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Never Include These Phrases
❌ Criminal Extortion Territory

"Pay us or we will report this to the police/DA/IRS/immigration"

❌ Reputation Extortion

"Settle or we'll go to the media / launch a publicity campaign / issue press releases"

❌ Personal Leverage

"Settle immediately or your employer/spouse/family will learn about [secret]"

❌ Career Threats

"Your license/visa/security clearance is at risk unless you settle"

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What Makes It Extortion

California Penal Code §518-519 defines extortion as obtaining property through wrongful use of fear, including:

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Threats to accuse someone of a crime
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Threats to expose secrets or disgrace someone
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Threats to report immigration status
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Any threat that damages reputation in exchange for money
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California Ethics Rule 3.10
"A lawyer shall not threaten to present criminal, administrative, or disciplinary charges to obtain an advantage in a civil dispute."

This means you CANNOT condition reporting to authorities on whether someone settles your civil claim. Violations can result in disbarment.

Safe Approach
✓ Civil Litigation Threat

"If we cannot resolve this matter informally, our client will file a complaint asserting claims for breach of contract, fraud under Civil Code §1709, and unfair business practices."

Why it's safe: Limits threats to civil remedies through litigation. Describes what will happen in court, not external consequences.

Dangerous Approach
✗ Extortion Pattern

"Unless you settle for $500,000 within 10 days, we will report your conduct to the District Attorney, the State Bar, and the IRS."

Why it's dangerous: Conditions reporting to authorities on payment. This is textbook extortion AND an ethics violation.

Acceptable Reference
✓ Non-Conditional Statement

"Your conduct appears to violate Penal Code Section X. Our client reserves all rights to report this matter to appropriate authorities and to pursue civil remedies."

Why it's safe: Acknowledges potential criminal conduct but doesn't use it as leverage. Doesn't condition reporting on settlement.

Prohibited Leverage
✗ Conditional Threat

"Settle this immediately or we're filing a police report about your violations of Penal Code Section X."

Why it's dangerous: Explicitly conditions criminal reporting on settlement. Violates Rule 3.10 and constitutes attempted extortion.

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Key Distinction

You CAN: Threaten civil litigation and describe remedies you'll seek through that litigation

You CANNOT: Threaten to report to authorities, expose secrets, or damage reputation UNLESS they pay you

i The magic word that creates problems is "UNLESS" — as in "settle UNLESS you want us to [report/expose/publicize]"
Flatley v. Mauro (2006): The Extortion Example

What happened: Attorney Martin Singer sent a demand letter threatening that if the defendant didn't pay a seven-figure settlement, his client would file suit AND simultaneously launch a media campaign with press releases to major news outlets.

The result: California Supreme Court held this was criminal extortion as a matter of law. The litigation privilege didn't apply. Singer's career survived, but this case became the textbook example of what NOT to do.

The lesson: Threatening publicity campaigns in exchange for payment = extortion, even if you're a high-profile attorney.

Malin v. Singer (2013): The Permissible Hardball Letter

What happened: Another Martin Singer letter, also aggressive, also mentioning potentially embarrassing facts. But this time, everything was framed in terms of what would come out through civil litigation.

The result: Court of Appeal held the letter was protected by litigation privilege. No extortion because Singer didn't threaten independent publicity or reporting to authorities—just described what would happen in court.

The lesson: You can be aggressive about anticipated litigation. You can't use publicity or criminal prosecution as separate bargaining chips.

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The Daycare Defamation Case

The situation: A neighbor posted on Facebook that a licensed daycare had "10+ kids crammed in one bedroom with no background checks" and that the owner "leaves them unsupervised while she naps."

The truth: The daycare was licensed for 4 children max, owner had background checks and inspections, never left kids unsupervised.

The damage: Within 24 hours, three families withdrew children and two prospective clients canceled.

The resolution: Well-drafted cease and desist letter (focused on specific false statements, documented harm, demanded removal) led to immediate retraction without lawsuit.

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The $75,000 Yelp Review

The review: Former employee claimed bakery "injects old pastries with chemicals" and "uses expired cream that gave my friend food poisoning."

The facts: All false. Bakery had perfect health inspections, fresh supplier invoices, zero food poisoning reports.

The cost: Lost catering contract, 40% revenue drop over six weeks. Former employee ignored demand letter, got sued, jury awarded $75,000 plus attorneys' fees.

The lesson: Specific false factual claims (not opinions) that damage business reputation can be very expensive.

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Before You Hit Send: Required Checklist
Every factual assertion is supported by evidence I can produce if challenged
All legal claims are non-frivolous with good-faith basis in law and fact
All threats are limited to lawful civil remedies (not criminal reporting or publicity)
Letter does not condition silence or non-reporting on payment
Audience is limited to parties and their counsel (no third parties)
I would be comfortable if this letter appeared in a published judicial opinion
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Practical Drafting Principles
1 Lead with facts, not conclusions. Don't say "Your client is a fraud." Say: "On March 15, your client represented that [specific fact], but documents show [contradictory fact]."
2 Frame through litigation lens. "If we cannot resolve this informally, we will file a complaint asserting claims for [specific legal claims with statutory citations]."
3 Keep tone professional. "We believe your position is without merit" works. "Your client is a con artist" creates problems.
4 Limit the audience. Send only to opposing party or their counsel. Don't CC employers, customers, media, or anyone else.
5 Never use personal secrets as leverage. "Pay us or your wife finds out" = instant extortion, regardless of underlying claim merit.
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The Ultimate Test
Ask yourself: "Would I be comfortable if a judge read this letter out loud in open court while considering whether to refer me for discipline or prosecution?"

If the answer is no, redraft until the answer is yes. The stakes are too high to gamble with gray areas.

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You Received an Extortionate Letter: Now What?
1
Don't panic or ignore it. Even problematic letters may be pursuing legitimate claims with bad tactics.
2
Document everything. Save the letter, all emails, record dates and times of any verbal threats. Screenshot everything.
3
Identify the problematic parts. Does it threaten to report you to authorities unless you pay? Threaten publicity or exposure? Use personal secrets as leverage?
4
Consult an attorney immediately. Don't respond yourself if the letter contains extortion threats or ethics violations.
5
Consider reporting. If the letter violates ethics rules (like threatening criminal prosecution for civil advantage), report to the state bar. If it's actual extortion, consider reporting to law enforcement.
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Red Flags in Letters You Receive
🚩 "Pay or we report to authorities"

Conditioning criminal, tax, immigration, or licensing board reporting on settlement is extortion and an ethics violation.

🚩 "Settle or we go public"

Threatening press releases, social media campaigns, or contacting your employer/clients unless you pay is extortion.

🚩 "Pay or we expose secrets"

Using personal information, affairs, or embarrassing facts as leverage for payment is civil and potentially criminal extortion.

🚩 Sent to third parties

If the letter was sent to your employer, customers, or other third parties (not just you), they may have lost litigation privilege and created defamation exposure.

Your Response Strategy

DON'T:

Respond in kind with your own threats
Ignore the letter completely
Pay immediately out of fear

DO:

Separate legitimate claims from improper threats
Document all misconduct thoroughly
Consult with an attorney who handles ethics/extortion issues
Consider whether to report ethics violations to state bar
In egregious cases, consider reporting extortion to law enforcement
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When to Take Action

Report to State Bar if: Attorney threatens to report you to police/DA/IRS/immigration/licensing boards unless you settle (violates Rule 3.10 in California and similar rules in most states).

Report to Law Enforcement if: The letter constitutes clear extortion (e.g., "pay $X or we'll expose your affair to your spouse and employer"). Prosecutors do charge these cases when there's written evidence.

Consider Civil Action if: You paid under duress and the threats were improper. You may be able to rescind the agreement and recover your money through a civil extortion or menace claim.