Welcome to MSP 1337 - Cybersecurity Maturity Journey | Guidance and Best Practices for MSPs!

Episodes

Compliance is the floor, not the ceiling
April 21, 2026

Compliance is the floor, not the ceiling

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 ...

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Cybersecurity Maturity Beyond Tools
April 14, 2026

Cybersecurity Maturity Beyond Tools

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...

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E&O, Cyber Insurance, and the Illusion of Risk Transfer for MSPs
April 7, 2026

E&O, Cyber Insurance, and the Illusion of Risk Transfer for MSPs

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...

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Why Communication, Not Cybersecurity, Is the Real ITSP Problem
March 31, 2026

Why Communication, Not Cybersecurity, Is the Real ITSP Problem

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...

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Installing or Configuring Is Just Not Enough
March 24, 2026

Installing or Configuring Is Just Not Enough

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...

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GTIA On Location Interview: A Fishing Expedition and Cybersecurity Maturity
March 17, 2026

GTIA On Location Interview: A Fishing Expedition and Cybersecurity Ma…

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...

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Suspended, Hacked, or Outbid - Cybersecurity and Marketing, Can They Co-exist?
March 10, 2026

Suspended, Hacked, or Outbid - Cybersecurity and Marketing, Can They …

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...

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Operational Maturity Meets Cybersecurity
March 3, 2026

Operational Maturity Meets Cybersecurity

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...

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AI Governance and the MSP Maturity Model
Feb. 24, 2026

AI Governance and the MSP Maturity Model

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...

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Governing AI in a High Risk World
Feb. 17, 2026

Governing AI in a High Risk World

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...

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Do Phishing Simulations Really Work?
Feb. 10, 2026

Do Phishing Simulations Really Work?

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...

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Physical Safeguards and Process and Procedures
Feb. 3, 2026

Physical Safeguards and Process and Procedures

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 ...

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Data Privacy and Security Trends in 2026
Jan. 27, 2026

Data Privacy and Security Trends in 2026

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, ...

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Exploring AI Usage, Misconceptions, and of course Security Concerns
Jan. 20, 2026

Exploring AI Usage, Misconceptions, and of course Security Concerns

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 ...

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Human Behavior and Shifting from Security Awareness to Appreciation
Jan. 13, 2026

Human Behavior and Shifting from Security Awareness to Appreciation

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...

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ITSP Reslience in 2026
Jan. 7, 2026

ITSP Reslience in 2026

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...

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