All Things MSP

In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony dive deep into what it takes to start an MSP in today’s market—especially if you're entering the industry as a new provider, solo founder, or franchisee. From real conversations with aspiring MSPs to insights on market saturation, tech stack essentials (or lack thereof), and whether freedom or fortune should be your...

Tired of clients who want premium IT services on a bargain basement budget? In this episode of the All Things MSP podcast, Justin Esgar and Eric Anthony dive into a fiery discussion about "cheap clients"—how to spot them, why they're dangerous to your MSP business, and when it's time to walk away. Using real-world examples (including a viral Facebook group post), they break down the risks of cutti...

Your MSP website might be driving prospects away—and you don't even know it. In this episode, Justin and Eric unleash some tough love as they dive deep into the most common (and damaging) website mistakes made by managed IT service providers. From outdated copyrights and broken graphics to mobile nightmares and confusing jargon, this episode is a wake-up call to MSPs still living in 2015 online. W...

In this episode of the All Things MSP podcast, Justin Esgar and Eric Anthony take you behind the scenes of PAX8 Beyond 2025 with a brutally honest debrief. From hilarious Snoop Dogg cameos to booth buzzword bingo, the duo dives deep into the event’s highlights—and lowlights. They break down the vendor obsession with AI, discuss how “agentic AI” may (or may not) help MSPs, and share a powerful team...

What happens when your MSP signs a client who turns around and accuses you of being the hacker? In this candid episode of the All Things MSP Podcast, Justin and Eric welcome Jackson Pavelka of Devout Consulting to share a cautionary tale every IT service provider needs to hear. From empathy-driven service to getting caught in a whirlwind of paranoia and fear, Jackson opens up about the painful les...

In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony dig deep into one of the most overlooked yet powerful strategies in the managed IT services world: customer experience. From onboarding to offboarding, proactive communication to personalized gestures, Justin and Eric share real-world examples that reveal how small efforts can drive massive client loyalty. Whether i...

In Episode 114 of the All Things MSP podcast, hosts Justin Esgar and Eric Anthony unpack the untapped potential of IT industry conferences—whether you’re attending or organizing. With no guests this time, it's all insider talk between two veterans of the MSP and Apple consultant world. They share real stories from events like PAX8 Beyond, ChannelPro, and ACEs, and explain why more MSPs should cons...

In Episode 113 of the All Things MSP podcast, Justin Esgar and Eric Anthony dive deep into one of the most underrated growth strategies in managed IT services: client retention. With real-world anecdotes, humor, and practical tactics, they explore what it takes to build unbreakable client relationships, how to upsell without sounding like a salesperson, and why being proactive in your client’s bus...

What does it take to go from field tech to owning the entire MSP? In this episode of the All Things MSP Podcast, we sit down with John Snyder, CEO of Net Friends, to unpack one of the rarest and most inspiring journeys in the IT services industry. With over 25 years in the trenches, John shares the real story—no fluff—of how he transformed from a tech with no laptop to the leader of a 40-person MS...

If you're running a managed IT services company and struggling with direction, delegation, or growth, this episode will shift your mindset. Hosts Justin Esgar and Eric Anthony dive deep into the Entrepreneurial Operating System (EOS) and how MSPs—from solo operators to 20+ seat teams—can use it to build a stronger, scalable business. They break down how EOS helps clarify roles, enhance accountabil...

In this episode of All Things MSP, Justin Esgar and Eric Anthony tackle a critical but overlooked success factor for managed service providers: creating an org chart—even if you're a solo shop! Discover why having defined roles and responsibilities is essential for your MSP's growth, scalability, and sanity. Whether you're a one-person powerhouse or running a 20-employee team, you'll learn how to:...

In this episode of the All Things MSP podcast, hosts Justin Esgar and Eric Anthony sit down with MJ Shoer, Chief Community Officer at GTIA (formerly CompTIA), to uncover the why behind the rebrand and how it impacts managed service providers (MSPs).MJ shares the behind-the-scenes story of the evolution from CompTIA to the Global Technology Industry Association (GTIA), and how the nonprofit is doub...

Feeling unmotivated, rejected, or just burned out? In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony get real about the emotional rollercoaster that comes with running or working in an IT services business. From personal burnout to business rejections and client complaints, they break down what it really feels like when a week goes sideways—and how to come back str...

Are you holding on to clients who are draining your resources, your time, or your sanity? In this brutally honest and relatable episode, Justin Esgar and Eric Anthony dive into a topic every MSP eventually faces: when and how to fire a client. With over 17 years in the IT services industry, Justin shares real-world stories about the rare but necessary times he’s had to cut ties with problematic cl...

Is MSP marketing a waste of money—or are you just doing it wrong? In this unfiltered episode of All Things MSP, hosts Justin Esgar and Eric Anthony tackle the controversial statement made at the Adobe Summit: "Marketers are full of 💩." They break down the real reasons why many IT service providers struggle to see results from marketing agencies and lead generation services. Whether you're a one-m...

In Episode 105 of All Things MSP, Justin Esgar and Eric Anthony dive into the rapidly evolving landscape of AI and what it really means for managed service providers. With AI hype reaching peak levels—from generative tools like ChatGPT and Copilot to agentic AI claiming to automate entire roles—how do MSPs separate fact from fiction? We explore real-world use cases, serious risks, and the policy p...

Is your personal brand helping—or holding back—your MSP business? In this episode, Justin Esgar and Eric Anthony break down the why and how behind building a personal brand as an IT services provider. Whether you're an MSP owner or a technical team member, your identity matters more than ever in today’s relationship-driven B2B space. You’ll hear powerful real-world examples from inside the industr...

Have you ever fallen out of your routine and struggled to get back on track? In this episode of the All Things MSP Podcast, Justin Esgar and Eric Anthony dive deep into the challenges of habit-building, productivity, and mental resets—something every MSP owner and IT professional has faced. After being thrown off by sickness, travel, and life’s chaos, Justin and Eric discuss the real reasons why s...

Are you really backing up your clients' data, or are you just assuming Microsoft or Google has you covered? In this episode of All Things MSP, Justin Esgar and Eric Anthony break down the crucial differences between backup, retention, and versioning—and why using the wrong term could put your MSP at risk. We’ll discuss:✅ The common misconceptions MSPs and clients have about cloud backups✅ Why re...

Keeping client devices updated is a nightmare for MSPs. Whether it’s forced reboots, ignored notifications, or users refusing to comply, patch management is one of the biggest pain points in IT services. In this episode of the All Things MSP Podcast, hosts Justin Esgar and Eric Anthony dive into the real struggles of enforcing updates—on both Windows and Mac environments—and share proven strategie...

100 episodes! We’ve spent over two years diving into the world of Managed IT Services, and in this milestone episode, we reflect on the most insightful, game-changing, and entertaining moments from our journey. Join Justin Esgar and Eric Anthony as they highlight the biggest lessons learned, from AI and automation to business growth, cybersecurity, and the evolving MSP landscape. With clips from o...

When it comes to managed IT services, technicians play a key role in your business. In this episode of All Things MSP, Justin Esgar and Eric Anthony break down why MSPs lose technicians and how to handle the inevitability. Plus, what happens when your top tech quits and takes clients with them? We discuss real-world examples of poaching, how to, maybe, prevent it with contracts, and the best ways...

Are you struggling to get new MSP clients? It’s not about cold calls or outdated marketing tricks—it’s about visibility. In this episode of All Things MSP, hosts Justin Esgar and Eric Anthony dive into why personal branding is the secret weapon for MSP growth.🔹 Why "Mini Celebrity" Status Matters for MSPs🔹 How to Build Trust Without Selling🔹 Social Media & Local Strategies That Actually Wor...

In this episode of the All Things MSP Podcast, Justin and Eric dive into the essential strategies MSPs need to master sales funnels, build effective processes, and boost monthly recurring revenue (MRR) in 2025. Whether you're struggling to generate leads or close deals, this episode delivers actionable insights tailored to managed service providers. They discuss:Why defining a sales funnel is cruc...

How’s your health as an MSP owner? In this insightful episode of the All Things MSP podcast, Justin Esgar and Eric Anthony sit down with Adam Courchaine, CEO of Ascent Concierge Health and CXO of MSPAA. Adam shares practical, no-nonsense tips for IT professionals to prioritize their physical and mental health while navigating the challenges of running a managed services business. Topics include:&n...