The Doc App counsel files fabricated case law in Florida court

A lawyer representing The Doc App, Inc. used AI to generate court filings that included fake case law. The court flagged the hallucinations and previously sanctioned the attorney, though it declined further sanctions in June 2026.

The Doc App, Inc. · Incident Jun 9, 2026 · Indexed Jun 16, 2026 · 2 sources

The court attributed the failure to the attorney's lack of review of AI-generated material.
What
A lawyer representing The Doc App, Inc.
Incident date
Jun 9, 2026
Who
The Doc App, Inc.
Failure mode
Hallucination
AI surface
Chatbot
Severity
Medium

What happened

Counsel for The Doc App, Inc., Jason Castro, submitted court filings containing fabricated and misrepresented case law. The court found that the documents were generated by AI and not properly reviewed by the attorney. On June 9, 2026, the court declined to impose additional sanctions, noting that previous sanctions were already in place.

What broke inside the model

Failure path · mode profile · Hallucination
  1. 01 · TriggerA user asks for a fact, a citation, or a figure.
  2. 02 · Model stepThe model writes a fluent, confident answer.
  3. 03 · Control gapNothing ties the claim back to a real source.
  4. 04 · FailureA fabricated fact ships as if it were verified.
  5. 05 · ConsequenceThe false claim reaches a customer, a court, or the public.

Confidence holds, and even spikes, as the claim detaches from any source.

The AI model hallucinated nonexistent legal citations and misrepresented existing case law. The failure was caused by the attorney's failure to verify the AI-generated content before submission.

Public visibilityHigh
Regulatory exposureActive
Customer impactFew customers
Financial impactUnknown
Time to disclosureMonths
  1. Court FilingLeafwell, Inc. v. The Doc App, Inc., No. 2:2025cv01132 - Justia Lawlaw.justia.com
  2. PressAI Hallucination Cases Database - Damien Charlotindamiencharlotin.com
Permalinkhttps://failureindex.ai/failures/doc-counsel-files-fabricated-law-florida
CitationAI Failure Index. "The Doc App counsel files fabricated case law in Florida court" (FI-0592). Realm Labs. https://failureindex.ai/failures/doc-counsel-files-fabricated-law-florida (indexed Jun 16, 2026).
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Data fields CC-BY 4.0, prose citation permitted. Incident ID FI-0592. Full dataset at /data.

Note from Realm Labs, the Index steward

How Realm would have caught this

Controls for this failure mode
  • Prism
  • OmniGuard
  • AI Detection & Response (AIDR)

A runtime layer that watches the model's internal state can flag the moment a model commits to a claim it has no support for, and hold or reroute the response before it reaches a user. Realm reads those signals in real time rather than grading the transcript after the fact.