The Cyber Playbook for Business Podcast

While enterprise boards love to celebrate "superstar" security tools spending millions on flashy software suites and high profile tech hires the pitch looks vastly different when the match begins. Relying on a tool to protect your company without establishing disciplined team habits is what Corey calls the "Alphonso Davies Illusion." Drawing on one of the most famous and costly boardroom defensive...

This past weekend, South Africa played 91 minutes of flawless World Cup defense against Team Canada only to lose it all to a stunning 92nd-minute injury-time goal by Stephen Eustáquio. In business, cybercriminals use this exact strategy to hijack your high-value transactions. When an M&A deal, vendor contract, or major corporate wire is 95% complete, deal fatigue sets in, communication gets chaoti...

When executives travel for major sporting events like the 2026 FIFA World Cup, standard corporate security protocol completely goes out the window. In this high-stakes episode of the Cyber Playbook for Business Podcast, we break down why luxury stadium hospitality suites and VIP lounges are the premier hunting grounds for international corporate espionage and sophisticated social engineering. Real...

Your company has Multi-Factor Authentication everywhere. Your passwords are strong. Your security dashboards are green. So why are attackers walking through your front door like they own the place? In this hard-hitting episode, host Corey Bilton reveals how modern cybercriminals have completely bypassed traditional security. They've stopped hacking in and started logging in. Discover how stolen se...

"The New Era of AI Deepfake Fraud" Your CEO calls demanding an urgent wire transfer. You hear his voice. You see his face on the video call. Everything checks out, except it didn't. This week on the Cyber Playbook, Corey explores a threat that's far more personal than any firewall breach: the complete collapse of digital identity. When attackers can clone your executive in 30 seconds for virtually...

Your company's security doesn't end at your office walls. It ends at your cheapest vendor's login screen. Over 60% of corporate data breaches come through vendors, not your firewall. Okta found out about their breach from hackers posting screenshots online because their vendor waited two months to come clean. Their stock dropped 11% in one day. In this episode, Corey reveals why vendor relationshi...

You have a dedicated corporate laptop. You never check work emails on your personal phone. Your passwords are locked down. You think your remote-work perimeter is perfectly secure but what are your lightbulbs doing right now? In this episode of The Cyber Playbook For Business, we expose a massive, invisible blind spot in modern cybersecurity: the Internet of Things (IoT). We explore how everyday c...

When we brought our offices home, we didn’t just bring our spreadsheets, we invited corporate risk right into our living rooms. In this episode of The Cyber Playbook For Business, we look past the firewalls and dig into the human side of security. From a multi-billion dollar tech giant taken down by a tired contractor to a high-stakes casino heist executed through an aquarium fish tank, we explore...

In this episode, we are talking about founders who try to keep the peaceand then wonder why progress stalls. Corey breaks down how approval-seeking quietly sabotages decision-making, pricing, accountability, and culture, and why trying to make everyone happy can actually erode trust in your leadership. You’ll hear real-world stories where “just this once” exceptions spiraled into major consequence...

Negativity isn't a culture problem, it's an operational drain that costs money. This episode breaks down why toxic employees and misaligned clients are like background apps quietly killing your company's battery before you need power most. Learn the real P&L impact of toxicity (one toxic employee costs $12,489 in turnover vs. $5,303 value of a superstar), see how Sprint fired 1,000 problem custome...

Your company name is infrastructure, not just branding. In this episode, we break down why smart people keep misnaming businesses, especially names with letters, numbers, and tight formatting and why that costs you referrals, operational efficiency, security, and revenue.

What do Blockbuster, Kmart, Sears, Circuit City, and Peavey Mart all have in common? They were dominant. They were profitable. They had every advantage. And they're all gone. In this of episode, host Corey Bilton takes you inside five of the most devastating business collapses in modern retail history. Breaking down the exact decisions, the missed signals, and the fatal mistakes that destroyed com...

Have you ever sat down to work and found yourself completely lost in your own head? Your deadline is staring you in the face, but your brain won't cooperate. You can't focus. You don't know what to write, what to say, or how to move forward. In this episode of The Cyber Playbook for Business, we're tackling the real reasons behind mental fog and scattered thoughts and more importantly, how to fix...

Remember Episode 10? The one I hyped up as "the most important episode of the year," only to deliver a spectacular 15-minute silent film because the audio completely failed? Yeah. My bad. Welcome to Episode 14: The Redo. We are taking that exact same critical message and making it tighter, punchier, and—most importantly.......actually audible. In this episode of the Cyber Playbook for Business Pod...

In this episode of the Cyber Playbook for Business, host Corey Bilton is "crossing the streams" between your firewall and your sales funnel. Specifically for our MSP friends. Learn how to stop treating security as an IT expense and start using it as a sales enablement tool to land Fortune 500 "ciompanies" skip the 300-question vendor questionnaires, and skate where the puck is going in a world of...

Welcome to the Objective Advantage. In this episode, host Corey explores the critical, yet often overlooked, leadership skill of Objectivity. We are living in an era of unprecedented information abundance and severe truth scarcity. Corey breaks down the cognitive science behind why smart, experienced leaders still make avoidable, expensive decisions due to confirmation bias and the "illusion of tr...

Hackers, billionaire CEOs, and broke entrepreneurs all get the exact same resource: 24 hours. The only difference is how they use it. In this episode of The Cyber Playbook for Business, we’re unpacking why "I don't have time" isn't a productivity issue, it’s a revenue and security crisis. Drawing lessons from Jerry Seinfeld, Bill Burr, Dave Chappelle, and Tony Robbins, we explore why treating cybe...

Welcome to Episode 10, our most direct and actionable episode yet. If you only listen to one episode this year, make it this one. Today, we tackle the ultimate business killer: the illusion of "preparation." Discover why perfectionism is just laziness and fear in disguise, and why momentum is the single most important metric for founders and creators. We're tearing down the excuses keeping you stu...

Headlines are noisy. Operations are not. In this episode, Corey breaks down five real, dated economic and market stories and translates them into decisions you can make this week if you lead an SMB or mid‑market business. Using verified datapoints (Canada’s CPI mix, the Bank of Canada rate hold and growth outlook, fast-moving tariff/surcharge rules with USMCA/CUSMA exemptions, Hormuz-driven shippi...

In this special edition of Cyber Playbook for Business, Corey Bilton speaks directly to dealership principals, owners, GMs, controllers, and fixed ops leaders about the risk that’s changing auto retail: you don’t have to be “hacked” to be hurt. When your operation runs on centralized platforms, DMS, marketplaces, and enterprise back-office systems, one vendor incident can become a one-to-many disr...

Tonight’s matchup isn’t about sports, it’s about chaos versus cohesion. In this special Olympic edition of The Cyber Playbook for Business, host Corey Bilton takes you to the slopes and rinks of the 2026 Milano Cortina Games to uncover the systems behind the gold medals. Drawing on incredible true stories from Federica Brignone’s injury comeback to the synchronized trust of Canada’s speed skating...

A contractor’s access lingers months later, 180 virtual servers vanish. A former employee pulls internal investing reports tied to 8.2 million customers. And in the UK, a business is effectively deleted overnight. This episode is a true-crime-style breakdown of the offboarding failures that turn ex-employees into your next breach and the shutdown sequence to stop it.

When a business “goes dark,” it’s rarely a cinematic hacker break-in. It’s usually a human moment: a rushed click, a reused password, a missed process. In Episode 5 of The Cyber Playbook for Business, Corey breaks down the real operating system behind security in 2026: company culture. Because cybersecurity is a team sport, and the culture you build when nobody’s watching is what determines whethe...

Shadow AI and Shadow IT are quietly creeping into SMBs—through “free trials,” unauthorized apps, and employees pasting sensitive data into AI tools to move faster. In this episode of The Cyber Playbook for Business, Corey will break down what Shadow AI/IT is, why it’s exploding across dealerships, transportation, finance, law, construction, and manufacturing and share three story-driven cases show...

In a world where supply chains are fragile and systems go down constantly, reliability is the number one thing buyers want. But are you charging for it? In this 80s-themed episode, Corey breaks down how to move from "Disaster Recovery" to "Business Continuity" and use your uptime as a lethal sales weapon.