About
Henry Vincent Pennington is a shareholder and partner at Sheehan, Barnett, Dean, Pennington, Dexter & Tucker, P.S.C. in Danville, Kentucky. Pennington focuses on estate planning and probate, residential and commercial real estate, and general business and corporate law. He helps individuals, families, businesses, and local institutions address legal matters that require careful planning, practical judgment, and attention to long-term needs.
Pennington earned his J.D. from Harvard Law School in 1996, graduating cum laude. He completed his undergraduate studies at Dartmouth College in 1992, earning a B.A. in English summa cum laude and becoming a member of Phi Beta Kappa. He also studied at University College London. His academic background supports his ability to analyze complex legal issues, draft clear documents, and guide clients through important planning and business decisions.
Pennington brings broad experience to matters involving estates, real estate transactions, and business planning. Before joining the firm in 1997, he served as a law clerk to Judge Pierce Lively of the United States Court of Appeals for the Sixth Circuit. His representative clients include Farmers National Bank of Danville and the Danville Independent School District. He is also a title insurance agent with Commonwealth Land Title Insurance Company.
Henry Vincent Pennington is active in the Danville community and has served in leadership roles with local nonprofit, civic, banking, and educational organizations. His service has included board roles with Wilderness Trace Community Foundation, Heart of Kentucky United Way, Farmers National Bank of Danville, and the Center College President’s Advisory Committee. Through his legal work and community involvement, Pennington provides steady counsel rooted in experience, local knowledge, and practical service.
Law Office Affiliations
- Shareholder/Partner, Sheehan, Barnett, Dean, Pennington, Dexter & Tucker, P.S.C.
- Member, Kentucky Bar Association
Licensed State
- Kentucky
Education
- Harvard Law School, Cambridge, Massachusetts
Juris Doctor (JD) Honors: Cum Laude - Dartmouth College, Hanover, New Hampshire
BA in Major: English, Honors: Summa Cum Laude
Awards & Badges

- Business Litigation
- Corporate & Incorporation
- Franchise, Dealership & Partnership
- Mergers & Acquisitions
- Power of Attorney
- Probate
- Trusts
- Wills & Living Wills
- Commercial Real Estate
- Residential Real Estate




