Robert J. (Bob) Gallagher
Robert J. (Bob) Gallagher grew up on the edge of Amish country in Pennsylvania and he still remembers the day that the first and only stoplight appeared in his hometown. He moved to Moore County over a decade ago with his wife, an active-duty Army officer.
Bob focuses his practice on drafting estate plans, administering estates, guardianship cases, and tax controversy issues. He serves Moore County and the surrounding areas in estate and guardianship matters and represents taxpayers in disputes before the Internal Revenue Service and North Carolina Department of Revenue.
Bob is a former Trial Attorney in the Attorney General’s Honors Program at the United States Department of Justice – Civil Tax Division. As part of the Tax Division, he represented the United States as both the plaintiff and defendant in a variety of tax-related matters, as well as in bankruptcy cases where the federal government was a creditor. He appeared in Federal District and U.S. Bankruptcy Courts throughout the eastern United States including North Carolina, Kentucky, Tennessee, the District of Columbia, Maryland, Pennsylvania, New Jersey, and Puerto Rico. Bob has litigated personal and business income tax issues, payroll tax assessments (including trust fund penalties assessed against individuals), penalty waivers, challenges to Captive Insurance Companies, FOIA requests, and other tax-related matters.
Bob's legal career began as a Law Clerk to the Hon. Malcolm J. Howard, Senior United States District Judge for the Eastern District of North Carolina.
Bob’s attended the University of Richmond (both undergraduate and law school), where he graduated Magna Cum Laude and was Lead Articles Editor of The Richmond Journal of Law and the Public Interest. Bob’s family is a military family and he is eager to help men and women in uniform whenever possible.
Bob is the 2023-2024 Chairman of the North Carolina Bar Association’s Tax Council. He is also a published author on various legal matters and is licensed in North Carolina, Virginia, and Massachusetts. When Bob is not at work, he can frequently be seen running the streets of Southern Pines with his wife, Molly, and their Vizsla, Celia. In the winter months, Bob works as an NCHSAA referee for scholastic wrestling matches. He also serves as the Treasurer of the Little Nine Conservancy, Inc., a nonprofit that seeks to preserve open spaces near Southern Pines.