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Dean Whalen has been working in the legal field since 1986. Dean began their career as a Partner at Whalen and Whalen Attorneys AT Law. In 2005, they moved on to become the Chief Legal Officer at InfraWare, Inc. and most recently, in 2021, they joined The Law Offices of Joseph D. Bernard P.C. as an Associate Attorney.

Dean Whalen attended Western New England University School of Law from 1981 to 1984 and Saint Anselm College prior to that.