Harold Bailey Jr.. is Executive Vice President of McLeod Associates, Inc., an information technology consulting firm. He has an extensive background in information technology general management, sales, marketing and consulting which spans hardware, software and services. Prior to his retirement as Vice President of Lotus Marketing Integration, he was on the leading edge of IBM’s transition from hardware centricity into the software and services businesses as the IBM executive responsible for IBM’s ‘80’s involvement in University Computing (Northeast U.S.), Professional Services in Central U.S., all Services in Northeastern U.S. (Delaware to Maine) and Lotus-IBM business integration after its acquisition. He has since served as executive and consultant in a number of I/T ventures.
Bailey received AB (Philosophy) and ScB (Applied Math) degrees from Brown in 1971. He received an Honorary Doctorate from Brown for Alumni Service in 1995. He has been engaged with Brown in a number of capacities including Corporation Trustee, initial Chair of the Corporation’s Committee on Undergraduate Education and Secretary of the Brown Alumni Association (formerly AABU). He co-founded Brown’s Investment in Diversity Scholarship Fund (Ivy League’s first all-college scholarship fund focused on racial diversity). He led the minority affairs alumni organization which preceded affinity groups at Brown and later championed the implementation of the Inman Page Black Alumni Council and other affinity groups there. From Brown, Bailey has also received the Alumni Service Award and the Brown Bear Award for lifetime service.
He has been Chair of T.E.A.M. Westport (the Town of Westport, CT’s Council on Diversity) since its inception in 2003. He was a 2005 recipient of the Anti-Defamation League’s Distinguished Community Leadership Award for Upper Fairfield County. He is a member of the Board of the Westport Country Playhouse and served as its Vice president from 2004-2006. He is an alumni and trustee of the Tilton School (NH) from which he received the George L. Plimpton Award for outstanding contribution to society (2006). He was a founding member of 100 Black Men of Stamford, CT y is also a Board member of the Cultural Alliance of Fairfield County from which he received (jointly with his wife Bernicestine) the ACE Citizen Award in 2020.
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