Richard Simmons: Celebrity Estates

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Background to the Simmons Estate Legal Battle

Richard Simmons Celebrity Estates Red Carpet

Richard Simmons believed fitness applies to everyone. He delivered the message with positivity. Often, he wore sparkling tank tops and short shorts while speaking. Funeral directors dressed him in this outfit under regular clothes. Fans know him best for his Sweatin’ to the Oldies series of workout videos. These sold over 20 million copies.

The Richard Simmons estate includes a trust that is at the center of a legal dispute involving Lenny and Teresa. Richard was close to both and named them as co-trustees of his trust.

As recently as July, Lenny had positive things to say about Teresa. He told People magazine that Richard’s live-in companion of 35 years served him in a way that was “extremely loyal and trustworthy.” He also said, “We are blessed to have Teresa in our lives.”

However, she alleges that, immediately after an open casket viewing of Richard, Lenny and his wife, Cathy, met her at a law firm to discuss the Simmons estate. She says they coerced her into signing away her role as co-trustee.

According to the TODAY show, her attorneys asked a judge to reinstate her as co-trustee. Furthermore, they requested that the court prevents Lenny from selling any of Richard’s personal possessions . Also, they cannot license or sell Richard’s name and likeness until the court reinstated her as co-trustee.

Media & Richard Simmons’ Estate

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According to In Touch Weekly, Teresa’s lawyers wrote in a motion that Lenny is preparing to dispose of Richard’s personal effects without her input, which is against what Richard envisioned in the trust. Teresa also accuses Lenny of working with Richard’s estranged manager on a documentary that she doesn’t think Richard would approve of.

Lenny contradicts this claim. In a recently filed response to her petition, he asks the court to avoid adding back Teresa as a co-trustee. He purports that Teresa refused to vacate Richard’s home for months after his death. Lenny also said that, and when she did leave, she took nearly $1 million worth of jewelry she has yet to return. He further alleges that Teresa was working on her own movie project about Richard.

According to Yahoo! News, court documents state that Lenny and his attorneys “need to appraise any property to be sold and may need to sell it to pay taxes. Teresa should not be permitted to interfere with this process absent serious, legitimate concerns about the administration of the estate that do not exist here.”

Lessons from the Richard Simmons Estate Dispute

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Despite not being seen in public for more than a decade prior to his passing, Richard Simmons will be remembered as a fitness trailblazer whose enthusiasm brought joy and healthy habits to millions of fans worldwide. 

Unfortunately, the conflict over his trust also places him in the company of celebrities such as Prince, Aretha Franklin, and Heath Ledger, whose estates have likewise become the subject of headlines for the wrong reasons. 

It does not appear that Richard made any major mistakes in the planning process, such as not having a will or trust. However, his reclusiveness in his later years made it difficult to determine where he stood on the matter of his legacy and those responsible for preserving it. 

Avoiding Conflicts of Interest with a Corporate Trustee: Lessons from Richard Simmons’ Estate

corporate trust estate richard simmons

Where Richard may have erred, or at least may not have made the best decision, is naming co-trustees of his trust who were also beneficiaries of his estate. Based on public statements, Lenny and Teresa shared no ill will before Richard passed away. It is possible that Richard did not tell them they would be sharing trustee duties, and they learned of this arrangement only after his death, possibly exacerbating an underlying rift that may have been kept private. We may never know.

What we do know is that having co-beneficiaries serve as co-trustees can be a recipe for disaster. Trustees have a legal duty to act in the best interests of the trust’s beneficiaries. In this case, since the trustees are also beneficiaries, incentives are introduced for each one to maximize their control over the trust. Also, depending on the language used in the trust, having co-trustees may have required that they agree on actions taken on the trust’s behalf. This requirement can slow down the administration process and breed conflict if the two parties are not used to working together.

Given the circumstances here, it may have been a more prudent move to have a corporate trustee from the start. Lenny’s court filing mentions the possibility of the judge appointing a corporate trustee, and it is not out of the question that the court would do so.

Richard Simmons’ Estate: Signing Legal Documents Under Coercion

coercion legal disputes

The Richard Simmons estate legal battle also draws attention to the rights of key decision-makers such as trustees in an estate plan and how they may need to retain legal counsel at different stages of settling an estate. 

Attorneys for Teresa contend that Leonard used false statements and intimidation to coerce her into signing a document declining to serve as co-trustee. If this allegation proves to be true—and Teresa did not make an informed decision to sign the document—the court could void it since signing a contract under duress can make it unenforceable. 

Careful Planning from the Start Can Avoid Conflicts

“Don’t sweat the small stuff” is good advice to avoid wasting energy on things that do not matter. But the smallest details can have the biggest impact in estate planning, which matters greatly for establishing a legacy. 

The Richard Simmons estate case shows that trust documents should give detailed instructions on decision-making authority, asset distribution, and dispute resolution. 

Richard Simmons’ Trustee

trustee estate plan Richard Simmons

The trustee or executor also has the right to hire a lawyer to defend them against such claims. They may even be able to pay for an attorney using trust or estate funds. Beneficiaries in trust litigation can, in some cases, recover their legal fees from the trust as well. 

However, mounting a legal challenge ultimately means less money for everyone to inherit, potentially damaging the deceased’s legacy and any relationship between the parties involved. 

Whether you are creating an estate plan or oversee carrying out somebody else’s plan, timely advice from an estate planning attorney can help to avoid and mitigate disputes and keep a legacy untarnished by conflict. Schedule a meeting to learn more. 

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