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Incident 1145: MyPillow Defense Lawyers in Coomer v. Lindell Reportedly Sanctioned for Filing Court Document Allegedly Containing AI-Generated Legal Citations

Description: In February 2025, lawyers Christopher I. Kachouroff and Jennifer T. DeMaster, representing Mike Lindell, reportedly used generative AI to draft a court brief that contained nearly 30 defective or fabricated citations. The error-filled filing violated federal court rules requiring factual and legal accuracy. The judge fined both lawyers $3,000 each, citing either the improper use of AI or gross carelessness as the cause of the misleading legal content.
Editor Notes: Timeline note: This AI incident ID date is marked 02/25/2025 because that is the date on which Mike Lindell's defense counsel filed the Brief in Opposition to Plaintiff's Motion in Limine containing nearly 30 reportedly defective citations allegedly produced or contaminated by generative artificial intelligence. While the underlying Motion in Limine was filed by the plaintiff on February 10, the relevant AI-related conduct reportedly occurred when the error-filled opposition was submitted on February 25. See this court document: https://storage.courtlistener.com/recap/gov.uscourts.cod.215068/gov.uscourts.cod.215068.309.0.pdf.

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Alleged: Unnamed large language model developer developed an AI system deployed by Jennifer T. DeMaster , Christopher I. Kachouroff and McSweeny Synkar and Kachouroff PLLC, which harmed Jennifer T. DeMaster , Christopher I. Kachouroff , McSweeny Synkar and Kachouroff PLLC , MyPillow , Mike Lindell , Legal integrity , Judicial integrity and Epistemic integrity.
Alleged implicated AI system: Unnamed large language model

Incident Stats

Incident ID
1145
Report Count
26
Incident Date
2025-02-25
Editors
Daniel Atherton

Incident Reports

Reports Timeline

Incident Occurrence+5
MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court
+14
MyPillow CEO’s lawyers fined for AI-generated court filing in Denver defamation case
+4
AI blunder costs $3000: MyPillow CEO Mike Lindell's lawyers hit with fine for AI-generated court filing - How did they get caught?
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MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court

MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court

kdvr.com

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The MyPillow Guy's Lawyers Used AI in Court and You'll Never Guess How That Turned Out

The MyPillow Guy's Lawyers Used AI in Court and You'll Never Guess How That Turned Out

futurism.com

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MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court

MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court

newsnationnow.com

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Seriously? Lawyer Representing the My Pillow Guy – Already Known For Having Been Caught Pantsless on Zoom – Now Faces Sanctions for Hallucinated Cases

Seriously? Lawyer Representing the My Pillow Guy – Already Known For Having Been Caught Pantsless on Zoom – Now Faces Sanctions for Hallucinated Cases

lawnext.com

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MyPillow CEO Mike Lindell's lawyers use AI for court filing, push to move defamation trial

MyPillow CEO Mike Lindell's lawyers use AI for court filing, push to move defamation trial

usatoday.com

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Vacation, mistaken filing led to order to show cause, lawyers for MyPillow CEO say

Vacation, mistaken filing led to order to show cause, lawyers for MyPillow CEO say

abajournal.com

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MyPillow CEO’s lawyers fined for AI-generated court filing in Denver defamation case

MyPillow CEO’s lawyers fined for AI-generated court filing in Denver defamation case

coloradosun.com

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Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case

Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case

denverpost.com

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Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case

Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case

denver7.com

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Judge sanctions Mike Lindell's lawyers over AI-generated filing with citations to fake cases

Judge sanctions Mike Lindell's lawyers over AI-generated filing with citations to fake cases

lawandcrime.com

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$6K Sanctions for Apparent AI Hallucinations in Coomer v. Lindell / My Pillow Election-Related Libel Suit

$6K Sanctions for Apparent AI Hallucinations in Coomer v. Lindell / My Pillow Election-Related Libel Suit

inkl.com

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Judge Fines Lawyers for MyPillow Founder for Error-Filled Court Filing

Judge Fines Lawyers for MyPillow Founder for Error-Filled Court Filing

nytimes.com

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MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing

MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing

usatoday.com

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MyPillow CEO Mike Lindell’s attorneys fined for inaccurate, AI-generated brief

MyPillow CEO Mike Lindell’s attorneys fined for inaccurate, AI-generated brief

thehill.com

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CEO of My Pillow Mike Lindell's lawyers fined for using AI for court documents

CEO of My Pillow Mike Lindell's lawyers fined for using AI for court documents

cbsaustin.com

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MyPillow CEO's lawyers fined for AI-generated court filings: Reports

MyPillow CEO's lawyers fined for AI-generated court filings: Reports

fox2detroit.com

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Denver judge fines MyPillow CEO Mike Lindell’s lawyers over AI-generated fake citations: ‘This court derives no joy…’

Denver judge fines MyPillow CEO Mike Lindell’s lawyers over AI-generated fake citations: ‘This court derives no joy…’

livemint.com

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MyPillow CEO's attorneys fined for error-filled AI brief

MyPillow CEO's attorneys fined for error-filled AI brief

9news.com

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MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing

MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing

aol.com

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‘My Pillow’ CEO’s Lawyers Fined for Using Unchecked AI in Filing

‘My Pillow’ CEO’s Lawyers Fined for Using Unchecked AI in Filing

news.bloomberglaw.com

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Mike Lindell lost defamation case, and his lawyers were fined for AI hallucinations

Mike Lindell lost defamation case, and his lawyers were fined for AI hallucinations

arstechnica.com

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AI blunder costs $3000: MyPillow CEO Mike Lindell's lawyers hit with fine for AI-generated court filing - How did they get caught?

AI blunder costs $3000: MyPillow CEO Mike Lindell's lawyers hit with fine for AI-generated court filing - How did they get caught?

timesofindia.indiatimes.com

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The MyPillow guy's lawyers fined for error-riddled AI-generated court filing

The MyPillow guy's lawyers fined for error-riddled AI-generated court filing

engadget.com

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MyPillow CEO's lawyers fined for AI-generated court filing

MyPillow CEO's lawyers fined for AI-generated court filing

mashable.com

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MyPillow CEO’s Lawyers Sanctioned for AI-Generated Court Filing with Fake Citations

MyPillow CEO’s Lawyers Sanctioned for AI-Generated Court Filing with Fake Citations

usaherald.com

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A recent high-profile case of AI hallucination serves as a stark warning

A recent high-profile case of AI hallucination serves as a stark warning

npr.org

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MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court
kdvr.com · 2025

DENVER --- MyPillow CEO Mike Lindell and his legal team have to explain themselves to a federal judge in Colorado after she discovered a recent brief they submitted pointed to fake court cases as evidence. 

According to court documents, fed…

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The MyPillow Guy's Lawyers Used AI in Court and You'll Never Guess How That Turned Out
futurism.com · 2025

We all remember Mike Lindell, the disgraced MyPillow founder who lost everything fighting to prove — against insurmountable evidence to the contrary — that the 2020 US election had somehow been stolen from Donald Trump.

Well, he's in the ne…

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MyPillow CEO Mike Lindell’s legal team accused of submitting inaccurate, AI-generated brief to Colorado court
newsnationnow.com · 2025

DENVER (KDVR) --- MyPillow CEO Mike Lindell and his legal team have to explain themselves to a federal judge in Colorado after she discovered a recent brief they submitted pointed to fake court cases as evidence. 

The brief was submitted as…

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Seriously? Lawyer Representing the My Pillow Guy – Already Known For Having Been Caught Pantsless on Zoom – Now Faces Sanctions for Hallucinated Cases
lawnext.com · 2025

This story has all the ingredients of a parody on The Onion. Regrettably, however, it is all true.

In federal court in Colorado, Eric Coomer, a former employee of Dominion Voting Systems, is suing Mike Lindell, the CEO of MyPillow, for defa…

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MyPillow CEO Mike Lindell's lawyers use AI for court filing, push to move defamation trial
usatoday.com · 2025

Lawyers representing MyPillow CEO Mike Lindell have asked a judge to postpone the defamation trial against him after mistakenly filing a document made with artificial intelligence.

In an April 28 filing with the U.S. District Court for Colo…

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Vacation, mistaken filing led to order to show cause, lawyers for MyPillow CEO say
abajournal.com · 2025

Human error led lawyers representing MyPillow CEO Mike Lindell to file a draft document with incorrect case citations instead of the final version, according to a response to a federal judge’s order to show cause.

The lawyers didn’t realize…

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MyPillow CEO’s lawyers fined for AI-generated court filing in Denver defamation case
coloradosun.com · 2025

Afederal judge ordered two attorneys representing MyPillow CEO Mike Lindell to pay $3,000 each after they used artificial intelligence to prepare a court filing that was riddled with errors, including citations to nonexistent cases and misq…

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Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case
denverpost.com · 2025

A judge fined two attorneys for MyPillow CEO Mike Lindell $3,000 apiece Monday for filing a motion riddled with AI-generated errors in a case that resulted in a jury finding Lindell liable for defamation over false claims that the 2020 pres…

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Judge fines Mike Lindell’s attorneys for filing AI-generated motion during defamation case
denver7.com · 2025

A judge fined two attorneys for MyPillow CEO Mike Lindell $3,000 apiece Monday for filing a motion riddled with AI-generated errors in a case that resulted in a jury finding Lindell liable for defamation over false claims that the 2020 pres…

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Judge sanctions Mike Lindell's lawyers over AI-generated filing with citations to fake cases
lawandcrime.com · 2025

A federal judge in Colorado issued a scathing rebuke of two attorneys who represented MyPillow CEO Mike Lindell in a high-profile defamation lawsuit after they used a generative artificial intelligence program to submit a court filing rife …

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$6K Sanctions for Apparent AI Hallucinations in Coomer v. Lindell / My Pillow Election-Related Libel Suit
inkl.com · 2025

From Judge Nina Wang (D. Colo.) today in Coomer v. Lindell:

In preparation for trial in this matter, the Court issued a Trial Preparation Order that set certain deadlines, including for the filing of motions in limine. The Trial Preparatio…

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Judge Fines Lawyers for MyPillow Founder for Error-Filled Court Filing
nytimes.com · 2025

A federal judge has sent another message to lawyers who may be tempted to use generative artificial intelligence: Always check your work.

In a decision issued on Monday, Judge Nina Y. Wang of the U.S. District Court for the District of Colo…

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MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing
usatoday.com · 2025

A federal judge has ordered the attorneys for MyPillow founder Mike Lindell to pay fines for using artificial intelligence to prepare court documents that contained several errors, including citations to nonexistent cases and misquotations …

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MyPillow CEO Mike Lindell’s attorneys fined for inaccurate, AI-generated brief
thehill.com · 2025

DENVER (KDVR) -- Two attorneys who were representing MyPillow CEO Mike Lindell in a defamation case in Denver are facing thousands of dollars in fines for submitting an inaccurate, AI-generated brief to the court in April.

The McSweeny Synk…

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CEO of My Pillow Mike Lindell's lawyers fined for using AI for court documents
cbsaustin.com · 2025

A judge ordered Mike Lindell's lawyers to pay $3000 each in fines for using AI to create court documents. The documents contained mistakes, including errors when quoting cases and citations to non-existent cases.

Judge Nina Y. Wang of the U…

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MyPillow CEO's lawyers fined for AI-generated court filings: Reports
fox2detroit.com · 2025

The lawyers of MyPillow CEO Mike Lindell have been ordered to pay fines for using artificial intelligence to prepare court documents in their client’s defamation case.

The AI-generated court documents also contained several errors, accordin…

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Denver judge fines MyPillow CEO Mike Lindell’s lawyers over AI-generated fake citations: ‘This court derives no joy…’
livemint.com · 2025

A federal judge has sanctioned two attorneys representing MyPillow CEO Mike Lindell after they filed a court document generated using artificial intelligence that was riddled with errors. The lawyers, Christopher Kachouroff and Jennifer DeM…

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MyPillow CEO's attorneys fined for error-filled AI brief
9news.com · 2025

A federal judge in Colorado is giving MyPillow CEO Mike Lindell's attorneys a slap on the wrist for using AI to write a legal brief full of mistakes, made-up cases, and misrepresentations of the law.

On Monday, District Court Judge Nina Wan…

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MyPillow CEO Mike Lindell's lawyers fined for AI-generated court filing
aol.com · 2025

A federal judge has ordered the attorneys for MyPillow founder Mike Lindell to pay fines for using artificial intelligence to prepare court documents that contained several errors, including citations to nonexistent cases and misquotations …

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‘My Pillow’ CEO’s Lawyers Fined for Using Unchecked AI in Filing
news.bloomberglaw.com · 2025

Two attorneys defending Mike Lindell, My Pillow entrepreneur, in a defamation suit have been fined for failing to verify artificial intelligence-generated information in a legal filing.

  • Lawyers failed to certify claims and defenses in brie…
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Mike Lindell lost defamation case, and his lawyers were fined for AI hallucinations
arstechnica.com · 2025

Lawyers representing MyPillow and its CEO Mike Lindell were fined $6,000 after using artificial intelligence in a brief that was riddled with misquotes and citations to fictional cases.

Attorney Christopher Kachouroff and the law firm of Mc…

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AI blunder costs $3000: MyPillow CEO Mike Lindell's lawyers hit with fine for AI-generated court filing - How did they get caught?
timesofindia.indiatimes.com · 2025

Attorneys for MyPillow's Mike Lindell face $3,000 fines each after a federal judge discovered they used AI to draft a legal motion riddled with errors, including nonexistent case citations and misquotes. Judge Nina Y. Wang cited their carel…

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The MyPillow guy's lawyers fined for error-riddled AI-generated court filing
engadget.com · 2025

MyPillow CEO and election conspiracy enthusiast Mike Lindell's legal team is in some hot water after submitting an AI-generated court filing, as reported by The New York Times. The legal brief was filled with errors, including misquotes of …

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MyPillow CEO's lawyers fined for AI-generated court filing
mashable.com · 2025

The brief was riddled with almost 30 errors, including citations of cases that did not exist.

Lawyers for MyPillow CEO and election conspiracy theorist Mike Lindell have been fined after submitting a legal brief filled with AI-generated err…

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MyPillow CEO’s Lawyers Sanctioned for AI-Generated Court Filing with Fake Citations
usaherald.com · 2025
  1. Federal judge orders Mike Lindell’s attorneys to pay $3,000 each for filing AI-generated motion containing nearly 30 defective citations and nonexistent case references
  2. Lead attorney admitted to running draft motion through AI without prop…
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A recent high-profile case of AI hallucination serves as a stark warning
npr.org · 2025

A federal judge ordered two attorneys representing MyPillow CEO Mike Lindell in a Colorado defamation case to pay $3,000 each after they used artificial intelligence to prepare a court filing filled with a host of mistakes and citations of …

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