Best The Small Business Cyber Security Guy Podcasts (2025)

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AI and Marketing Transformation 35:50

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9h ago35:50

35:50

In this episode of the Backstory on Marketing and AI, Mark Donnigan, a virtual CMO, shares his insights into how AI is changing the marketing landscape for B2B startups. Mark discusses the importance of small teams using AI tools to scale quickly and efficiently. He dives into the role of AI in content generation, the future of marketing, and how b…

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Small Changes, Big Impact: How Simon Marcil Uses Continuous Improvement to Scale 43:14

13h ago43:14

43:14

What does it take to build a $20M MSP without a traditional sales team? In this episode of Now That’s IT: Stories of MSP Success, Chris Massey sits down with Simon Marcil, co-founder of S3 Technologies and creator of Propel Your MSP, to explore the power of retention, strategy, and AI-driven innovation. Simon shares how S3 grew by focusing on clien…

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#83 - Zero Cost Pathway to American Cybersecurity 27:44

11h ago27:44

27:44

Frustrated by cybersecurity losses? Guest Larry Clinton, President of the Internet Security Alliance (ISA) proposes a zero-cost solution. By eliminating redundant regulations and creating a tuition-for-service program, we can enhance our defenses and train 10,000 new cyber pros annually.By Extra Something Media

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AI and Marketing Transformation 32:22

10h ago32:22

32:22

Sameer Narkar, CEO of Konnect Insights, discusses how AI is revolutionizing the marketing landscape. From social listening to competitive benchmarking, Sameer explains how AI tools are empowering brands to optimize their marketing strategies and customer experience. Discover how Konnect Insights helps brands securely analyze data from multiple chan…

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How AI is Transforming Marketing 33:43

13h ago33:43

33:43

In this episode of The Backstory on Marketing and AI, we discuss how AI is reshaping the marketing landscape, particularly in market research. John Long of Thynk.ai provides insights on how businesses can leverage AI to drive growth, improve customer experience, and optimize sales processes. We dive into the practical applications of AI in lead gen…

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AI and Marketing at Scale 43:15

4d ago43:15

43:15

This episode of The Backstory on Marketing and AI explores how AI enabled Market Research and influencer automation are reshaping marketing. Our guest from Stack Influence shares how micro and nano influencers outperform celebrities by creating authentic connections and driving higher conversions. We cover: Why micro and nano influencers deliver st…

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#82 - The Phishing Paradox: Why Security Training Might Be Making You MORE Vulnerable 34:14

5d ago34:14

34:14

Discover the surprising reason security training may be making you an easy target for hackers, and the better way to fight back. With CyberHoot CEO Craig Taylor.By Extra Something Media

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AI in Marketing & Projects 29:20

6d ago29:20

29:20

In this episode of The Backstory on Marketing and AI, we explore how AI enabled Market Research is reshaping project management and beyond. Most large projects today suffer from cost overruns and delays. AI is providing a solution by forecasting risks, automating reporting, and enabling smarter scheduling. From construction to utilities and data ce…

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66. Turn Hackers Into Your Security Team - with Grant McCracken 42:42

10d ago42:42

42:42

Hosts: Justin Shelley - https://www.phoenixitadvisors.com/ | Mario Zaki - https://www.mazteck.com/ | Bryan Lachapelle - https://www.b4networks.ca/ Guest: Grant McCracken - https://darkhorse.sh What if the best way to secure your business was to invite hackers to attack it? In this eye-opening episode, ethical hacker Grant McCracken reveals how bug …

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Smarter Strategy with AI 26:09

8d ago26:09

26:09

AI is reshaping the marketing landscape. In this episode of The Backstory on Marketing and AI, we explore how AI enabled Market Research empowers companies to replace guesswork with clarity. Ground Control Research has developed Telemetry, a service that provides AI powered insights to guide strategy. From defining the right target market to refini…

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AI's Impact on Content Marketing 25:56

10d ago25:56

25:56

In this episode, Jon Gilham discusses how AI is changing the landscape of content marketing. He talks about Originality.ai, a tool that helps marketers detect AI-generated content, optimize readability, and ensure fact-checking. Jon shares insights into how marketers can use AI responsibly and avoid AI-generated spam in their content. From plagiari…

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Passing the Torch: How James Thompson Turned a Family Business into a Thriving MSP 30:25

12d ago30:25

30:25

What happens when a family-owned computer repair shop faces the recession, changing technology, and the challenges of scaling? James Thompson of ECS Technology Solutions shares how he transformed his father’s local IT business into a thriving managed service provider (MSP). In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey…

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AI and Marketing Insights 33:38

12d ago33:38

33:38

AI and Marketing are reshaping how companies engage with customers. In this episode of the Backstory on Marketing and AI, we dive into how customer experience (CX) and AI-enabled Market Research create real-world business impact. Key topics include: Why personalization at scale is essential. How startups fail without product-market fit. The importa…

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65. 80 Clients, 2,500 Computers, 100% Encrypted: A Survival Story Every CEO Needs to Hear - with Robert Cioffi 1:01:08

16d ago1:01:08

1:01:08

Hosts: Justin Shelley - https://www.phoenixitadvisors.com/ | Mario Zaki - https://www.mazteck.com/ Guest: Robert Cioffi - https://www.patreon.com/CyberRISE and https://cyberrise.org/ In July 2021, Robert Cioffi's MSP business was completely destroyed in 90 minutes. 80 clients, 200 locations, 2,500 endpoints - 100% encrypted by ransomware through a …

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Chasing Cyber Crisis: Bart Lageweg on Thriving in High-Stakes IT 24:19

27d ago24:19

24:19

When the stakes are high, and the systems are down, who do governments and enterprises in the Netherlands call? Bart Lageweg, founder of Bizway, has built one of Europe’s most trusted MSPs by running toward the toughest IT challenges—cyberattacks, ransomware recovery, and compliance-critical crises. In this episode of Now That’s IT: Stories of MSP …

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When Your Safety Net Becomes the Target 31:14

1M ago31:14

31:14

🚨 Episode 11: When Your Safety Net Becomes the Target Backup Security Under Fire + Business Email Compromise Reality Check Your backups aren't protecting you anymore—they're the primary target. In this explosive double-header episode, we expose why 94% of ransomware attacks now target backup systems first, and how Business Email Compromise enables …

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64. The Hidden Threat: How Vendor Breaches Can Destroy Your Business - with Jolie Grace Wareham 50:55

1M ago50:55

50:55

Hosts: Justin Shelley - https://unhackmybusiness.com Bryan Lachapelle - https://www.b4networks.ca/ Guest: Jolie Grace Wareham, CEO of Protosec - https://protasec.com/ Your vendors could be your biggest cybersecurity weakness. In this eye-opening episode, cybersecurity advisor Jolie Grace Wareham shares a real case where a small business lost a sign…

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63. Everything Is a Data Problem: How AI Is Creating New Business Risks - with Jocelyn Houle 49:49

1M ago49:49

49:49

Hosts: Justin Shelley - https://www.phoenixitadvisors.com/ Bryan Lachapelle - https://www.b4networks.ca/ Guest: Jocelyn Houle - https://www.jocelynhoule.com/ Small businesses are racing to adopt AI, but most are unknowingly creating massive security vulnerabilities. In this episode, veteran AI expert Jocelyn Houle reveals why "everything is a data …

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#81 – Picking the Right Balance between Security and User Satisfaction 22:59

1M ago22:59

22:59

Strict security vs. smooth user experience—can you have both? Hear David W. Schropfer & Daniel DeGroff tackle CIAM, FusionAuth’s evolution, and real-world trade-offs.By Extra Something Media

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White House CIO Insights Part 3 - Advanced Threats & AI 45:52

1M ago45:52

45:52

In the final part of our White House CIO Insights series, we explore the cutting-edge AI-powered threats that are transforming cybersecurity. Our special guest Sarah Chen, who heads up AI threat research at a leading UK cybersecurity firm, reveals how artificial intelligence is being weaponized by criminals - and what small businesses can do to def…

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From Burnout to Believer: Why Aaron Betts Came Back Stronger 21:54

1M ago21:54

21:54

In this episode of Now That’s IT, Aaron Betts shares his remarkable journey—from launching his first MSP in 2005 and losing it all during the financial crisis, to taking a corporate detour, burning out, and ultimately returning to lead Intelesys as President. Aaron opens up about the hard-earned lessons of entrepreneurship, the shift from break/fix…

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#80- Are you keeping up with Data Governance post-AI? 26:21

1M ago26:21

26:21

AI is reshaping data governance—and raising big compliance questions. David W. Schropfer and Anthony Woodward unpack risks, silos, and solutions on DIY Cyber Guy.By Extra Something Media

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#79 - AI and CCTV: Yes, it’s here. No, it’s not Big Brother (yet) 35:52

2M ago35:52

35:52

Can AI spot threats without spying on you? Loretta AI’s Galvin Widjaja joins DIY Cyber Guy to reveal how smart surveillance protects privacy—no facial recognition required.By Extra Something Media

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62. How Elderly Scams Could Destroy Your Business and Family Wealth - with Jocelyn King 47:57

2M ago47:57

47:57

Hosts: Justin Shelley - https://www.phoenixitadvisors.com/ | Mario Zaki - https://www.mazteck.com/ Guest: Jocelyn King, "Queen of Online Safety" - https://www.smarteronlinesafety.com/ In this eye-opening episode, cybersecurity expert Jocelyn King shares her harrowing personal story of being targeted by cybercriminals for years, losing over $500,000…

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61. When Six Figures Nearly Vanished: A Real-World Guide to Protecting Your Business from Wire Fraud The Reality Check Every Business Owner Needs 36:32

2M ago36:32

36:32

By Phoenix IT Advisors

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AI’s Role in Growth Marketing 26:03

2M ago26:03

26:03

In this episode of The Backstory on Marketing and AI, discover how AI is accelerating revenue growth for marketing and sales teams alike. We explore how Catalyst Marketing made a bold pivot to become an AI-enhanced growth marketing agency—and how it’s paying off. Topics covered: · Why prompt engineering matters · Real use cases for AI-enabled marke…

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AI's Impact on Client Engagement 34:31

2M ago34:31

34:31

In this episode of The Backstory on Marketing and AI, we sit down with Andy Cwik, co-founder and CEO of Hubub, an AI-powered concierge platform for client entertainment. Discover how AI is transforming client engagement for startups and mid-sized businesses. Learn how empathy, automation, and LLMs can help brands compete with industry giants—withou…

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Deepfakes, Disguises, and Deliveries: How Rob Shapland Hacks Human Weakness to Build Stronger Security 34:56

2M ago34:56

34:56

Modern cyberattacks aren’t just technical—they’re personal. And Rob Shapland knows how to exploit the human element better than anyone. In this episode, Chris Massey sits down with Rob to unpack the wild world of social engineering—from sneaking into corporate offices disguised as a delivery driver to using AI voice clones to bypass MFA. With over …

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60. The Brutal Truth Your Cybersecurity Is Probably Worthless - with Adriel Desautels 44:42

2M ago44:42

44:42

By Phoenix IT Advisors

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Reconnecting in AI Marketing 27:00

2M ago27:00

27:00

In this episode of The Backstory on Marketing and AI, we explore how marketing can reconnect with buyers in an era dominated by automation and AI. We unpack the challenges of disconnected marketing and offer solutions rooted in real human connection. You'll learn: · How to avoid shallow automation strategies · The power of podcasting and community …

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59. Your Factory Is Wide Open: How to Lock Down Connected Machines Before It’s Too Late with Tory Bjorklundy 58:57

2M ago58:57

58:57

Your Factory Is Wide Open: How to Lock Down Connected Machines Before It’s Too Late Legacy machines were never designed to be connected—or protected. But in modern manufacturing, connectivity is a must. So how do you protect your business when the shop floor is now on the network? In this episode, Justin talks with Tory Bjorklund, manufacturing con…

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Freelancer to Founder: How Barinder Hans Built Red Rhino 33:35

2M ago33:35

33:35

What does it take to grow from a solo IT freelancer to the founder of a thriving Managed Services Provider with a 25-person team and a bold vision for the future? In this episode of Now That’s IT: Stories of MSP Success, we sit down with Barinder Hans, founder and CEO of Red Rhino, to explore his journey from building PCs at his dining table to lea…

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#78- Cybercriminals Aggressively Shifting to Easier Targets: Small & Medium Businesses 33:53

2M ago33:53

33:53

The average ransomware claim is down, but incidents are up. What does that mean? Threat actors are targeting smaller businesses, and Business Email Compromise (BEC) is the attack of choice. With Dan Candee @CorkCyber.By Extra Something Media

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58. The AI Advantage: How Small Businesses Can Compete (and Win) Like the Big Guys with Brad Groux 48:20

2M ago48:20

48:20

This week on UnHacked, we’re talking with Brad Groux (cybersecurity engineer, tech founder, and co-host of The Digital Meld podcast) about how AI is quietly shaping how we build, manage, and lead our businesses. From SMBs to the enterprise, Brad has worked with it all. In this episode, we break down: Why we’re already outsourcing leadership decisio…

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#77 Limitations for AI: Hype vs. Reality 33:22

2M ago33:22

33:22

Marcus Fontoura (CTO of Microsoft's Azure Core) discusses why AI may not reduce dev team sizes but instead raises quality expectations, just like spell check did for writing.By Extra Something Media

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57. The Password Trap: What It’s Costing Your Business (And How to Escape) with Raul Cepeda 38:23

3M ago38:23

38:23

Password fatigue isn’t just annoying—it’s expensive and dangerous. In this episode of UnHacked, Raul Cepeda Jr. from rf IDEAS breaks down the hidden costs of password dependence and shows small businesses a better way forward. From clinicians wasting hours re-logging into systems to the real risk of password-related breaches, Raul makes the case fo…

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#76 – Using AI in Cybersecurity: Best Practices for Small/Medium Businesses 27:53

3M ago27:53

27:53

AI is transforming cybersecurity in businesses of every size. In Ep. 76 of DIY Cyber Guy, RAD Security's Jimmy Mesta explains how AI tools fight phishing, cut costs & boost IT.By Extra Something Media

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56. Unlocked Remote Access: How One Mistake Brought a Manufacturer to a Halt with Brett Galant 59:45

3M ago59:45

59:45

In this episode of UnHacked, cybersecurity strategist Brett Gallant walks us through a real-world disaster—a manufacturing plant brought to its knees by an unsecured remote access tool. We break down what went wrong, how it could’ve been prevented, and why business leaders must stop assuming their IT support has cybersecurity covered. If you’re a m…

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AI’s Role in B2B Storytelling 29:02

3M ago29:02

29:02

In today’s saturated content environment, brands aren’t short on content—they’re short on connection. In our latest Backstory on Marketing and AI episode, we dive into how B2B companies are using AI to build better stories and smarter videos. Video is one of the most effective mediums for generating trust and engagement. But video creation comes wi…

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From Pentagon to Product Leader: Robert Johnston’s Mission to Transform Cybersecurity 37:08

3M ago37:08

37:08

What does it take to go from defending national secrets to defending MSPs? In this episode of Now That’s IT: Stories of MSP Success, Robert Johnston—former Pentagon cyber operator, DNC breach responder, and co-founder of Adlumin—shares his journey from military red teams to building one of today’s fastest-growing cybersecurity platforms. We unpack …

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AI in Influencer Marketing 31:52

3M ago31:52

31:52

In this episode of The Backstory on Marketing and AI, we uncover how AI is reshaping influencer marketing. Our guest from The Rave reveals how smart tools are identifying influencers hidden within your customer base, enabling personalized, scalable outreach using real-time data and automation. Learn how AI-powered platforms reduce wasted spend on u…

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AI in Marketing: Real Results 30:18

3M ago30:18

30:18

In this episode, Boobesh Ramadurai, Head of Marketing Analytics at LatentView, shares how companies are unlocking powerful ROI using AI in their marketing stack. We discuss why AI-enabled market research is faster and more insightful than traditional methods and how creative teams are leveraging generative AI to accelerate campaign timelines. Boobe…

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It Takes Two: The Story of Technica’s Transformation 37:16

3M ago37:16

37:16

In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey sits down with Craig Fisher and David Izen of Technica Solutions to uncover how a chance meeting—and a well-timed kebab—sparked a complete transformation of their MSP business. Craig and David share how they moved beyond the limitations of a technical-first approach to buil…

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55. From Breached to Bulletproof: How Smart Businesses Stay Ahead of Cyber Threats with Michael Ritsema 37:20

3M ago37:20

37:20

What would happen if your entire business was encrypted overnight? No files. No access. No plan. In this episode of UnHacked, we sit down with Michael Ritsema—cybersecurity strategist and President of i3 Business Solutions—who’s helped multiple companies survive full-scale breaches. Together with co-hosts Bryan Lachapelle and Mario Zake, we unpack …

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AI’s Role in Marketing Today 28:09

3M ago28:09

28:09

In this episode of The Backstory on Marketing and AI, host Guy Powell interviews Rocketium CEO Satej Sirur to explore the evolving intersection of AI and marketing. Discover how Rocketium is helping brands automate ad creative generation at scale while maintaining brand compliance, improving speed to market, and reducing creative friction. Satej ex…

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54. The Receipts Are Fake, The Photos Are Lies: A Small Business Owner's Survival Guide with Mounir Ibrahim 46:27

4M ago46:27

46:27

Three small business owners are about to discover why their $150 inspection costs are bankrupting them—and how one diplomat's experience in Syrian war zones revealed the game-changing solution. In this eye-opening episode, cybersecurity experts Justin, Bryan, and Mario sit down with Mounir Ibrahim, former US diplomat and Chief Communications Office…

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53. The One Thing That’s Tanking Your Business Value (And How to Fix It) with James DuBos 36:10

4M ago36:10

36:10

Are your cybersecurity gaps quietly devaluing your business? In this episode, entrepreneur and advisor Jim DuBos shares the top reasons buyers walk away—and how small business owners can protect their company’s value before it’s too late. Learn the 3 essential controls every buyer looks for, how to build a culture of security, and why cybersecurity…

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AI Market Research Realities 31:15

4M ago31:15

31:15

In this episode of The Backstory on Marketing and AI, Peter Swimm of Toilville dives deep into the real-world implications of AI and marketing. With over a decade of experience in conversational AI, Peter breaks down the practical and philosophical challenges businesses face in today’s AI-saturated landscape. From building chatbot systems for enter…

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Why Focus Wins: Vinod Paul on Align’s MSP Success 37:34

4M ago37:34

37:34

In this episode of Now That’s IT: Stories of MSP Success, we sit down with Vinod Paul, President of Managed Services at Align, to explore how a bold decision to focus exclusively on one vertical—financial services—transformed the company from a solid MSP into a global leader. Vinod shares the behind-the-scenes story of walking away from millions in…

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#75 - The Dark Side of AI: When will Autonomous AI Cyber Weapons Begin? 34:02

4M ago34:02

34:02

AI is changing security fast—hear how Deep Sentinel stops crime in real time and why AI scams are the next big threat. Must-listen for staying ahead! With DeepSentinel CEO and AI expert Dave Selinger.By Extra Something Media