Episodes

In this episode of MSP 1337 , Chris Johnson sits down with Jim Harryman to break down why passing audits doesn’t equal real security, and why MSPs get into trouble when frameworks turn into checklists. Drawing from firsthand ...

Most MSPs don’t fail at cybersecurity because of missing tools; they stall because they miss the maturity inflection point where governance must replace tactics. In this episode, we break down what actually defines cybersecur...

In this episode, we unpack one of the most misunderstood topics in the MSP industry: insurance. From Errors & Omissions to cyber insurance, we break down what these policies actually cover, and more importantly, what they don...

Clear communication is one of the most overlooked and most costly challenges in IT service providers. In this episode, Chris sits down with Amy Reczek , communication and presence expert, to unpack why misalignment happens be...

The critical importance of going beyond just getting technology to work, addressing the underlying security, scalability, and proper implementation, rather than just fixing symptoms. Eric Hansen, of Inland Productivity Soluti...

A real-world phishing incident. Real financial impact. Real lessons for MSPs. In this episode, we unpack a phishing attack that led to unauthorized access to an Azure subscription and significant financial loss for an MSP cli...

Google Ads can disappear overnight, and for millions of businesses, it has. In this episode, John Horn of Stub Group breaks down the growing cybersecurity risks behind Google Ads account suspensions and why 39 million account...

Cybersecurity maturity isn’t earned in audits, it’s earned in the operational moments where governance either shows up… or it doesn’t. Today’s conversation with Mike Stewart of Anchor Networks goes deep on MSP maturity. How l...

Managed Service Providers are being pushed to “get compliant fast.” In my discussion with Bruno Leqoc, we reframe the challenge. Compliance isn’t security, and lasting compliance depends on security maturity first. Highlighti...

Exploring the fast-moving intersection of AI governance, ethics, and cybersecurity , examining how organizations are struggling to adopt AI responsibly while keeping pace with innovation. The conversation highlights a growing...

Phishing simulations are one of the most debated tools in cybersecurity awareness, but do they actually work? In today’s episode, we’re joined by David Shipley , former soldier turned cybersecurity researcher and founder of B...

Have you ever been stuck in an elevator? What happens when you push the call button? Physical safeguards managed by a 3rd party are often ignored or marked as N/A. What happens when processes and procedures don't get updated ...

A much-needed discussion on the fast‑shifting world of data privacy in 2026 and what it means for MSPs on the front lines. From the tangled web of U.S. state privacy laws to the rising risks hidden in modern data flows (yes, ...

In this episode, we cut through the AI hype with Alane Boyd to unpack what MSPs really need to know about today’s AI landscape. We cut right to the chase on data‑privacy pitfalls and free-tool misconceptions, and on the rise ...

Chris Johnson and cybersecurity expert Robert Siciliano dive into the human side of security, exploring why default trust and denial make people vulnerable to social engineering and cyber threats. They discuss the cultural fr...

Resilience and Continuous Improvement for ITSPs as we go into 2026. I discuss what it means to be on a resilience journey with Charles Love of ShowTech Solutions. ShowTech Solutions has reached a milestone in its maturity jou...

Predictions and challenges in the technology and cybersecurity space for 2026, with a focus on Microsoft ecosystem changes, licensing, security, and the impact of AI and Copilot. I had a chance to catch up with Shay Cohen of ...

In 2026, AI will increasingly integrate into business processes, emphasizing strong data quality and security as prerequisites for success. AI agents, distinct from chatbots, will operate with machine identities to automate t...

Looking ahead to 2026 trends and challenges in the MSP (Managed Service Provider) space, focusing on AI, automation, security, risk management, and social engineering. In a conversation with Josh Hohbein of Centrex IT, we dis...

Predictions for the Managed Service Provider (MSP) cybersecurity landscape in 2026, with a focus on risk management, the continued importance of basic cyber hygiene, open-source adoption, and the strategic use of risk registe...

I sat down with Chris Loehr to discuss the varying approaches businesses are taking toward cybersecurity spending as they plan for 2026, highlighting the influence of private equity and the unpredictability in budget increase...

From what keeps us up at night, to just meeting the minimums and nothing more to be compliant. Dorota Ulkowska of Accurate Networks and I discuss the recurring challenge of clients, tiny businesses, resisting recommended cybe...

Sitting down with Bobby Glen James of Boteka about the importance of simplicity in IT security for MSPs. Bobby shares lessons from decades in the industry, advocating for Lean IT practices, streamlined technology stacks, and ...

By the end, it is hard to believe that in 2025, less than 30% of all Web Domains have properly configured SPF, DMARC, and DKIM records. Yep, less than 30% of the top 10 million domains. I sit down with Al Iverson of Valimail ...