Episodes

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 ...

Once upon a time, I was an MSP. Looking at everything that MSPs have to keep track of, both internally and client-facing, can be overwhelming. I sat down with Dor Eisner of Guardz.com to talk about the biggest challenge facin...

With IT Nation Connect Global only a week away, we wanted to share some of the workshops and the value frameworks play in helping shift the conversations about cybersecurity from speed and feeds to Risk. Josh Hohbein of Centr...

First ever monlogue with CJ... I recap some of the things I found to be of interest over the past few weeks with Pax8 EMEA and ChannelCon EMEA... Tell some stories and then looking forward to MSP Global. This one is short and...

Incident Response Planning and tabletop exercises have been discussed on the show several times. However, how do you get culture adoption and buy-in from all staff? I sit down with Amanda Lachapelle of Auvik to talk about IR ...

A Discussion around the global proliferation of cybersecurity and technology events, noting regional differences, the heavy concentration of events in October, and the increasing overlap in topics and audiences. Chris and Hen...

Pax8 Beyond EMEA 2025 is less than a week away, and I wanted to take a minute to talk about the cyber sessions. What Matt Lee, of Pax8, is doing (today's guest), specifically his AI and CTF session. We might drift a bit in ou...

Using a framework to assess a client is a great way to baseline security and compliance. We explore the challenges, hurdles, and best outcomes when you look at who is responsible for different pieces. Some safeguards can only...