Kevin O'Leary's Boat Collision [1]

Kevin O'Leary's Boat Collision [1]

Author: Kristi Lee | Canadian True Crime May 18, 2026 Duration: 1:13:14

A two-part series | “Mr. Wonderful” built an empire on bluntness and being the reality TV villain we love to hate. So when his speedboat collided with another boat on Muskoka's "Billionaire's Row" - leaving two people dead, the public was ready to assume the worst of him.


Early reporting - and Kevin O’Leary’s own response to the tragedy - sparked suspicion that he’d “thrown his wife under the hull”, and was using his wealth and influence to control the narrative.


In this series, we go back to the summer of 2019 to trace the chain of events that ended in tragedy on Lake Joseph, examine all the evidence, and explore why conspiracy theories continue to thrive long after the case was legally closed.


---------------------------------------------------------

IMPORTANT:

– If you know anyone related to this case, please respect their privacy.

– This series does not frame this incident as a "crime" - the charges ultimately fell under the Canada Shipping Act.

– This series has been pieced together from the public record, including court documents, online news sources and daily trial reporting.

– Our intention is to look beyond the headlines, rumours and conspiracy theories surrounding a highly publicized boating tragedy, and carefully examine the evidence to better understand what happened. 

– Kristi Lee is not a lawyer, but a member of the general public reviewing this case through the lens of the open court principle.

---------------------------------------------------------


Part 2 will be available to all in a week. Look for early, ad-free release on CTC premium feeds: available on Amazon Music (included with Prime), Apple Podcasts and Patreon.


Canadian True Crime donates monthly to those facing injustice. This month we have donated to Feed Ontario - a charity that supports food banks across the province to help end hunger and poverty.


Full list of resources, information sources, and more:

www.canadiantruecrime.ca/episodes/212


Hosted on Acast. See acast.com/privacy for more information.


Canadian True Crime is a podcast that explores the nation's most compelling criminal cases, hosted by Kristi Lee. This isn't just a recounting of facts; it's an immersive deep dive that moves from the snowy streets of small towns to the darker corners of major cities. With meticulous research and a trauma-informed perspective, Kristi goes beyond the sensational headlines. Each episode weaves together the intricate details of a case with the broader social and historical forces at play, aiming to unravel not only what happened but why it happened and the profound impact on those affected. Listeners will hear a thoughtful, detailed examination of true crime that respects the gravity of the subject matter while seeking a deeper understanding of the stories that have shaped communities across the country. The podcast provides a narrative journey that is both specific in its focus on Canadian cases and universal in its exploration of human nature and societal structures. By focusing on thorough research and contextual storytelling, Canadian True Crime offers a listening experience that is engaging, respectful, and consistently compelling for anyone interested in the complexities of real-life mysteries and the Canadian context from which they emerge.
Author: Language: English Episodes: 100

Canadian True Crime
Podcast Episodes
Robert Pickton: The Final Chapter [5] [not-audio_url] [/not-audio_url]

Duration: 1:47:29
Part 5 - The Final Episode.*Thanks for your patience - it's a long oneCONTENT WARNING: Graphic and disturbing details.WATCH:Robert “Willie” Pickton — Prolific serial killer’s jailhouse confession to undercover cop - The…
Robert Pickton: The Final Chapter [4] [not-audio_url] [/not-audio_url]

Duration: 1:06:57
[Part 4 of 5] A single tip-off finally leads police to raid the Pickton farm with a search warrant for illegal firearms. What they stumble into instead would unravel one of the most devastating investigations in Canadian…
Robert Pickton: The Final Chapter [3] [not-audio_url] [/not-audio_url]

Duration: 1:17:27
[Part 3 of 4] One night, a woman living on the Pickton farm witnesses an act so disturbing it prompts repeated warnings to police. A search warrant should have followed, but through another cascade of devastating missed…
Robert Pickton: The Final Chapter [2] [not-audio_url] [/not-audio_url]

Duration: 1:13:29
[Part 2 of 4] The Pickton brothers become officially wealthy, and open the infamous party venue known as Piggy’s Palace. There’s an alarming spike in vulnerable women vanishing from the Downtown Eastside - but two would…
Robert Pickton: The Final Chapter [1] [not-audio_url] [/not-audio_url]

Duration: 1:15:28
A brand new four-part series. In 2024, Canada’s most prolific serial killer was murdered in prison in an act of vigilante justice. The final chapter of Robert Pickton may now be closed, but the story is far from over. Pi…
Behind the scenes with Kathleen Goldhar from Crime Story [not-audio_url] [/not-audio_url]

Duration: 33:45
Today, we're pleased to share a special episode from another podcast we think you'll enjoy: Crime Story from CBC Podcasts. Each week, award-winning investigative journalist Kathleen Goldhar goes deep into a true crime ca…
The Wells Gray Park Murders [not-audio_url] [/not-audio_url]

Duration: 1:35:55
In August 1982, three generations of a family set out for a two week camping trip in the wilds of British Columbia.When the entire family failed to return home, it triggered the most expensive and publicized manhunt in C…
Lilly and Jack Sullivan: Cutting through the noise [not-audio_url] [/not-audio_url]

Duration: 1:16:53
Today, we dive into the high-profile, baffling disappearance of six-year-old Lilly Sullivan and her four-year-old brother Jack, who vanished from their rural Nova Scotia home in May 2025.Kristi is joined by Jordan Bonapa…
BIG ANNOUNCEMENT: Breaking Idol, a CBC documentary [not-audio_url] [/not-audio_url]

Duration: 4:15
For years, J.B.’s identity was hidden behind publication ban.Now, she steps forward in her own name to share her story of survival and resilience.We're thrilled to announce the release of Breaking Idol, a powerful new do…
The Murder of Christine Jessop [2] [not-audio_url] [/not-audio_url]

Duration: 1:11:11
[Part 2 of 2] A decade after the brutal murder of Christine Jessop, a DNA breakthrough completely clears Guy Paul Morin. But it would be another 25 years before the real killer is revealed.In this two-part series, we sha…