategic Sales at iCorps Technologies in 2017.

Doug Bosley received their high school education at Horlick High School from 1977 to 1980. Doug later pursued a Bachelor of Science degree in Economics and Mathematics from the University of Wisconsin-Madison, graduating in 1985. Doug then continued their studies and obtained an MBA degree from Suffolk University - Sawyer Business School from 1997 to 1999.