Henry C Weatherby

Henry C. Weatherby, JD, CLU, ChFC, CEBS Founding Principal, Weatherby & Associates, PC – Bloomfield, Connecticut

Henry “Hank” Weatherby is the founding principal of Weatherby & Associates, PC, a law firm dedicated to estate planning, elder law, and asset protection in Bloomfield, Connecticut. With over 30 years of legal experience (admitted to the Connecticut Bar in 1993), Hank has helped countless families in Connecticut and Massachusetts set goals and turn them into reality, creating a more secure future for their loved ones. He is licensed to practice in Connecticut, Massachusetts, New Jersey, and Idaho, reflecting a broad professional reach. Hank’s practice focuses on planning for families – from preserving assets and administering trusts to securing veterans’ benefits and Medicaid eligibility – always with an emphasis on protecting both his clients’ assets and their values for future generations.

A hallmark of Hank’s background is his exceptional blend of legal and financial expertise. He earned his Juris Doctor from the University of Connecticut School of Law after completing a B.S. in Human Resource Management from the State University of New York at Albany. In addition to his law degree, Hank holds advanced financial designations: CLU (Chartered Life Underwriter), ChFC (Chartered Financial Consultant), and CEBS (Certified Employee Benefits Specialist), a designation earned through the Wharton School and the International Foundation of Employee Benefit Plans. This rare combination of credentials means Hank approaches estate planning with a holistic perspective – viewing each client’s situation through legal, insurance, and financial lenses few other attorneys possess. This multidisciplinary insight allows him to craft comprehensive plans that safeguard his clients’ wealth, provide for long-term care needs, and ensure peace of mind for families.

Professionally, Hank is highly respected by both clients and peers. He has achieved the Martindale-Hubbell AV Preeminent rating, the highest possible peer-review rating for ethical standards and legal ability. He also maintains a 5.0 out of 5.0 client rating on Lawyers.com/Martindale, demonstrating consistent excellence in service. On Avvo, a leading attorney review platform, Hank boasts a 10.0 “Superb” rating, with clients praising his knowledge and approachability. In fact, reviewers have described him as “well versed in all phases of elder law” and “a pleasure to talk to… very down to earth” – qualities that set him apart as an attorney who communicates complex legal concepts in an accessible, compassionate manner. Hank has also been recognized by Super Lawyers as a top-rated elder law attorney in Connecticut for 9 consecutive years, a distinction awarded to no more than 5% of attorneys based on peer recognition and professional achievement.

Beyond his day-to-day practice, Hank is deeply involved in the professional community and continuous education. He is a contributing editor of “A Legal Guide for Connecticut Entrepreneurs,” published by the U.S. Small Business Administration, and he co-authored the book “Don’t Go Broke in the Nursing Home,” along with several other books on estate planning, elder law, and business planning. He frequently publishes articles on pertinent topics such as retirement law changes (the SECURE Act), pension administration, and, most recently, the Connecticut Uniform Decanting Act, reflecting his commitment to staying at the forefront of legal developments. Hank also develops and leads continuing education programs for attorneys, financial planners, and community groups, sharing his expertise on estate planning, elder law, asset protection, and business succession planning. His willingness to teach and mentor others underscores his belief in empowering people with knowledge – whether they are colleagues or clients.

Hank’s leadership in professional organizations is equally noteworthy. He is an active member of the National Academy of Elder Law Attorneys (NAELA) and the WealthCounsel network of estate planning attorneys. He has served in prominent roles, including President of the Hartford Chapter of the Society of Financial Service Professionals, and was a founder and first President of the Connecticut Chapter of the National Institute of Pension Administrators (NIPA). In addition, he remains active in the Connecticut Bar Association, including its Elder Law, and Estate Planning sections. These leadership positions highlight Hank’s dedication to his field and his multidisciplinary roots – bridging law, finance, and benefits administration – to better serve his clients and profession.

Central to Henry Weatherby’s philosophy is a focus on personalized, compassionate service. He understands that planning for the future – whether it’s drafting a will, establishing a trust, or navigating long-term care for an aging parent – is deeply personal. Hank takes the time to listen to his clients’ stories, values, and concerns, ensuring that each plan he creates truly reflects what matters most to them. He often emphasizes the principle that “true wealth is not measured in money or status or power, but in the legacy we leave behind for those we love and those we inspire,” as a favorite quote by Cesar Chavez affirms. This guiding belief is evident in Hank’s approach: he strives to help clients preserve not just their financial assets but also their family’s legacy and peace of mind. Whether he’s helping a veteran secure benefits they earned or guiding a family through protecting their home from nursing home costs, Hank’s client-centered approach and genuine care provide comfort and confidence to those he serves.

In every aspect of his work, Henry C. Weatherby combines deep technical knowledge with a warm, relatable demeanor. He is as comfortable explaining a complex trust strategy at a kitchen table as he is presenting to a room of professionals at a seminar. Clients entrust him with their most important life decisions because he delivers advice that is knowledgeable, honest, and tailored to their unique circumstances. For those seeking estate planning and elder law counsel in Connecticut and beyond, Hank Weatherby stands out as a trusted advisor who has built his reputation on expertise, integrity, and the personal commitment to helping others achieve a lasting legacy.