Candid conversations with industry veterans, compliance experts, and MSP leaders.
Hosted by Charles Weaver
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For many years, the managed services model was built around a simple promise: keep the systems running, respond quickly when something breaks, and make technology easier for the customer to consume. That model created an entire profession. It also created expectations that many customers still carry today.
Are you constantly firefighting with clients? Does your MSP feel stuck in reactive chaos instead of leading clients toward stronger security and operational maturity? If so, you are not alone. But there is a hard truth worth paying attention to: your customers often mirror the maturity of your MSP. In this post, I’ll explain how your client base reflects your standards, how to recognize the signs, and what you can do to raise customer maturity, reduce risk, a
Why tool-first compliance is creating more cost, more confusion, and weaker operations for managed service providers There is a growing mistake in the managed services profession that needs to be called out plainly. Too many MSPs think buying a governance, risk, and compliance platform will somehow make them more compliant, more secure, or more mature. It will not. As frameworks like UCS , CMMC , SOC 2 , ISO 27001 , NIST , and CIS continue to
If you're an MSP navigating the confusing, costly maze of cyber insurance, you're not alone. The landscape feels like a moving target—ever-evolving, complex, and often overwhelming. But what if there’s a smarter way—one that puts you in control, reduces premiums, and aligns your coverage with real-world risks? In this post, I’m diving deep into how MSPs can revolutionize their approach to cyber insurance—thanks to innovative partnership models li
Ever wondered what really drives the MSP (Managed Service Provider) industry forward in a world increasingly dominated by AI and cybersecurity challenges? You're not alone. Today, I’m sharing insights from Guy Phoenix, Managing Director of Fresh Mango Technologies in the British Virgin Islands, who offers a bold, honest view of the MSP landscape—globally, technologically, and culturally. This isn’t just about tech support; it’s about trust, responsibility, and daring to lead in uncharted waters.
Have you ever noticed that some Managed Service Providers (MSPs) constantly find themselves entangled in disputes, watching their margins shrink, or facing increased legal risks, while others operate with clarity and confidence? The difference often comes down to one crucial factor: the harmony between a well-structured service catalog and a clearly defined service agreement . When your service catalog and agreement are perfectly aligned, they provide a foundati
Managed service providers sit in a unique place in the threat landscape: we don’t just protect one organization—we often hold administrative access, remote tooling, and identity reach across dozens or hundreds of them. That reality changes the standard for “good enough” security. It also changes what due diligence should look like. Penetration testing is one of the few activities that forces us to confront an uncomfortable question with evidence: Could an attacker actually do this in our environ
Are you obsessing over your MSP’s profit margins , and missing the real keys to long-term success? If so, you’re not alone. For years, the industry has fixated on EBITDA, revenue per seat, and peer benchmarks, believing that chasing numbers automatically equals growth. But what if I told you there's a bigger picture, one that can make or break your MSP’s future more than any profit metric? In this post, I’m diving into a truth that’s often overlooked: Profitability is important, but it’s not the
The United States is undergoing a profound transformation in its approach to artificial intelligence, and this evolution stands to impact managed service providers (MSPs) in significant ways. If you’re working in technology, you’ve sensed the momentum building; a movement toward a unified, national AI policy. But what does this mean for your business, your clients, and the broader security landscape? Let’s explore this emerging frontier together.
Are you feeling overwhelmed by the rapid rise of AI in managed services? Wondering how to leverage this game-changing technology without drowning in chaos? You are not alone. The truth is, AI is not just a shiny new tool — it is a mirror reflecting where your MSP practice really stands. And the biggest secret? The key to unlocking AI’s full potential lies in your own mindset and process. In this post, I will reveal the MSP AI paradox
Facing Facts Many people still believe that only the most skilled hackers can breach their defenses. Reality paints a different picture. Most breaches are not about an enemy’s cleverness; they are about our own failure to recognize what is right in front of us. The majority of incidents can be stopped, and that simple fact should transform the way every MSP approaches cybersecurity. If you are tired of cleaning up after the damage is done and want to change your strategy, listen closely. Corey M
Are you feeling overwhelmed by the relentless pace of AI transforming the workplace? You’re not alone. Headlines scream about mass job losses, machines replacing humans, and doom lurking around every corner. But what if I told you there’s a different story—one of opportunity, evolution, and crucial leadership? In this post, I’m sharing a truth I’ve seen firsthand: AI isn’t just changing jobs—it’s redefining work itself. And Managed Service Providers (MSPs) are positioned to become the architects
Why Hiring Salespeople Rarely Solves MSP Growth Problems (And What Really Works) Are you tired of hearing that the secret to MSP growth is just “hire a sales rep”? Well, let me tell you something — that’s the biggest myth out there. You’ve been led to believe that slapping a salesperson into your MSP will magically unlock unlimited revenue. But guess what? The truth is way more complicated—and way more powerful. In this post, I’m going to shatter that myth, expose what actually fuels your growth
How MSPs Can Boost Profitability by Rethinking Tools, Services, and Automation Are you an MSP owner frustrated that despite being busy and having happy clients, the profit just isn’t adding up? Many MSPs find themselves caught in a cycle where high activity levels don’t equate to healthy margins. If that sounds familiar, this post is for you. You'll discover how to transform your MSP practice from a tool-driven chaos into a streamlined, profitable operation—focusing on clear services, strategic
How MSPs Can Navigate the Evolving Role of Security Leadership Without Crossing Boundaries Managed Service Providers (MSPs) have long been the backbone of their clients' IT operations, handling everything from patching systems to strategic guidance. However, there's a growing shift: clients are increasingly expecting MSPs to step into executive-level security roles—sometimes even acting as their Chief Information Security Officer (CISO). This transition raises a critical question: How much respo
Introduction As we step into 2026, the landscape of artificial intelligence (AI) is rapidly evolving, bringing with it a wave of regulatory challenges and opportunities. AI technologies are becoming increasingly integrated into various sectors, reshaping how businesses operate and compete. This blog post explores the complexities of AI regulation and its implications for managed service providers ( MSPs ), highlighting the key insights and what it means for the industry. As AI continues to advan