Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests

Portrait of Rabbi Shmuley Boteach
Shmuley Boteach, portrait published in 2010.

Case period:

Published by The Dispute Index editorial teamPublished Updated

Fontainebleau Florida Hotel, LLCShmuley Boteach

Overview

Fontainebleau argues that Shmuley Boteach's AI communications may bear on damages in its defamation suit. Boteach challenges the breadth of the requests and invokes work-product protection. An October 21 order permits specified categories while rejecting broader requests.

Read the full background

The parties submitted opposing briefs on October 12, 2026 about discovery reopened for damages in Fontainebleau's defamation litigation. The hotel argues that AI prompts and revisions can bear on intent to harm, continuing injury and punitive damages. Boteach argues that the requests exceed the limited reopening and risk disclosing litigation preparation.

Magistrate Judge Marty Fulgueira Elfenbein's October 21 order permits discovery of nonprivileged communications concerning the hotel, its counsel, and its employees, owners or representatives. It rejects broader requests about the litigation generally, court orders and judges. Responsive communications do not become exempt simply because they also discuss litigation.

The order preserves document-specific work-product objections and requires a privilege log for withheld material. It permits revised subpoenas after a discussion about production logistics, without compelling nonparty providers to produce or resolving their own objections. The order distinguishes constitutional actual malice from intent relevant to punitive damages. It does not establish what any unproduced conversation contains.

People in this case

Timeline

3 timeline entries on this page. Dates: October 12, 2026 to October 24, 2026

  1. October 2026

    1. The parties submit opposing AI-discovery briefs

      Source release

      Fontainebleau argues for relevance to damages. Boteach challenges the requests' scope and invokes work-product protection.

      [01]Fontainebleau Florida Hotel, LLC

      Fontainebleau argues that specified AI material is relevant to intent to harm and punitive damages. Its descriptions of the material are allegations by counsel.

      Fontainebleau supplemental briefing on AI-data relevancy · Fontainebleau Florida Hotel, LLCECF 283, introduction and pages 1-8
      [02]Shmuley Boteach

      The defense challenges the scope of reopened damages discovery and seeks protection for qualifying litigation-preparation material.

    2. The court narrows AI discovery and preserves specific objections

      The order permits specified nonprivileged categories, rejects broader requests and directs discussion of production logistics. It does not compel nonparty providers to produce.

      [03]Fontainebleau v. Botach: second order after discovery hearing

      The order permits defined AI-discovery requests, narrows others and preserves document-specific work-product objections.

      Fontainebleau v. Botach: second order after discovery hearingECF 289, pages 12-25, especially the conclusion on pages 24-25
    3. Boteach publicly challenges the AI-discovery ruling

      Reaction

      Boteach posts that the order threatens Americans' AI privacy and raises constitutional concerns.

      [04]Shmuley Boteach

      Boteach criticizes the discovery order as a threat to AI privacy. The post also contains his separate accusations about the litigation.

      Boteach's response to the AI-discovery ruling · Shmuley BoteachX post 2114189713544233245, opening headline and paragraph

Claims

Claims separate what was said from what is contested. Follow each source for the original wording and context.

What's disputed

Disputed claim

Fontainebleau Florida Hotel, LLC

The requested AI material is relevant to intent to harm and the remaining damages issues.

Sources (1)

Response record

Responses

Choose one response filter, or select All responses to see the full record.

3 matching responses. Newest first.

  1. Shmuley BoteachDefendant posting on his public X accountDirectly involved

    Before this statement

    Boteach identifies the court's authorization of targeted AI subpoenas in his Fontainebleau litigation.

    "JUDGE MARTY ELFENBEIN’S RULING HAS PUT EVERY AMERICAN’S AI PRIVACY AT RISK"
    Condemned

    Case context: Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests

    Full statement and sources

    Boteach calls the targeted discovery order a threat to Americans' AI privacy and frames his objection in constitutional terms.

    After the statement

    He frames the dispute as a broader question of privacy, speech, due process and equal treatment.

    Boteach's response to the AI-discovery ruling · Shmuley BoteachX post 2114189713544233245, opening headline and paragraph

    Why this label?

    The case concerns discovery of his AI communications. Boteach expressly criticizes the ruling authorizing targeted requests.

    This label describes the statement's response within the context above.

  2. Fontainebleau Florida Hotel, LLCPlaintiff acting through litigation counselDirectly involved

    Before this statement

    Fontainebleau seeks discovery of Boteach's AI prompts and chats.

    "The prompts and chats are his mental state reduced to writing, and they are probative of damages."
    Defended or excused

    Case context: Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests

    Full statement and sources

    Fontainebleau argues that Boteach's prompts and chats record his mental state and help establish damages.

    After the statement

    The hotel alleges that Boteach repeatedly revised attacks on it.

    Fontainebleau supplemental briefing on AI-data relevancy · Fontainebleau Florida Hotel, LLCECF 283, introduction and pages 1-8

    Why this label?

    The disputed action is the hotel's request for AI discovery. Its own brief argues that the request is justified by the remaining damages issues.

    This label describes the statement's response within the context above.

  3. Shmuley BoteachDefendant acting through litigation counselDirectly involved

    Before this statement

    Boteach argues that the hotel did not pursue AI discovery before the general cutoff and that the reopening is limited to damages.

    "The Court should sustain the objections to the proposed AI-provider subpoenas as drafted"
    Condemned

    Case context: Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests

    Full statement and sources

    Boteach asks the court to sustain his objections to the proposed AI-provider subpoenas as drafted.

    After the statement

    He asks the court to preserve substantiated work-product objections before requiring production.

    Why this label?

    The case concerns the hotel's discovery requests. Boteach expressly rejects the subpoenas as drafted and asks the court to sustain his objections.

    This label describes the statement's response within the context above.

Sources

(4)

Original text

Fontainebleau v. Botach: second order after discovery hearing

Fontainebleau v. Botach: second order after discovery hearing (opens in a new tab)ECF 289, pages 12-25, especially the conclusion on pages 24-25
Read source (opens in a new tab)

Relevant passage: ECF 289, pages 12-25, especially the conclusion on pages 24-25

About this source

The order permits defined AI-discovery requests, narrows others and preserves document-specific work-product objections.

Author
Marty Fulgueira Elfenbein
Published
Accessed

Original post

Boteach's response to the AI-discovery ruling

Boteach's response to the AI-discovery ruling (opens in a new tab) · Shmuley BoteachX post 2114189713544233245, opening headline and paragraph

About this source

Boteach criticizes the discovery order as a threat to AI privacy. The post also contains his separate accusations about the litigation.

Author
Shmuley Boteach
Published
Accessed

Original text

Boteach supplemental memorandum opposing the scope of AI discovery

Read source (opens in a new tab)

Relevant passage: ECF 282, pages 1-9

About this source

The defense challenges the scope of reopened damages discovery and seeks protection for qualifying litigation-preparation material.

Author
Counsel for Shmuley Boteach
Published
Accessed

Original text

Fontainebleau supplemental briefing on AI-data relevancy

Fontainebleau supplemental briefing on AI-data relevancy (opens in a new tab) · Fontainebleau Florida Hotel, LLCECF 283, introduction and pages 1-8
Read source (opens in a new tab)

Relevant passage: ECF 283, introduction and pages 1-8

About this source

Fontainebleau argues that specified AI material is relevant to intent to harm and punitive damages. Its descriptions of the material are allegations by counsel.

Author
Counsel for Fontainebleau Florida Hotel, LLC
Published
Accessed

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Publisher
The Dispute Index
Title
Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests
First published
Last updated
Permalink
https://disputeindex.com/cases/fontainebleau-shmuley-boteach-ai-chat-discovery

The Dispute Index. "Fontainebleau seeks Rabbi Shmuley's AI chats; he challenges the discovery requests". First published: 2026-10-25. Last updated: 2026-10-25. https://disputeindex.com/cases/fontainebleau-shmuley-boteach-ai-chat-discovery