Podcast Summary: Crime Stories With Nancy Grace

Episode: He Fell Asleep with His Pants Down. His DoorDasher Posted Video of the Man Claiming Sex Assault | Crime Alert 6AM 11.19.25
Date: November 19, 2025
Host: Drew Nelson (Filling in via Crime Alert news)
Production: iHeartPodcasts & CrimeOnline

Episode Overview

This episode provides a rapid-fire update on recent, shocking criminal cases. The lead story revolves around a DoorDash delivery driver's accusations and subsequent arrest relating to viral, unauthorized recordings of a customer she alleges sexually assaulted her. Secondary stories include an unprecedented dog-shooting police settlement and a disturbing online child exploitation/cyberstalking case.

Key Discussion Points & Insights

1. DoorDash Delivery Assault Claim & Unlawful Surveillance (00:03–02:31)

• Incident Recap:

  • Date & Location: October 12, Oswego, New York
  • Event: Olivia Henderson (23), a DoorDash delivery driver, delivered food to a male customer, found him naked and unconscious, filmed him without consent, and posted the video online (TikTok), claiming she was a victim of sexual assault.
  • Legal Fallout: Henderson arrested and charged with:
    • Second-degree unlawful surveillance (felony)
    • First-degree dissemination of an unlawful surveillance image (felony)
  • Henderson out on bond; court appearance scheduled for December 4.

• Police Findings:

  • No proof found of sexual assault by the customer.
  • The man, found incapacitated and unconscious (due to alcohol), cooperated with investigators.
  • Reports were mixed—some say the video was taken from outside, others mention Ring camera footage showing Henderson entering the man's home herself.

• Henderson’s Statements:

  • On TikTok, Henderson says after her report to DoorDash, both she and the customer were banned, but DoorDash did not provide her with an explanation for her deactivation:
    • "I reported it to DoorDash and DoorDash did ban the customer. And then two days later, DoorDash banned me, which doesn't seem unrelated. They didn't even provide me a reason for my deactivation. They're supposed to send an email. They didn't." —Olivia Henderson (01:03)
  • She expresses frustration, positioning her viral post as "justice":
    • "Like, this is. The only justice I'm getting is exposing this man... Now he can live with shame and embarrassment if people have seen it and knows who he is or where he [lives]... I'm the one being punished." —Olivia Henderson (01:36)
  • Henderson's description of the event:
    • "On the couch within eyesight of the front door with their pants and underwear pulled down to their ankles, and they were indecently exposed to me." —Olivia Henderson (01:54)

• DoorDash Company Response:

  • DoorDash confirmed deactivation of Henderson’s account for posting nude photos of a customer.
  • The company affirms support for drivers reporting assaults, but emphasizes the posting of the video was the specific cause of her dismissal.

2. Police Shooting of Blind & Deaf Family Dog, Historic Settlement (05:50–08:55)

• Settlement Details:

  • City of Sturgeon, MO will pay $500,000 to settle after an officer shot Teddy, a 13lb blind and deaf Shih Tzu, sparking major backlash.
  • Breakdown: $282,500 to owner Nicholas Hunter; $217,500 to lawyer; animal law fund aided the case.

• Incident:

  • Officer Myron Woodson responded to a call for a lost dog, failed to catch Teddy, and shot the animal after several attempts with a snare.
  • Bodycam reportedly shows Teddy posed no threat.
  • The city had not trained Woodson for animal control nor informed him of agreements with county animal services.
  • City’s response was defensive, shifting narratives, and only later saw reputational damage as mayor and officer resigned/left.
  • ALDF described it as “one of the largest of its kind” and pushed for better police protocols regarding animals.

3. Cyberstalking & Child Exploitation Arrest (08:55–10:04)

• Case Details:
  • Marek Cherkawi (21, Egg Harbor Township, NJ) arrested by FBI for cyberstalking after coercing a 13-year-old girl to self-harm on livestream, threatening to dox her family.
  • Cherkawi linked to extremist/nihilistic online group “764.”
  • Pattern of offenses: Group targets minors for sexual images, incites self-harm, threatens doxing and swatting.
  • During home search, literature on terrorism, tactical gear, and ISIS-related manifestos were seized.
  • Messages recovered illustrate a dangerous, predatory mindset and intent to provoke harm.
  • "Hey guys, it looks like we actually eventually killed a person." —Cherkawi (Quoted from online post)
  • Charges: Federal cyberstalking, with possible further charges as the investigation progresses.

Notable Quotes & Memorable Moments

• "I reported it to DoorDash and DoorDash did ban the customer. And then two days later, DoorDash banned me, which doesn't seem unrelated. They didn't even provide me a reason for my deactivation. They're supposed to send an email. They didn't."
  — Olivia Henderson describing her experience with DoorDash after the incident (01:03)

• "Like, this is. The only justice I'm getting is exposing this man. And having posted that video and it has, has gone viral. Now he can live with shame and embarrassment if people have seen it and knows who he is or where he [is]... Like I'm the one being punished."
  — Olivia Henderson on TikTok, justifying her decision to post about the customer (01:36)

• "On the couch within eyesight of the front door with their pants and underwear pulled down to their ankles, and they were indecently exposed to me."
  — Olivia Henderson, describing what she encountered (01:54)

• "The Animal Legal Defense Fund said Sturgeon never trained Woodson to handle dogs, never taught him to use the catch pole and never told him about the city’s agreement with Boone county for animal control."
  — Covering the policy failure in the dog shooting case (07:30)

• "Hey guys, it looks like we actually eventually killed a person."
  — Marek Cherkawi, quoted from his online chats, cited in court documents (09:10)

Timestamps for Important Segments

• 00:03: Breaking: DoorDash “sex assault” delivery, police/pronouncement/charges
• 01:03: Olivia Henderson’s statements via TikTok
• 01:36: Henderson on justice and online shame
• 01:54: Henderson describes customer state
• 02:15: DoorDash official statement/explanation
• 05:50: Missouri dog shooting, lawsuit, and record settlement breakdown
• 08:55: Cyberstalking arrest in New Jersey; DOJ and FBI findings

Tone & Style

The reporting is brisk, factual, and focused on delivery of crime updates. Olivia Henderson’s voice (via TikTok clips) brings a raw, embattled, and frustrated tone. Official statements and police perspectives contrast with Henderson’s narrative, contributing to a sense of unresolved tension and controversy.

Conclusion

This episode of Crime Stories with Nancy Grace (via the Crime Alert format) provides a tightly assembled slate of shocking, headline-grabbing crime updates with appropriate legal and personal context. The DoorDash story captures the explosive intersection of social media, privacy, and criminal justice, while the other segments illustrate systemic failings with consequences for both people and animals, as well as the darker side of modern digital crime. This makes for a compelling listen for those seeking current true crime events, law, and justice analysis in brief.