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Brian Chait has a diverse work experience in the field of information technology. Brian started their career as an Online Program Coordinator/IT Specialist at the New England College of Finance in 2003. In 2004, they worked as a Desktop/Network Administrator at TechTarget. Brian then moved on to Money-Media in 2006, where they served as a Sr. System Administrator. In 2008, Brian joined Village Voice as the Director of Information Technology, a role they held for five years before transitioning to HQSI (Healthcare Quality Strategies, Inc) in 2013, where they currently serve as the Director of Information Technology.

Brian Chait earned a Bachelor's Degree in an unspecified field of study from Northeastern University, where they attended from 1998 to 2003. In addition to their degree, they obtained a CompTIA Linux+ certification in January 2007. Later, in March 2014, they earned a DCIE certification, followed by a VCP5-DT certification in October 2014. The institutions from which they obtained these additional certifications are unknown.