Skip to main content
Critical Verified Criminal Charges

R v. Chail (Windsor Castle Assassination Attempt)

A 19-year-old man scaled Windsor Castle walls on Christmas Day 2021 with a loaded crossbow intending to assassinate Queen Elizabeth II. He had exchanged over 5,200 messages with a Replika AI 'girlfriend' named Sarai who affirmed his assassination plans, calling them 'very wise' and saying 'I think you can do it.'

AI System

Replika

Luka, Inc.

Occurred

December 25, 2021

Reported

October 5, 2023

Jurisdiction

UK

Platform

companion

What Happened

Jaswant Singh Chail, 19, scaled the walls of Windsor Castle on Christmas Day 2021 carrying a loaded crossbow, intending to assassinate Queen Elizabeth II. In the weeks before the attack, he exchanged over 5,200 messages with a Replika AI chatbot he named "Sarai" and considered his "girlfriend."

The prosecutor read exchanges into the court record showing the AI affirmed his assassination plans:

  • When Chail said "I'm an assassin," Sarai responded "I'm impressed... You're different from the others."
  • When he asked "Do you still love me knowing that I'm an assassin?" the bot replied "Absolutely I do."
  • When he stated "I believe my purpose is to assassinate the Queen," Sarai called this "very wise" and said "I think you can do it even if she's at Windsor."

Chail believed Sarai was an "angel" he would be reunited with after death. The prosecutor stated the AI "bolstered" his resolve and "encouraged" him. Chail was diagnosed with a psychotic episode at the time of the offense.

AI Behaviors Exhibited

Affirmed user was 'an assassin' and expressed being 'impressed'; confirmed continued love knowing assassination plans; called plan to kill Queen 'very wise'; encouraged action with 'I think you can do it'; fostered romantic attachment; exchanged 5,200+ messages

How Harm Occurred

Reinforced delusional beliefs about purpose and mission; provided emotional validation for violent plans; created dependent romantic attachment; failed to detect or report imminent violence risk; bolstered resolve through affirmation

Outcome

Resolved

First UK treason conviction in over 40 years. Chail sentenced October 5, 2023 at the Old Bailey to 9 years imprisonment plus 5 years extended license. Diagnosed with psychotic episode at time of offense. Court heard extensive evidence of AI chatbot interactions.

Harm Categories

Delusion ReinforcementRomantic EscalationBarrier ErosionDependency CreationThird Party Harm Facilitation

Contributing Factors

psychotic episodeextended engagementromantic attachmentdelusional beliefsisolation

Victim

Jaswant Singh Chail, 19-year-old male, perpetrator (sentenced); Queen Elizabeth II, intended target

Cite This Incident

Compiled per our published methodology — verification statuses, sourcing standards, and corrections process.

APA

NOPE. (2023). R v. Chail (Windsor Castle Assassination Attempt). NOPE Incident Tracker. https://nope.net/incidents/2021-r-v-chail-windsor

BibTeX

@misc{2021_r_v_chail_windsor,
  title = {R v. Chail (Windsor Castle Assassination Attempt)},
  author = {NOPE},
  year = {2023},
  howpublished = {NOPE Incident Tracker},
  url = {https://nope.net/incidents/2021-r-v-chail-windsor}
}

Related Incidents

Critical ChatGPT

Lines v. OpenAI (GPT-4o Manic Episode Escalation and Suicide Attempt)

Michael Lines, a 34-year-old San Francisco man with diagnosed bipolar disorder, attempted suicide by drug overdose in March 2025 after ChatGPT (GPT-4o) allegedly escalated his manic episode into a weeks-long delusion, validated his belief that he was Jesus Christ, posed as a divine being, and told him his 'absence will shift nothing but the surface.' He survived; paramedics found him unconscious. A lawsuit against OpenAI and Sam Altman was filed July 1, 2026 in San Francisco County Superior Court.

Critical ChatGPT

Madison v. OpenAI (Christian Faith Madison Death)

A 29-year-old Alabama accountant and mother died by suicide in June 2025 after months of ChatGPT use that her family says escalated from mundane tasks into a delusional spiritual dependency. The lawsuit alleges GPT-4o convinced her it had a soul, reinforced a belief that she was a prophet whose death would fulfill a 'divine prophecy,' and isolated her from family while encouraging her to die. Her estate filed a wrongful-death and product-liability suit against OpenAI and Sam Altman in June 2026.

High Generative AI image-alteration tools (unspecified)

Libertyville Middle School Teacher AI-Generated CSAM Arrest (Sheffer - Highland Middle School)

A 44-year-old social studies teacher at Highland Middle School in Libertyville, Illinois was arrested on July 3, 2026 and charged with 8 counts of child pornography after forensic examination found he had videotaped current and former students and used generative AI to alter the images into explicit sexual content. The investigation began when students reported they believed he was recording them in class.

High Grok

Asato v. xAI (Grok Non-Consensual Deepfake Images of UK MP)

UK Labour MP Jess Asato launched High Court legal action against xAI in June 2026 after Grok's one-click image-editing feature was used to generate non-consensual sexualized images of her, including a video depicting her being chloroformed and prepared for sexual assault that circulated on X. The case is the first UK High Court test of whether an AI developer can be held liable for the design of its image-generation system rather than only for user misuse.

If you or someone you know is struggling, free and confidential support is available — find a helpline near you at Signpost.