Insight

What We Can Learn from Tony Bennett's Estate Dispute

Bennett's daughters are suing their brother over the family trust, which could have been avoided had Bennett done some things differently.

John M. Goralka

John M. Goralka

February 28, 2025 07:57 PM

By John M. Goralka
Sacramento, CA

Tony Bennett will be forever remembered for his unique, smooth, velvet voice. He began his career in the 1950s with the beginning of rock ’n’ roll with such artists as Bill Haley & His Comets, Elvis Presley and Bobby Darin. Bennett took a different path, focused on seemingly elegant vocals along with Frank Sinatra, Bing Crosby and Nat King Cole. Sinatra once said Bennett was the best singer in the world.

Bennett was diagnosed with Alzheimer’s disease in 2016. He died in July 2023 at the age of 96. His career took off in 1951 with his first big hit, “Because of You.”

His career was introduced to a new generation of fans in 2012 by Bennett’s performances with Lady Gaga and other contemporary artists. Lady Gaga (aka Stefani Germanotta) credits Bennett with helping her to reclaim her voice when she was recovering from hip surgery and chronic pain from fibromyalgia. They did two albums together that included duets of Bennett’s hits “I’ve Got You Under My Skin” and “The Lady Is a Tramp.”

Bennett is thought to have earned more than $100 million in his lifetime, yet his estate at the time of his death is reported to have been only $7 million. Bennett is survived by his wife, Susan Crow, and his children D’Andrea “Danny” Bennett, Daegal “Dae” Bennett, Johanna Bennett and Antonia Bennett.

Forming the family trust

Tony Bennett created a trust in 1994, naming himself and his son Danny as co-trustees. The trust was funded at least in part. (Funding refers to the process of transferring the formal ownership or title to assets to the trust.) Susan, Antonia, Danny, Dae and Johanna were all listed as beneficiaries. Danny became the sole trustee upon his father’s death in 2023.

Johanna and Antonia filed a lawsuit in June 2024. In that suit, the sisters assert that Danny did not account for and disclose all trust assets and sales or other transactions involving trust assets. They also allege that Danny improperly received personal benefit from these transactions. Even if not true, there do appear to be significant conflicts of interest and the potential for the exertion of undue influence by Danny.

Danny was not only a co-trustee, but he was also his father’s manager. Tony Bennett formed Benedetto Arts, LLC to hold certain property and assets. His children and the family trust held membership interests in the LLC. Danny was also a manager of the LLC.

Bennett’s will provided that any tangible personal property not transferred to the trust was to be distributed to his children equally. For most of us without substantial art collections, jewelry or similar collectibles, tangible personal property often has little value. However, for celebrities with “star power” such as Tony Bennett, property, pictures and assets bearing their likeness often have substantial value. In fact, the disputes over Robin Williams’ estate involved similar items of personal property.

What Danny allegedly did

In July 2022, before Tony Bennett’s death but well after his diagnosis of Alzheimer’s disease, Danny sold items of his father’s memorabilia and his name and likeness. Danny allegedly received a substantial commission on that sale through his company, RPM Productions.

Danny also allegedly sold at auction items of Tony’s personal property without appropriate disclosure and notice to Johanna and Antonia. Inherited items of personal property can often hold substantial sentimental value for children or other heirs. For example, my father was in the Navy and had glass beer mugs with a gold stripe at the rim and different Navy signed flags on the side. I first saw those when I was about 4 years old, and the mugs were not used often — with nine kids, my parents did not entertain much. Those mugs had a much greater emotional value to me than to my siblings. Johanna and Antonia may have had similar feelings about some of their father’s assets.

Danny allegedly received loans in 2020 (after Tony’s Alzheimer’s diagnosis in 2016) totaling $1.2 million. While all of Tony’s children received gifts, Danny also received a 25% commission for certain work that he performed with his father.

Everyone loses in a trust contest or related litigation. Substantial legal and professional fees are often incurred. More important, family relationships are often fractured, with little hope of ever healing.

What we can learn from this

What can we learn from Tony Bennett’s estate plan and administration to help prevent such litigation or disputes within our own families?

Lesson #1: Transparency and open communication are crucial.

Failure to communicate is almost certainly the biggest trigger causing estate and trust litigation. Once it begins, litigation can develop its own, very expensive, energy or weather pattern. The litigation can feed on itself, resulting in a substantial reduction in the value of the assets actually transferred to your children or loved ones. Each beneficiary needs to retain counsel typically. The trustee needs a lawyer to represent them as the trustee and potentially a different, independent lawyer to represent them as a beneficiary. With that many lawyers, substantial costs will be incurred.

Lesson #2: Consider a professional or corporate trustee.

With the potential size or value of the estate involved (almost certainly in excess of $7 million and up to $100 million) and the complicated nature of the transactions, a corporate or professional trustee should have been considered. The forgoing narrative or story illustrates many situations where Danny had a conflict of interest as a trustee, a manager of the LLC and as Tony’s manager.

Those concerns were substantially increased as Tony lost competency due to Alzheimer’s. Even if Tony was competent for some of the transactions, he may have been more susceptible to undue influence or coercion. The use of an independent, professional trustee would have provided substantial protection for the beneficiaries and for Danny as the trustee.

Professional trustees are typically highly trained, with significant experience and outside resources to provide the best possible guidance and assistance in achieving the family’s goals and objectives.

Trending Articles

Discover The Best Lawyers in Spain 2025 Edition


by Jennifer Verta

Highlighting Spain’s leading legal professionals and rising talents.

Flags of Spain, representing Best Lawyers country

Unveiling the 2025 Best Lawyers Editions in Brazil, Mexico, Portugal and South Africa


by Jennifer Verta

Best Lawyers celebrates the finest in law, reaffirming its commitment to the global legal community.

Flags of Brazil, Mexico, Portugal and South Africa, representing Best Lawyers countries

Presenting the 2025 Best Lawyers Editions in Chile, Colombia, Peru and Puerto Rico


by Jennifer Verta

Celebrating top legal professionals in South America and the Caribbean.

Flags of Puerto Rico, Chile, Colombia, and Peru, representing countries featured in the Best Lawyers

How to Increase Your Online Visibility With a Legal Directory Profile


by Jennifer Verta

Maximize your firm’s reach with a legal directory profile.

Image of a legal directory profile

Paramount Hit With NY Class Action Lawsuit Over Mass Layoffs


by Gregory Sirico

Paramount Global faces a class action lawsuit for allegedly violating New York's WARN Act after laying off 300+ employees without proper notice in September.

Animated man in suit being erased with Paramount logo in background

The Future of Family Law: 3 Top Trends Driving the Field


by Gregory Sirico

How technology, mental health awareness and alternative dispute resolution are transforming family law to better support evolving family dynamics.

Animated child looking at staircase to beach scene

Effective Communication: A Conversation with Jefferson Fisher


by Jamilla Tabbara

The power of effective communication beyond the law.

 Image of Jefferson Fisher and Phillip Greer engaged in a conversation about effective communication

The 2025 Legal Outlook Survey Results Are In


by Jennifer Verta

Discover what Best Lawyers honorees see ahead for the legal industry.

Person standing at a crossroads with multiple intersecting paths and a signpost.

Safe Drinking Water Is the Law, First Nations Tell Canada in $1.1B Class Action


by Gregory Sirico

Canada's argument that it has "no legal obligation" to provide First Nations with clean drinking water has sparked a major human rights debate.

Individual drinking water in front of window

New Mass. Child Custody Bills Could Transform US Family Law


by Gregory Sirico

How new shared-parenting child custody bills may reshape family law in the state and set a national precedent.

Two children in a field holding hands with parents

The Best Lawyers Network: Global Recognition with Long-term Value


by Jamilla Tabbara

Learn how Best Lawyers' peer-review process helps recognized lawyers attract more clients and referral opportunities.

Lawyers networking

Jefferson Fisher: The Secrets to Influential Legal Marketing


by Jennifer Verta

How lawyers can apply Jefferson Fisher’s communication and marketing strategies to build trust, attract clients and grow their practice.

Portrait of Jefferson Fisher a legal marketing expert

Best Lawyers Expands With New Artificial Intelligence Practice Area


by Best Lawyers

Best Lawyers introduces Artificial Intelligence Law to recognize attorneys leading the way in AI-related legal issues and innovation.

AI network expanding in front of bookshelf

Finding the Right Divorce Attorney


by Best Lawyers

Divorce proceedings are inherently a complex legal undertaking. Hiring the right divorce attorney can make all the difference in the outcome of any case.

Person at a computer holding a phone and pen

New Texas Law Opens Door for Non-Lawyers to Practice


by Gregory Sirico

Texas is at a critical turning point in addressing longstanding legal challenges. Could licensing paralegals to provide legal services to low-income and rural communities close the justice gap?

Animated figures walk up a steep hill with hand

The Future of Canadian Law. Insights from Best Lawyers: Ones to Watch Honorees


by Jennifer Verta

Emerging leaders in Canada share their perspectives on the challenges and opportunities shaping the future of Canadian law

Digital eye with futuristic overlays, symbolizing legal innovation and technology