The Cyber Playbook for Business Podcast
The Cyber Playbook for Business is the weekly show where strategy meets execution. Where marketing meets technology. Where culture meets profit. Where the wisdom of those who built empires before us meets the bold, chaotic, brilliant ways business is being done right now. Every week, host Corey Bilton pulls from the stories of today's business titans, the lessons buried in history, and the hard data behind what actually works to give founders, leaders, and owners a complete, unfiltered playbook for building something extraordinary. We're talking brand building, marketing that actually moves the needle, technology that opens doors you didn't know...
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The Desjardins Data Breach - A Financial Advisor Warning
If you believe a firewall and a standard Microsoft 365 password are enough to safeguard your practice, your firm is on borrowed time. In this episode, we expose the silent, invisible threat colonizing Canadian wealth management branch offices: Adversary-in-the-Middle (AiTM) inbox takeovers, rogue insider exfiltration, and supply-chain regulatory breaches. Cybercriminals are no longer blowing up front doors, they are quietly stealing session tokens, sitting inside advisor inboxes for months, learning your clients' routines, and executing unauthorized actions using your firm's legitimate authority. We dive deep into two massive real-world cases that served as wake up calls for the Canadian financial sector...
The Wire Transfer Trap:Deepfakes, Vishing & The Voice on the Phone
What happens when the client requesting an urgent million dollar wire transfer sounds exactly like your top client but isn't real? In this premier episode of our special 3-part series, we explore how cybercriminals are weaponizing generative AI voice cloning and vishing (voice phishing) to bypass the most fundamental security control in wealth management: human trust. We go deep into real-world cases, breaking down how major financial institutions like Point72 faced sophisticated deepfake voice campaigns, and how stolen client profiles from Canadian institutions like BMO were used to execute unauthorized wire transfers directly out of accounts. Finally, we translate these...
When Phishing Hits the Physical World: The Winnipeg Hospital Ransomware Attack
Just weeks after the controversy in Newfoundland, a breaking story out of Manitoba proved why realistic cybersecurity training is a matter of physical safety. Health Sciences Centre in Winnipeg, the province’s largest hospital and CancerCare Manitoba were hit by a major ransomware attack. Rather than encrypting patient files, the breach compromised building management systems. In this follow-up episode, we explore the convergence of IT and Operational Technology (OT), the human entry points behind ransomware, and the hard lessons healthcare organizations must implement to protect physical infrastructure.
The "Cruel Test" & The Brutal Reality of Modern Cybersecurity
When Newfoundland and Labrador Health Services sent thousands of burned-out healthcare workers an email promising a paid day off, staff felt a brief moment of relief. Until they learned it was just a test. Union leaders called it a cruel hoax, employees quit, and leadership issued a public apology. But from a cybersecurity perspective, was this test wrong? In this episode, we unpack why adversaries weaponize fatigue, why "nice" security training leaves organizations exposed, and how AI is eliminating the obvious signs of phishing attacks. It is time to move beyond outrage and look at the harsh realities of enterprise...
I'm Telling You to Stop Working And Why Your Team Will Thank You
Over the last three weeks, we've been breaking down the real truth: burnout isn't a badge of honor. It's a warning light. But today, we go deeper. Join Corey as he sits down with Paul Green, founder of MSP Marketing Edge, to answer the question that keeps business owners up at night, How do I actually fix this? Paul's answer is take a full week off every 60 days. Not someday. Not when things slow down. Now. But this is where it gets serious: Paul reveals why half-working on vacation destroys more than it saves, why your brain literally can't innovate...
The Meeting Epidemic & The Real Reason Your Team Is Blocking You Out
Over 60% of millenial workers are actively locking down their calendars just to survive meeting overload and get real work done. In this episode, Corey Bilton pivots to break down the hidden cost of "quick syncs," examines how Shopify wiped out 12,000 recurring meetings to boost output by 25%, and gives you a 4-step playbook to reclaim your team’s focus. This might just save your sanity.
Clocking In, Burning Out: The Time You’ll Never Get Back
Former AllTrails CEO Ron Schneidermann took just two days off when his daughter was born. A decision that taught him money and business are renewable, but time is not. Today we break down why trading non-refundable life moments for "five more minutes" at your desk will never make you successful, and how strict boundaries actually drive company growth.
The Day 4 Vacation Trap
Ever packed your laptop for a weekend away, cleared a few tickets by the water, and called it a "workcation"? You aren't multitasking, you're falling into a trap. In this episode, we talk about trying to mix work and pleasure from the cottage, and why changing your physical scenery without cutting your operational tether is the illusion of productivity. We break down the concept of Cognitive Drag, explore how half-working deprives you of real clarity, and look at the hard-learned lesson from Moz founder Rand Fishkin whose inability to unplug on vacation nearly broke his company and his health. This...
The 60 Day Unplug: Why Stepping Away Is Your Ultimate Power Move
Are you carrying the weight of your entire business on your shoulders? Sitting at the family dinner table while your mind is controlled by a laptop in another room? You aren't alone and you aren't doing your business any favors. Today we tackle the silent killer of great leadership: chronic burnout and the illusion that endless hustle equals success. Discover why your bestideas will rarely show up while you’re staring at a screen, and how stepping away is your strategic move for long-term growth.
When Good Security Advice Goes Bad
Ever feel like corporate security rules were designed to make your job harder? Turns out, you’re right. In this episode of The Cyber Playbook, we’re dragging the 10 most common and outdated cybersecurity rules out into the light. We break down why the traditional safety advice you’ve been following is actually making your business an easier target. We look at the real-world fallout from the 2013 Target breach and the $300 million Maersk disaster to prove what happens when security policy fights against human nature. Tune in to ditch the legacy tech debt and walk away with a modern playbook that a...
