Insight

IN PARTNERSHIP

Don’t Cross the Line

Settlement negotiations tend to instigate the most zealous advocacy among attorneys. But how far is “too far?”, and when can settlement demands turn into extortion?

Nike check over image of man in suit with court document in background
John R. Mitchell

John R. Mitchell and Mira Aftim

October 6, 2023 12:00 AM

Last month, Michael Avenatti―the former celebrity lawyer turned convicted felon―failed to overturn his conviction for extorting Nike and defrauding his client. According to the U.S. government, Avenatti turned a settlement demand into extortion using classic company shake-down tactics. He threatened to “blow the lid” on Nike’s alleged corrupt payments at a press conference unless the company paid his whistleblowing client $1.5 million and paid Avenatti between $15 million and $25 million for him to conduct an internal investigation into the company. Allegedly facing significant debt, Avenatti was looking to profit from his client’s situation by extorting payments for himself. Avenatti’s failed appeal reinforces the ethical tenets the legal field must abide by, as Avenatti now faces 2.5 years in prison for his extortion and honest services fraud conviction, in addition to the 16.5 years for other fraudulent crimes that were later discovered.

While Avenatti’s actions may seem like a cut-and-dry case of wrongdoing, many attorneys have found themselves in the limelight for not so easily discerned cases.

What is Extortion or Blackmail?

Federal extortion law prohibits anyone who demands or receives money, or any other valuable thing, under the threat of informing or as consideration for not informing, against any violation of U.S. law. State laws generally follow this pattern but also prohibit a wider variety of extortion-related activity.

What are the Ethical Rules?

Many states―like California, Washington D.C., Louisiana, Ohio, Colorado, Louisiana, Connecticut, Massachusetts, Texas, Illinois and Florida―have professional conduct rules barring attorneys from seeking, or threatening to seek, criminal charges or disciplinary charges solely to obtain an advantage in a civil matter. While this rule may seem straightforward at first, its application is not always clear.

Recent Settlement Demand Gone Wrong

In 2022, California attorney Amy Mousavi found herself in a similar situation as Avenatti.[1] While representing a former employee of Falcon Brands, Inc. (“Falcon”), she sent aggressive emails to the company attempting to settle the client’s employment dispute.

In her first email, Mousavi requested documents from Falcon, but after no reply, she sent a second email offering to settle the claims for $490,000 and threatening to contact Harvest Health & Recreation Inc. (“Harvest”) if she did not receive a response about resolving the matter the next day. Harvest was a company Falcon was contemplating a merger with, so Mousavi claimed Harvest should be put on notice of the potential legal claim against Falcon.

Falcon’s counsel advised Mousavi not to contact Harvest, claiming Harvest was not yet an owner of Falcon and, as such, would not be a proper party to any claim. With no settlement agreement in place, Mousavi emailed Falcon stating:

I have put the attorneys for Harvest [] on notice about [my client’s] claim for wages, [***] without disclosing [the allegations of illegal conduct.] However, Harvest has requested that I forward the demand letters I have sent you [including the illegal conduct]. I am planning to [**] e-mail those letters on Tuesday. Please call me if you have any questions. Thanks.”

Falcon’s counsel then accused Mousavi of extortion, and in response, she stated:

I have been providing you with [an] opportunity to resolve this matter, but all I get from you are threats and evasiveness. I waited patiently to no avail. As stated, I will proceed accordingly. If you want to resolve this matter, now is the time.”

Ultimately, Mousavi sent the demand letters to Harvest, which included allegations against Falcon for engaging in illegal activity. This resulted in Harvest rescinding its merger agreement with Falcon. Mousavi then sued Falcon for her client’s employment claims, and Falcon filed cross-claims for extortion and intentional interference with a contract.

The trial court initially dismissed Falcon’s cross-claims, finding Mousavi’s threats were protected speech under the anti-SLAPP statute. However, the appellate court (the “court”) reversed the trial court and stated, “Mousavi's escalating series of threats ultimately transformed what had been legitimate demands into something else: extortion.”

While Mousavi’s initial emails did not cross the line into misconduct, the misconduct occurred when Mousavi emailed Falcon’s counsel in the first block quote above emphasized in bold. In that email, she stated she put Harvest on notice of the claims, that Harvest requested settlement demands (which included the claims of illegal conduct) and that she planned to email the demands to Harvest on Tuesday. The court found, at this point, her implication was clear: “Settle the case now, or Harvest will become aware of Falcon's alleged criminal misconduct next week.”

The court quoted the Supreme Court in Flatley, which stated, “[e]xtortion has been characterized as a paradoxical crime in that it criminalizes the making of [*] threats that, in and of themselves, may not be illegal. ‘[I]n many blackmail cases the threat is to do something in itself perfectly legal, but that threat nevertheless becomes illegal when coupled with a demand for money.’”[2]

Thus, “it is the threat to reveal damaging information, not any subsequent revelation, that makes the conduct illegal when the threat is linked to a monetary demand.”

Key Takeaway

The line between zealous advocacy and unlawful advocacy can easily be crossed. When entering into settlement discussions, do not make threats conditioned upon payment of a settlement amount. Combining even a lawful threat with the demand for money crosses into extortion territory.


[1] Falcon Brands, Inc. v. Mousavi & Lee, LLP, 289 Cal. Rptr. 3d 521 (Ct. App. 2022).
[2] Flatley v. Mauro, 139 P.3d 2 (Cal. 2006).

Headline Image: Composed by Kaia Smith; United States v. Avenatti, (S1) 19 Cr. 373 (PGG) (S.D.N.Y. Jan. 26, 2020); Adobe Stock/Nikola; Pixels/HamZa NOUASRIA; flickr/Joe Flood

Related Articles

IN PARTNERSHIP

Get a Lawyer


by Anne M. Collart and Ricardo Solano Jr.

When a subpoena arrives, having counsel can save time and money and also protect your rights.

Woman with glasses reading a document

IN PARTNERSHIP

Why Refusing a Blood Alcohol Test Might Be Safest


by Charles E. Tiernan III

A seasoned criminal defense and OUI lawyer explains why refusing to take a blood alcohol test after an OUI arrest may be the safest option for the arrestee.

Gloved hand holding vial of blood for alcohol test

IN PARTNERSHIP

The Current Situation for Asylum Seekers in the U.S.


by Murali Bashyam and Allison Lukanich

The U.S. asylum system has a staggering over 1.3 million cases pending before immigration courts and the government must distribute more resources to aid this watershed and resolve asylum claims faster.

Shadow of person standing by broken chain link fence

IN PARTNERSHIP

The Law Offices of Joseph A. Simon: A Criminal Defense Law Firm


by Joseph A. Simon

The Law Offices of Joseph A. Simon is an Ann Arbor-based firm that specializes in Criminal Defense. Over his 37-year career, Joseph A. Simon has defended thousands of cases.

A Lady in a Suit Taking Notes Across from a Man in an Orange Jumpsuit at a Table

IN PARTNERSHIP

A Beacon of Excellence in Criminal Defense


by Nicole Deborde Hochglaube

Nicole Hochglaube has built her firm and practice on fierce advocacy for her clients, and her excellence and work in Texas are highlighted through her awards and success.

People in business suits standing in a line clapping

The Impact of Plea Bargains in Criminal Cases in the U.S.


by Best Lawyers

Best Lawyers highlights why plea bargains have risen to such prevalence, quickly becoming an essential part of the criminal justice system in the U.S.

Client and attorney stand before judge in a courtroom

IN PARTNERSHIP

Elevating Our Cases Into Causes


by Justin Smulison

Two female attorneys

IN PARTNERSHIP

Federal Employee Advice: I’ve Been RIF’d. Now What?


by Bernabei & Kabat

What to do after a Reduction in Force

Two toy people being held in the palm of someone's hand above a group of other toy people

IN PARTNERSHIP

Do I Need a Lawyer After a Car Accident in Florida?


by Matthew Mincone

Person Using Cellphone After Car Accident

IN PARTNERSHIP

5 Things To Do if You’re at Fault in a Car Accident in Oklahoma


by Chris Hammons

The moments following an accident can be confusing and frightening, even if no one is seriously injured. Here are five things to do when at fault after a car accident in Oklahoma.

Blue car and grey car crashed into each toher with woman and man standing beside them talking

IN PARTNERSHIP

6 Benefits of Hiring a Lawyer After a Car Accident in Lexington


by Ross F. Mann

Close-up of a car dashboard displaying high speed

Looking to Increase Your Law Firm Website Traffic? Start Here


by Jamilla Tabbara

Explore our free resource to help increase your law firm website traffic and drive consistent growth.

Laptop driving virtual growth with data charts and graphs

Is Your Law Firm Missing Key Client Acquisition Opportunities?


by Jamilla Tabbara

Discover our free resource to identify ways to stand out and attract more clients.

Arrows and light bulbs rising, symbolizing growth and client acquisition opportunities for law firms

IN PARTNERSHIP

Injured in An Accident in Fort Worth, TX? 5 Steps You Need to Take Immediately


by Bradley Parker

A Fort Worth, Texas lawyer explains the five most important steps that should be taken immediately in the event that you are injured in a car accident.

Busy interstate roadway with speeding cars

IN PARTNERSHIP

How to Deal with the Aftermath of a Car Accident


by Mark Roman

A crash can have physical, psychological and financial consequences. Here are five steps to take to effectively deal with the aftermath of a car accident.

Woman on phone surveys damage to vehicle

How to File for Divorce


by Natalie R. Rowland

Divorce can be complex in both process and cost. An experienced family law attorney explains how best to file for divorce and outlines considerations to take.

Woman sitting on couch rests head on fist with man in background

Trending Articles

Introducing the 2026 Best Lawyers Awards in Australia, Japan, New Zealand and Singapore


by Jennifer Verta

This year’s awards reflect the strength of the Best Lawyers network and its role in elevating legal talent worldwide.

2026 Best Lawyers Awards in Australia, Japan, New Zealand and Singapore

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

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

Is Your Law Firm’s Website Driving Clients Away?


by Jamilla Tabbara

Identify key website issues that may be affecting client engagement and retention.

Phone displaying 'This site cannot be reached' message

A Guide to Workers' Compensation Law for 2025 and Beyond


by Bryan Driscoll

A woman with a laptop screen reflected in her glasses

Best Lawyers Launches CMO Advisory Board


by Jamilla Tabbara

Strategic counsel from legal marketing’s most experienced voices.

Group photo of Best Lawyers CMO Advisory Board members

Common Law Firm Landing Page Problems to Address


by Jamilla Tabbara

Identify key issues on law firm landing pages to improve client engagement and conversion.

Laptop showing law firm landing page analytics

Changes in California Employment Law for 2025


by Laurie Villanueva

What employers need to know to ensure compliance in the coming year and beyond

A pair of hands holding a checklist featuring a generic profile picture and the state of California

New Employment Law Recognizes Extraordinary Stress Is Everyday Reality for NY Lawyers


by Bryan Driscoll

A stressed woman has her head resting on her hands above a laptop

Turn Visitors into Clients with Law Firm Website SEO That Converts


by Jamilla Tabbara

Learn how to create high-converting law firm landing pages that drive client engagement and lead generation.

Laptop screen displaying website tools to improve client conversion rates

Canada "Lawyer of the Year"


by Best Lawyers

Recognized in The Best Lawyers in Canada™ since 2020, Roslyn M. Tsao is honored as the 2024 "Lawyer of the Year" for Family Law and Family Law Mediation.

Lawyer dressed professionally poses for headshot

ESG Backlash on the Border


by Bryan Driscoll

A warning and opportunity for Canadian business and law.

Three figures stand in forest with refinery ahead

SEO for Law Firms: Overcoming Common Challenges


by Jamilla Tabbara

Tackle common SEO challenges and take the next step with our guide, How to Make Your Law Firm Easier to Find Online.

Graphic image of a phone displaying SEO rankings, with positions 1, 2 and 3 on the screen

This article is a part of the Best Lawyers Criminal Law Legal Guide. Read thought leadership from recognized lawyers and navigate a list of all honorees in the associated practice areas.

Explore the Legal Guide