Charles Weaver

The MSP Zone

Weekly discussion of news, events, and topics of interest to the global managed services professional community. The series will have the latest and most relevant discussions in managed services and cloud computing, featuring special guests and notable figures in the profession.

Author

Charles Weaver

Category

Technology

Podcast website

mspalliance.com

Latest episode

Jun 22, 2026

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Episodes

Your Clients Reflect Your MSP Practice 22.06.2026

Your MSP mirror is not lying — it’s showing you where your future is hiding. Are your clients pulling you toward maturity, or dragging you into reactive chaos? If your MSP practice feels like it’s always running uphill, right now might be the moment you need to ask: What does my customer base say about me — really? Charles Weaver drops the truth bomb: your clients are a mirror of your true MSP mat...

Can you 'GRC' your way to MSP Maturity? 16.06.2026

What if the biggest barrier to your MSP’s growth isn’t your technology, but your mindset? Charles Weaver and Chris Viau expose the dangerous myths around compliance, GRC tools, and operational maturity that could be sabotaging your success, and share the bold truth: You don’t need complex tools to excel. Forget the tick-box chaos! Discover why MSPs operating like true partners, not just reactive f...

Why is my MSP Cyber Insurance so High? 03.06.2026

Navigating the complexities of cyber insurance can be daunting for MSPs—rising premiums, intricate applications, and a gap between underwriter expectations and MSP capabilities. This episode offers a transformative approach to mastering your insurance strategy, ensuring you’re not just covered but optimally protected. We delve into the MSPAlliance Cyber Insurance program, revealing how MSPs can ef...

How a Caribbean MSP Is Leading the Global Shift in Cybersecurity 20.05.2026

Most MSPs are on the front lines of a major shift in cybersecurity and AI, with an increasingly important role to play as the industry evolves. In this episode, Guy Phoenix, Managing Director of Fresh Mango Technologies, shares a clear view of what it takes for MSPs to stay ahead in a rapidly changing landscape. He highlights how MSPs can better align their services with the growing security and A...

Aligning MSP Service Catalogs with Service Agreements 06.05.2026

Most MSPs are unknowingly risking their business with outdated contracts and misaligned service descriptions. What if you could transform chaos into clarity; turn your service catalog into a legal powerhouse that defends, scales, and sells your business effortlessly? In this episode of the MSP Zone, Charles and legal tech visionary Rob Scott expose the silent danger lurking in your service descrip...

The Role of Penetration Testing in MSP Cybersecurity 22.04.2026

Unlock the truth about penetration testing — it’s not just a box to check but a vital armor for MSPs fighting unseen threats every day. Are you truly protected, or are your assumptions leaving gaps in your security fortress? This episode dives deep into the misunderstood world of pen testing, revealing why it can make or break your reputation, trust, and legal standing. Meet Steve Smith and Shaun...

MSP Profitability - Who Cares? 09.04.2026

Profitability in MSPs is not the ultimate badge of success — yet it’s widely treated as the holy grail. Why? Because behind the obsession with margins and EBITDA, we’re ignoring the real foundation of resilient, scalable managed services: operational maturity. Charlie Weaver blows the lid off the myth that profit alone equals strength. He reveals how MSPs can be highly profitable and dangerously i...

Examining US National AI Strategy 26.03.2026

Most people overlook how urgent, and critical, this moment is for the future of AI in America. A new, sweeping federal policy is forging a singular AI framework, and your MSP is about to be at the very heart of it. If you’re running a managed services business or depend on one, you cannot afford to ignore the seismic shifts happening RIGHT NOW. This isn’t just talk; it’s a blueprint for U.S. domin...

The MSP/AI Paradox 17.03.2026

Most MSPs are chasing AI, but the real game-changer isn't just the tool — it's who you are as a provider. Are you reactive, firefighting, inconsistent? Or proactive, scalable, and prepared to harness AI’s true power? In this bold episode, Charlie Weaver exposes the paradox that’s holding many MSPs back: the more reactive you are, the harder it becomes to succeed with AI. He reveals why foundationa...

An Interview with Steve Shattuck of GoTo 11.03.2026

Unlock the truth behind the comeback of LogMeIn and what it really means for MSPs in 2026! Is your current tech stack ready for the game-changing next chapter? This episode explodes the myths, reveals insider strategies, and shows you how the industry’s most powerful brands are reshaping the future of managed services—and how YOU can position yourself to win big. MSPs and VARs, listen UP—the lands...

Cyber Attacks or Cyber Negligence: What is Inevitable vs what is Preventable 04.03.2026

Most cyber incidents are not the result of sophisticated attacks; they are often failures of basic cyber hygiene. But why do so many organizations continue to overlook the fundamentals? In this heart-pounding episode, Charlie Weaver and cybersecurity expert Corey Munson unravel the myth of sophistication and reveal how preventable most breaches truly are. This is not about flashy new tools or comp...

AI and the Future of Work: How MSPs Will Lead the Change 26.02.2026

This isn’t the AI episode you’ve heard before — it’s a wake-up call for MSPs and business leaders who refuse to stay stuck in the old playbook. AI isn’t here to destroy jobs — it’s here to redefine what work actually means. If you think automation equals displacement, think again. The real revolution? It’s about how MSPs can become the vital bridge, the ultimate architects of the new workforce lan...

Why Hiring a Salesperson Won’t Unlock MSP Growth 16.02.2026

Most MSPs are chasing a myth: that hiring a salesperson will magically unlock their growth. But what if the real key isn’t new hires — it’s your messaging, fundamentals, and strategic mindset? You don’t need more salespeople—you need to understand where true growth really comes from. For decades, MSP owners have been told to hire sales pros as the ultimate fix for stagnation. Yet, the truth is far...

Why Your MSP Isn’t Profitable: The Hidden Cost of a Bloated Tech Stack 03.02.2026

Most MSPs are unknowingly sabotaging their profitability by stacking tools instead of designing services. If your margins are thin despite a busy team, the hidden culprit may be your bloated tech stack—and it's costing you thousands in leakages every month. In this eye-opening episode, Charles Weaver exposes how the tendency to accumulate tools—driven by fear of breaches, client demands, or vendor...

MSPs and the vCISO Challenge: Defining Boundaries 26.01.2026

Most MSPs have been silently playing in the security space for decades—so why are clients now demanding they act as CISO? In this eye-opening episode, Neil Holm and Travis Springer unravel the evolving role of managed service providers entering the C-suite. They reveal how MSPs have long been high-level security players, often advising clients on strategic cybersecurity decisions without formal ti...

Preparing for AI Regulation 13.01.2026

In this episode of MSP Zone, Charles Weaver and Rob Scott delve into the complexities of AI regulation and its implications for managed service providers in 2026. They discuss the role of MSPs in navigating these changes, the potential impact on national security and economic competitiveness, and the importance of staying informed about AI legislation. Tune in to explore how AI is transforming the...

You Can’t Sell What You Can’t Describe 22.12.2025

In this episode, Charles delves into the critical importance of having a clear and compelling message for managed service providers (MSPs). He emphasizes that without a well-defined message, even the best sales tactics can fall short. Charles shares practical steps for MSPs to develop a strong messaging framework that resonates with business decision-makers, ultimately driving revenue and growth....

Is the MSP M&A Market Cooling in 2026? 14.12.2025

In this insightful episode, Charles and Adam Borst explore the current state of the Managed Service Provider (MSP) mergers and acquisitions (M&A) market as we approach 2026. They delve into the dynamics of private equity involvement, the importance of timing, and the strategic considerations for both buyers and sellers. With a focus on international interest and cultural fit, this discussion provi...

Reducing Complexity: The Key to MSP Profitability 02.12.2025

Join us for an insightful conversation with Michael George, CEO of Syncro, as we explore the evolving landscape of managed service providers (MSPs). Discover how innovation is reshaping the industry, the role of AI in modern MSPs, and the challenges and opportunities that lie ahead. Michael shares his unique perspective on reducing complexity, enhancing profitability, and the importance of next-ge...

Is the MSP Business Model Obsolete? 17.11.2025

Join Charles and Dan Candee, CEO of Cork, as they explore the evolving landscape of Managed Service Providers (MSPs) in today's fast-paced IT world. In this episode, they discuss the shift from traditional IT services to a focus on business resilience and financial outcomes. Discover how MSPs can adapt to remain relevant, the role of cyber insurance, and the importance of engaging in C-suite level...

Cybersecurity Awareness: Beyond the Basics 05.11.2025

Join us in this insightful episode as we delve into the world of MSP security and compliance. Chris Viau and Charles from MSP Alliance guide us through a year-long journey of mastering cybersecurity awareness, focusing on both technical and non-technical training. Discover practical examples and strategies to implement robust security controls, ensuring your MSP is resilient and prepared for the e...

Is It Too Late to Start an MSP? 28.10.2025

In this episode, we explore the evolving landscape of Managed Service Providers (MSPs) and the modern-day expectations they face. Join us as we discuss the journey from being a trusted advisor to becoming a key player in the corporate executive suite. We delve into the challenges and opportunities for new and existing MSPs, highlighting the importance of following best practices to thrive in today...

"Cybersecurity's Enron Moment: Are We Prepared?" 15.10.2025

In this episode, we delve into the parallels between the infamous Enron scandal and today's cybersecurity landscape. Join us as we explore whether the cybersecurity industry is on the brink of its own "Enron moment" and what this means for Managed Service Providers (MSPs). We discuss the critical role of MSPs in safeguarding against potential crises, the importance of executive accountability, and...

The Ethics of MSP Agreements: Insights from an MSP Owner 06.10.2025

Join Charles Weaver as he sits down with Neil Holme, CEO and founder of Impact Business Technology, to explore the intricacies of managed service provider (MSP) contracts. In this episode, they discuss the ethical considerations and challenges surrounding MSP agreements, including the impact of contractual clauses on customer retention and the balance between business needs and ethical practices....

Identity as the New Perimeter: A Conversation with Dor Eisner 30.09.2025

In this episode of MSP Zone, Charles Weaver sits down with Dor Eisner, CEO and co-founder of Guardz, to explore the evolving landscape of cybersecurity. They delve into the critical role of identity access management as the new frontier for cyber threats, the challenges faced by MSPs in adapting to these changes, and the transformative potential of AI in managed services. Discover how small and me...

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