Full service estate planning and tax attorneys for the North Carolina Sandhills.

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W. Y. Alex Webb


AlexWebbsmSuper Lawyer Alex WebbMr. Webb is an Attorney, a Certified Public Accountant with Lynn, Smith & Webb, PLLC, Certified Public Accountants, a Personal Financial Specialist (AICPA), an Investment Advisor and Founding Member of Ascendor Wealth, and a Founding Member and first Chairman of the North Carolina Captive Insurance Association. As an attorney, he concentrates his practice in advanced estate planning and asset protection techniques (domestic and foreign), trusts and probate, taxation, corporate and business law, with an emphasis on family limited partnerships and captive insurance companies. He also has a major involvement in defending clients in audits and Tax Court proceedings. He was the first Board Certified Specialist in Estate Planning and Probate Law in Moore County (1987). This also made him one of the first to hold this designation in the entire State of North Carolina. Mr. Webb is a long-term member (over 25 years) of the North Carolina State Bar Association Tax Council and served as Chairman from 1994-1995. He also serves as the Liaison to Other Professionals for the Tax Section. Mr. Webb’s public service includes helping pass North Carolina’s state of the art Captive Insurance Company law (accomplished in 2013), working for the repeal of the NC gift tax (accomplished in 2009), and establishment of a new, independent tax adjudication forum for NC taxpayers (accomplished in 2008). Mr. Webb also participates with other tax professionals from approximately 10 states at the SouthEast Region Liaison (“SERL”) meetings with national level IRS personnel in Washington, DC once per year. SERL is often the best opportunity to quickly bring to national attention systemic problems with the Internal Revenue Code and how it is administered by the IRS. Currently, to provide a world-class level of asset protection, Mr. Webb heads the drafting team for creation of a new limited liability company statute for a Caribbean island nation (expected to be completed in 2016-17). Mr. Webb has created several asset protection innovations for inclusion in LLC operating agreements drafted in any jurisdiction, but the island nation’s statute would provide a firmer legal foundation for several additional protections for LLC members against claims by their creditors. When Mr. Webb isn’t working, he is an avid scuba diver. In fact, Mr. Webb has been diving since he was in high school when he constructed his first aqua-lung out of a fire extinguisher. He still dives a few times each year. Mr. Webb also plays racquetball regularly and takes long walks with his wife Dianne. Both love the beach and enjoy going to their townhouse near Carolina Beach as much as possible. Mr. Webb has one daughter, Johanna, and four grandchildren.

Licenses and Certifications:

  • Personal Financial Specialist (AICPA 2012)
  • Certified in Financial Forensics (AICPA 2012)
  • Licensed Life Insurance Agent (NCDOI 2008)
  • Licensed Investment Advisor (FINRA Series 66 2007)
  • North Carolina Certified Public Accountant (1975)
  • North Carolina Bar (1973)


  • J. D., University of North Carolina (1973)
  • B. A. Magna Cum Laude, Western Carolina University (1970)

Memberships and Admissions:

  • North Carolina State Bar Association and Committees
  • North Carolina Association of Certified Public Accountants and Committees
  • Moore County Bar Association
  • American Bar Association
  • North Carolina Captive Insurance Association (Founding Member)
  • Moore County Chamber of Commerce
  • First Health Professional Advisory Council
  • United States Tax Court
  • Super Lawyer (2007, 2009-present)


  • Economic Substance Doctrine: Labyrinth, Certainly; Spider Web, Perhaps.  North Carolina State Bar Association Tax Section Newsletter, Vol. 34, No. 3 (June 2015)
  • The Times They Are A-Changin’: Digital Assets and Your Estate Plan. North Carolina State Bar Association Trusts & Estates Newsletter, Vol. 34, No. 1 (November 2014)
  • NCBA Tax Section Tax Workshop, “Section 401(k) Plans” (Kiawah, South Carolina – May, 1984)
  • Triangle Chapter, International Association for Financial Planning, “Section 401(k) Plans” (Raleigh, North Carolina November 14, 1984)
  • Campbell University Estate Planning Conference, “The Uses of Trusts in Estate Planning” (Buies Creek, North Carolina – November 19, 1984)
  • Sandhills Community College, Series: “Tax and Financial Planning for the Life-Cycle of a Business” (Southern Pines, North Carolina – October, 1985 – April 1986)
  • Campbell University Estate Planning Conference, “Estate and Retirement Planning after TRA ‘86″ (Buies Creek, North Carolina – February 25, 1988)
  • Sandhills Community College, Series: “Legal Problems of Business” (College campus, April 25 – May 30, 1990)
  • Hot Topics for the Business Lawyer, sponsored by N.C. Bar Foundation, Wrightsville Beach, North Carolina, July 14, 1990 Title: “Understanding Audited Financial Statements – What They Can Tell the Business Lawyer.”
  • Law and Aging Seminar, sponsored by N.C. Bar Foundation, Raleigh, North Carolina, May 10, 1991. Title: “Preventative Planning, Living Wills & Cruzan. “
  • Southeastern Trust School, “Fiduciary Law” (Campbell University Buies Creek, North Carolina (June 8 – June 11, 1992)
  • National Business Institute, “Estate Administration in N.C.” (Fayetteville, N.C. – October 15, 1992)
  • First Health Hospital Foundation, “How to Lower Estate and Gift Taxes” (Pinehurst Hotel, Pinehurst, N.C. – April 9, 1998)
  • Tax Law for the Rest of Us, sponsored by N.C. Bar Foundation, Greensboro, N.C., December 7, 2001. Title: “What to do When the IRS Comes Knocking at Your Client’s Door”.
  • Trust Advisors Forum, sponsored by Campbell University, Pinehurst, N.C., March 1, 2005. Title: “Fiduciary Income Tax Update”.
  • Tax Section Workshops, May 2012; “Captive Insurance Companies: Swiss Army Knife of Tax Planning” Kiawah, SC
  • 2013: The Birth of the N.C. Captive Insurance Industry. North Carolina State Bar Association Corporate Council Section Newsletter, Vol. 26, No. 1 (February 2014)
  • Captive Insurance Companies- an Old Way of Insurance New to North Carolina. North Carolina State Bar Association Insurance Section Newsletter, Vol. 1, No. 2 (April 2014)
  • Captive Insurance Companies- a New Law Creates a New Way for N.C. Businesses. North Carolina State Bar Association Business Law Section Newsletter, Vol. 35, No. 4 (June 2014)
  • Intermediate Asset Protection Planning: LLCs, Dynasty Trusts, and Captive Insurance Companies. North Carolina State Bar Association Trusts & Estates Newsletter, Vol. 34, No. 2 (March 2015)