Charles began his career with the office of the Chief Counsel, Internal Revenue Service in Washington, D.C., where he analyzed and developed policy issues regarding redemptive buyouts, the precursor of the modern leveraged buyout. He was an early participant in the private equity field, having represented clients in the late 1960s and early 1970s in structuring and executing leveraged buyouts. He established a broad private equity practice involving fund formation, fund administration and transaction execution, as well as many portfolio company engagements and dispositions.

Charles has written and spoken extensively on issues relating to private investment funds. He is a member of the American, Massachusetts and Boston Bar Associations and the tax sections of each. He is an overseer at the Beth Israel Deaconess Hospital in Boston and past chairman of his town’s Finance Committee. Charles is active in a number of other social, community and philanthropic organizations.