Overview
Lewis Webb’s practice focuses on helping his 50 client families holistically achieve their interrelated personal, business, investment, and charitable goals. Lewis is known for his thoughtful, client-centered approach and long-standing relationships built on trust, integrity, and results.
With nearly 40 years of experience, Lewis helps families, business owners, professionals, and executives protect what matters most. His practice spans all aspects of estate and trust planning and administration, including preparing and filing related tax returns, managing audits, and advising on complex business and entity tax matters. Lewis also has experience with business and entity-related tax matters, transitioning businesses to the next generation, and sophisticated charitable giving. This holistic approach enables him to provide comprehensive planning and tailored, effective results.
For more than two decades, Lewis has led the firm’s Estate, Trust & Wealth Transfer Group—the largest of its kind in Virginia—comprised of 30 dedicated professionals. He takes pride in being more than an advisor; he is a trusted partner and advocate who listens deeply to each client’s goals and crafts thoughtful, personalized strategies to achieve them.
Lewis’s tradition of excellence has earned him the privilege of serving many clients for decades—often across three or four generations of the same family. He does not take that trust lightly. His interest is always his clients’ best interest—whether that means minimizing tax burdens, creating family trusts, distributing retirement assets, or establishing charitable legacies. His ultimate goal is to preserve his clients’ wealth, property, and values for generations to come.
Representative Matters
Represented client in termination of charitable remainder trust and division of assets between current beneficiaries and charity
Created numerous Private Foundations drafted to reflect personal desires of clients
Serves as a director on a number of Private Foundations
Creation of Charitable Lead Trusts
Aided transition of interrelated family of closely-held multi-industry businesses (S corporation, C corporation and LLC) from generation one to generation three
Completed multiple estate tax returns and audits involving estates in excess of $50,000,000
Created numerous GRATs with resulting distribution of significant assets to beneficiaries upon termination
Serves as trustee and executor on numerous client matters
Coordinated interrelated business succession and estate planning for numerous closely held businesses in the following areas: real estate development and leasing, beverage, auto dealership, importing, seafood, shipyard and dredging, farming, medical, investment management and contracting
Recognition & Honors
Honors & Recognitions
Top Lawyers; CoVaBIZ, 2017-2025
Virginia’s Legal Elite; Virginia Business Magazine, 2004-2009, 2011-2025
Best Lawyers in America, 2005-2026
Norfolk Trusts and Estates “Lawyer of the Year”; Best Lawyers in America, 2011, 2016, 2018, 2020, 2024
Virginia Super Lawyer; Law & Politics, 2011-2020
Fellow, American Bar Foundation, 2013
Fellow, Virginia Law Foundation, 2012
Editorial Board, Virginia Tax Review
Echols Scholar and Sigma Pi Sigma (Physics National Honor Society)
Press & Publications
News
Community & Professional
Associations
Arts Alliance (former Business Consortium for Arts Support); Board Chair, Former Chair of Vision & Advocacy Committee
Barry Art Museum; Board of Trustees and prior Board Chair
American Bar Association; Taxation and Real Property, Probate and Trust Law Sections
Virginia Bar Association; Trust and Estates Section
Norfolk-Portsmouth Bar Association
Prior involvement:
Tidewater Chapter of the American Red Cross; Former Chapter Chairman
Chrysler Museum of Art; Former Board Chair
United Way of South Hampton Roads Foundation; Former Board Chair; Chair of United for Children Project (10 years)
Access College Foundation; Board of Trustees
Eastern Virginia Medical School Foundation; Board of Trustees; former Nominating Committee Chair
Old Dominion University Educational Foundation; Board of Trustees
Credentials
Education
University of Virginia; B.A., 1983
University of Virginia School of Law; J.D., 1986
Court Admissions
United States Tax Court
Beyond the Law
Lewis is a lover of nature and arts, and a believer in the crucial roles of both in a healthy society.
