Lindell Verdict and AI Cost Lawyers $6,000 Fine

In a landmark decision addressing the intersection of generative AI and legal practice, U.S. District Judge Nina Wang has sanctioned attorneys for MyPillow CEO Mike Lindell after their court filing contained dozens of misquotes and citations to fictitious cases. This development comes on the heels of a jury awarding over $2.3 million in damages to former Dominion Voting Systems executive Eric Coomer for defamation.
Case Background
On February 25, 2025, attorneys Christopher Kachouroff and Jennifer DeMaster filed an opposition brief in the U.S. District Court for Colorado responding to Coomer’s motion to exclude certain evidence. Within hours, it became evident that the brief—allegedly drafted with the assistance of AI tools—was laden with nearly 30 defective citations, misquoted case law, and references to non-existent rulings.
- Plaintiff: Eric Coomer, former Dominion executive
- Defendant: Mike Lindell and media arm FrankSpeech
- Verdict: Jury found for Coomer; Lindell liable for $440,500, FrankSpeech liable for $1,865,500
- Rule at Issue: Federal Rule of Civil Procedure 11 (certification of legal contentions)
Judge’s Rationale for Sanctions
In her May 2025 order, Judge Wang noted that even the “correct” replacement brief still contained substantive errors. She cited parallel conduct in Pelishek v. City of Sheboygan, where similar “notices of errata” were filed just days later. Concluding that the AI-generated draft was not a one-off lapse, Wang imposed a joint $3,000 fine on Kachouroff’s firm and an individual $3,000 fine on DeMaster.
“Counsel were not reasonable in certifying that the claims, defenses, and legal contentions contained in the brief were warranted by existing law or by a nonfrivolous argument,” Wang wrote.
Technical Analysis of AI Hallucinations
Generative AI models such as GPT-4 employ statistical pattern recognition over training data to produce coherent text. Without robust retrieval-augmented generation (RAG) pipelines and real-time citation validation, hallucinations—fabricated facts or references—can proliferate:
- Language Model Bias: Pretrained weights prioritize fluent output over factual correctness.
- RAG Retrieval Failure: When vector search returns irrelevant or no document, the model “fills in” plausible but false citations.
- Prompt Drift: Iterative prompts lacking strict schema allow the model to invent case names or misstate outcomes.
RAG and Citation Validation Best Practices
To mitigate hallucinations, legal technology platforms integrate multiple safeguards:
- Closed-loop citation checkers cross-verify pin cites using Westlaw Edge or LexisNexis APIs.
- Human-in-the-loop review: Paralegals or junior associates certify every reference against primary sources.
- Automated alerts for fuzzy matches: Flagging citations that match less than 95% to known case law nomenclature.
Implications for Legal Tech and AI Adoption
Sanctions such as this one underscore the necessity of combining AI innovation with rigorous compliance. Law firms are increasingly deploying:
- CoCounsel by Casetext for bracketed auto-excerpts and citation suggestions.
- Westlaw Edge’s integrated KeyCite validation plug-in in authoring tools like Microsoft Word.
- FHIR-style audit logs in document management systems to trace AI-driven edits.
According to LegalTech Advisory Group, improper reliance on raw LLM outputs without verification can increase malpractice exposure by up to 25%.
Comparative Sanctions in Federal Courts
Recent Rule 11 rulings illustrate a tightening stance on AI-related missteps:
- Gill v. Munsie (D. Mass. 2024): Attorneys fined $5,000 for failing to verify an AI-drafted affidavit.
- Novak v. Hennepin County (D. Minn. 2024): Counsel sanctioned $4,500 for fabricated deposition quotes produced by an in-house chatbot.
Expert Opinions
Emily Chen, a senior analyst at ILTA (International Legal Technology Association), notes: “AI tools can boost drafting efficiency by 40%, but without robust fact-check layers, hallucination risk spikes.”
John Marshall, partner at CyberLex Counsel, adds: “Firms must adopt continuous QA pipelines, akin to software CI/CD, to validate every legal citation before filing.”
Outlook and Next Steps
Lindell has signaled an intent to appeal the $2.3 million defamation verdict; his legal team is also contesting the sanctions. Meanwhile, courts nationwide are evaluating local AI-use policies. The U.S. Judicial Conference is expected to propose guidelines by Q3 2025 on permissible AI-assisted drafting in federal filings.
Key Takeaways
- Always integrate human verification with AI-generated legal drafts.
- Implement RAG systems with real-time citation validation against authoritative databases.
- Adhere strictly to Rule 11 certification requirements to avoid sanctions.