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

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FILE – Mike Lindell, chief executive officer of My Pillow Inc., outside the White House in Washington, DC, US, on Wednesday, July 2, 2025. (Francis Chung/Politico/Bloomberg via Getty Images)

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, according to a USA Today report. 

Lindell’s attorneys violated court rules

Dig deeper:

The McSweeny Synkar and Kachouroff PLLC law firm and attorney Christopher Kachouroff are facing “jointly and severally” a $3,000 fine.

Attorney Jennifer DeMaster is also facing a $3,000 fine, according to a FOX 31 report.

Lindell’s lawyers filed a motion on Feb. 25 and it contained nearly 30 defective citations, the New York Times reported. 

It was found that Lindell’s lawyer used AI when they were questioned about the errors during a pretrial conference.

Kachouroff said he had delegated citation checking to DeMaster. When asked if “generated by generative artificial intelligence” was used, Kachouroff said “not initially.”

The documents were first outlined by Lindell’s attorneys before it was run “through AI,” USA Today reported. 

Lindell’s defamation case

The backstory:

In June, a federal jury in Colorado found Lindell guilty of defamation against a former employee. 

The jury found that two of Lindell’s statements about Eric Coomer, the former security and product strategy director at Denver-based Dominion Voting Systems, including calling him a traitor, were defamatory. 

It ordered Lindell and his online media platform, formerly known as Frankspeech, to pay Coomer $2.3 million in damages, far less than the $62.7 million Coomer had asked for to help send a message to discourage attacks on election workers.