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MSP Insider
MSP Insider is your backstage pass to everything Managed Service Providers really care about. Forget the fluff—this is where we tackle the real challenges, share unfiltered advice, and dive into the stories that make the MSP world tick.
From scaling your team to navigating the chaos of ticket management, we cut through the noise with insights that actually matter. Featuring industry leaders, battle-tested pros, and the occasional war story, every episode is packed with the strategies and tools you need to level up.
If you’re ready to ditch the status quo and build an MSP business that works smarter—not harder—this is your podcast.
Episodes
24 episodes
From Invisible to Irresistible: Transforming Your MSP Brand With Crystal Conkle
Most MSPs don’t have a marketing problem. They have a clarity problem Crystal Conkle (CMO at The 20 MSP) breaks down what that really means—and how to fix it. If your growth feels stuck, or your mark...
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Season 1
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Episode 23
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58:11

How Soft Leadership is Hurting Your MSP Success With Dale Walls
Hard truth: It’s not your tech that’s holding you back. It’s your leadership. In this episode, I sat down with Dale Walls (founder of Corsica Technologies) to break down the real reason MSPs hit a wall. It’s not l...
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Season 1
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Episode 22
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56:18

Ending MSP Burnout: A Mental Health Roadmap to Breakthrough
Running an MSP can feel like a never-ending sprint—until your mind and your motivation hit a wall. In this episode, I sat down with Scott Scrogin, Strategic Initiatives Director at ConnectWise, to talk about the thing n...
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Season 1
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Episode 21
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55:28
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The Hard Truth About MSP Profitability and Exit Strategy with Arlin Sorenson
You can’t outwork a broken model. That’s where this episode starts—and where a lot of MSP owners get stuck. I sat down with Arlin Sorensen (VP Ecosystem Evangelism of ConnectWise) to unpack the kind of growth that looks...
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Season 1
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Episode 20
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1:08:08
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Unlocking Profit: How AI Transforms MSP Revenue in 2025
Is your MSP stuck in a pricing battle? Here’s the hard truth: if you’re still competing on price in 2025, you’re not scaling—you’re surviving. In this episode of MSP Insider, I sit down with Sagar Pandya to ...
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Season 1
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Episode 18
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1:12:22
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The Future of MSP Platforms: AI, Integration & Growth | Chris Day
The MSP platform you’re using today? It might not get you where you want to go. In this episode of MSP Insider, I sat down with Chris Day to unpack what’s really broken in the MSP platform space—and where things...
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Season 1
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Episode 18
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53:11
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AI Compliance for MSPs: The Untapped Potentia
Is your MSP actually ready for the AI revolution? We unpack why ignoring AI could be the biggest risk to your business as we dive into the hard truths and strategies for leveraging AI and compliance in the MSP industry. Summary...
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Season 1
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Episode 17
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1:06:57
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Why Most MSPs Fail at Compliance and How to Break the Cycle
Think compliance automation has you covered? You might be walking into a false sense of security. In this episode, I sat down with Tim Golden, founder of Compliance Scorecard, to unpack the real risks of relying...
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Season 1
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Episode 16
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1:05:29
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The VCISO Approach That Transforms MSP Profitability with Jesse Miller
In episode 15 of MSP Insider, host Jeffrey Newton sits down with Jesse Miller, founder of Power PSA Consulting, for a no-BS conversation about why most MSPs fail at cybersecurity sales. Through candid discussion, Jesse reveals why obsessi...
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Season 1
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Episode 15
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59:20
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Stop Chasing 'Silver Bullet' Tech and Fix Your People Problem” with Damien Stevens
In episode 14 of MSP Insider, host Jeffrey Newton sits down with Damian Stevens, host of MSP Mindset and founder of Scarcity, for a raw conversation about why most MSPs are getting hiring completely wrong. Through brutally honest discussi...
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Season 1
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Episode 14
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53:39

Stop Losing Prospects Mid-Pitch: Sales Recovery Tactics with Jonathan Schofield
In episode 13 of MSP Insider, host Jeffrey Newton sits down with Jonathan Schofield, a no-nonsense sales pro in the IT services space, who tells it like it is about those painful moments when your prospect's eyes glaze over. Jonathan cuts...
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Season 1
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Episode 13
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53:55

Why Your MSP Sales Training Is Garbage (And What Really Works) - Robert Gillette
In this episode of MSP Insider, host Jeffrey Newton sits down with Robert Gillette, founder of MSP Dojo, for a candid conversation about why most MSP sales programs fail and what actually drives results. Through honest discussion, Robert ...
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Season 1
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Episode 12
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52:29
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Fix Your Service Leaks Before Turning On The Sales Faucet - Keith Marchiano
In this episode of MSP Insider, host Jeffrey Newton sits down with Keith Marciano, Senior Executive Coach at Pax8 Academy, for a practical conversation about the operational foundations MSPs need before focusing on sales growth. Through candid ...
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Season 1
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Episode 11
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45:18
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The Painful Truth About Why Most MSPs Can't Sell - Brian Gillette
In Episode 10 of MSP Insider, host Jeffrey Newton sits down with Brian Gillette, founder of Feel Good MSP and host of the MSP Sales Podcast, for a raw conversation about why most MSPs struggle with sales and the uncomfortable truths about what ...
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Season 1
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Episode 10
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58:34
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Stop Running Your MSP Like Everyone Else: A Marketing Expert's Warning - Kevin Clune
In Episode 9 of MSP Insider, host Jeffrey Newton sits down with Kevin Clune, founder of MSP Growth Hacks, for an eye-opening discussion about why traditional MSP models are failing to meet modern business needs. Drawing from his experience buil...
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53:38
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The Brutal Truth About MSP Marketing (And How to Fix It) - Katie Vreeland
In Episode 8 of MSP Insider, host Jeffrey Newton sits down with Katie Vreeland, founder of Luminary Creative, for a candid conversation about why most MSPs struggle with marketing and how to actually get started. Drawing from her experience on ...
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Season 1
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Episode 8
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48:11
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The Most Expensive Thing Killing Your MSP's Growth - Tim Conkle
In Episode 7 of MSP Insider, host Jeffrey Newton sits down with Tim Conkle, CEO of The 20, for a raw conversation about ego, accountability, and why most MSPs are their own worst enemy. With decades of experience scaling MSPs and building one o...
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Season 1
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Episode 7
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53:20
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From Ransomware Victim to Industry Leader: An MSP's Journey Through Hell - Robert Cioffi
In Episode 6 of MSP Insider, host Jeffrey Newton sits down with Robert Cioffi, CTO and Co-founder of Progressive Computing Inc, for a raw conversation about surviving a devastating ransomware attack and its aftermath. As a 32-year industry vete...
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Season 1
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Episode 6
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1:11:17
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Measuring Metrics That Actually Matter In Your MSP
In Episode 5 of MSP Insider, host Jeffrey Newton draws from his extensive experience with TruMethods, Service Leadership Index (SLI), SLIQ, and Sea-Level Operations to challenge conventional wisdom about MSP metrics and performance tracking.
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Season 1
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Episode 5
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27:53
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The Last Mile - Human-AI Integration In MSP Delivery
In this MSP Insider Whiteboard Series, host Jeffrey Newton breaks down a powerful concept from his conversation with David Powell (VP of Sales Strategy at Pax8) about AI integration in MSPs. Learn how to think about "the last mile" - wh...
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14:35
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Death of the Small MSP: Why 2025 Will Change Everything - Matt Lee
In Episode 4 of MSP Insider, host Jeffrey Newton sits down with Matt Lee for an unflinching look at the future of managed services and why many MSPs won't survive the coming changes. As an industry veteran and cybersecurity expert, Matt deliver...
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Season 1
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Episode 4
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46:38
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The VCIO Lie: What MSPs Get Wrong About Strategic Services - Alex Farling
In Episode 3 of MSP Insider, host Jeffrey Newton sits down with Alex Farling, co-founder of Empath, for an unfiltered conversation about the state of managed services and why most MSPs are getting it wrong.With over 20 years in the indus...
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Season 1
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Episode 3
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47:51
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Stop Fighting AI: How MSPs Should Actually Use Automation - David Powell
In Episode 2 of MSP Insider, host Jeffrey Newton sits down with David Powell, VP of Sales Strategy at PAX8, to dive deep into the transformative role of AI in managed services. With years of experience leading growth in the MSP space, ...
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Season 1
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Episode 2
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57:47
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AI & The Future Of MSPs: Adapting To Stay Ahead
Discover how AI is transforming the MSP industry and what it means for the future of managed services. In this video, we explore the game-changing potential of artificial intelligence in streamlining workflows, improving ticket management, and ...
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Season 1
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Episode 1
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15:52
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