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Stephen Cranwell has a diverse work experience spanning over several industries. Stephen started their career at Sherwin Williams in 2004 as a Market Manager, where they managed everyday operations, recruited employees, built relationships with commercial painters and contractors, and exceeded sales targets. In 2009, Stephen joined ADP as a District Manager, overseeing district operations and achieving positive bottom line results. Stephen then worked as a Sales Representative at UniFirst Corporation from 2011 to 2013. Stephen joined Paychex in 2013 as a Sales Consultant, where they excelled in consulting and sales. Finally, in 2017, they became the CT/NY Business Development Manager at Wind River Environmental.

Stephen Cranwell completed their secondary education at New Fairfield High School from 1995 to 1999, with a focus on Business Administration and Management. Stephen then pursued higher education at Assumption University, where they earned a Bachelor of Arts (B.A.) degree in Business, Management, Marketing, and Related Support Services from 1999 to 2003.