The John Oakley Show

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Toronto’s most respected and experienced broadcaster, Oakley’s articulate and thought-provoking ideas will ensure listeners are never at a loss for information or dinnertime conversation.

28/11/2025

“I Wouldn’t Be Premier Without You”: Doug Ford to John Oakley

In this special episode, Premier Doug Ford joins John Oakley for an unfiltered, emotional conversation about the pivotal role the Oakley Show played in launching the Ford political movement. Ford reflects on the early days when his brother Rob Ford became a radio fixture, exposing waste at City Hall and connecting directly with listeners—moments that, Doug says, set the stage for everything that followed. The episode also features appearances from: Joe Warmington, Toronto Sun columnist Russell Barth, author of Outlaw Patients Stephen Holyday, Councillor for Ward 2 – Etobicoke Centre David Wills, Senior VP at Media Profile Learn more about your ad choices. Visit megaphone.fm/adchoices
26/11/2025

46 Years On the Air: The Early Days

In one of the most poignant weeks in Toronto radio history, John Oakley opens his heart and his memory box. With the finish line in sight, he invites listeners to walk beside him through the winding, unpredictable, often hilarious journey that shaped his 46-year career. From sleeping in a campus studio in Waterloo, to spinning records in Guelph, to finding his voice in Montreal and eventually becoming a Toronto institution, Oakley shares the small breaks, the strange encounters, the sleepless nights, the lucky accidents, and the characters—famous and infamous—who helped forge a life in broadcasting. A victory lap filled with stories that remind us why live radio matters. Learn more about your ad choices. Visit megaphone.fm/adchoices
25/11/2025

Trump’s Recent Troubles Are A Blessing For Canada

John Turley-Ewart is a risk management consultant specializing in capital markets, with extensive experience on Bay and Wall Streets. He's a certified anti-money laundering specialist, as well as a contributor to the Globe & Mail. Learn more about your ad choices. Visit megaphone.fm/adchoices
22/11/2025

A $9M Superman & the Debate Over Dellen Millard’s Prison Move

How did a near-perfect Superman #1 survive since 1939 and sell for $9.1 million? Lon Allen, VP at Heritage Auctions, joins John Oakley to reveal the incredible attic discovery and why collectors drove the record-breaking price. Later, criminal lawyer Joseph Neuberger — host of Not On Record — unpacks why convicted murderer Dellen Millard has been moved to medium security, the outrage from victims' families, and what Canada’s correctional system considers when placing high-risk offenders. Learn more about your ad choices. Visit megaphone.fm/adchoices
20/11/2025

Ex-Snowboarder Ryan Wedding Charged With Orchestrating Murder

Robert Mazur is a former U-S Federal Agent. In the 1980’s he successfully infiltrated Pablo Escobar’s drug cartel. He is the author of the bestseller "The Infiltrator: The True Story of One Man Against the Biggest Drug Cartel in History" adapted as the 2016 major motion picture starring Bryan Cranston Learn more about your ad choices. Visit megaphone.fm/adchoices
18/11/2025

Internet Meltdown, Wolves Get Too Close & & The Art of Failing at Flirting

A global Cloudflare crash sends services offline and users into a panic — so John Oakley calls in tech and gaming commentator Liana Kerzner to translate the chaos and explain how a single glitch can stall everything from transit systems to streaming platforms. Then, a wild viral clip of a man wandering into a pack of black wolves in Yellowstone prompts biologist Cara McGarry to join the show with expert insight on wolf behavior, danger signs, and why keeping your distance matters. And to wrap things up: Oakley, Downey, and Santiago break down the state of modern dating, meme-based flirting, and some of the most outrageous pickup lines ever uttered. Learn more about your ad choices. Visit megaphone.fm/adchoices
17/11/2025

Our Governments Are Willfully Blind To The Financial Fentanyl That Is Online Gambling

John Turley-Ewart is a risk management consultant specializing in capital markets, with extensive experience on Bay and Wall Streets. He's a certified anti-money laundering specialist, as well as a contributor to the Globe & Mail. Learn more about your ad choices. Visit megaphone.fm/adchoices
17/11/2025

Grave Robbing Scandals, IOC Chaos, and ChatGPT in Divorce Court

Grieving families are outraged after a couple is charged in a string of grave‑robbing incidents across Halton, Hamilton, London, and Toronto — and listeners call in with their own stories about burying valuables with loved ones. Next, Amy Eileen-Hamm — freelance writer and co‑founder of Canadian Women’s Sex‑Based Rights — sounds the alarm on the IOC’s wavering stance on biological males in women’s sports. And closing the show, Christopher Yu, Partner at Shulman & Partners LLP, explains how AI tools like ChatGPT are creeping into family-law disputes and why bad AI “advice” is driving up legal bills. Learn more about your ad choices. Visit megaphone.fm/adchoices

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Toronto’s most respected and experienced broadcaster, Oakley’s articulate and thought-provoking ideas will ensure listeners are never at a loss for information or dinnertime conversation.