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Tony Henry began their work experience as a Telecommunications Technician at Diversified Telecommunications Inc. in 2000 and held this role until August 2008. Tony then joined DTI (Diverse Technologies Inc.) as a Sales Engineer in January 2008. Later that year, Tony became the Chief Executive Officer of DTI, a position they currently hold. DTI is a minority owned company that specializes in IT consulting, network services, and managed services. Tony has also formed strategic partnerships with companies like Accenture and Oracle Corporation.

Tony Henry's education history includes attending The Tuck School of Business at Dartmouth in 2004, where they completed the Minority Business Executive Program focused on Entrepreneurial Education. Prior to that, they studied at N.E.C.A. Technical School from 2001 to 2003, earning a degree in Technology Construction with a field of study in Structured Wiring for Network Infrastructure.

In addition to their academic qualifications, Tony Henry has obtained several certifications. In 2022, they became a Registered Electrical Contractor certified by the Department of Buildings of the City of Chicago. The same year, they also obtained certification from the National Minority Supplier Development Council, specifically the CHICAGO MINORITY SUPPLIER DEVELOPMENT COUNCIL. In 2022, they achieved the City of Chicago DBE certification, and in 2020, they obtained the City of Chicago MBE certification.