Insights from recent episode analysis
Audience Interest
Podcast Focus
Publishing Consistency
Platform Reach
Insights are generated by CastFox AI using publicly available data, episode content, and proprietary models.
Total monthly reach
Estimated from 1 chart position in 1 market.
By chart position
- 🇨🇦CA · Entrepreneurship#1705K to 30K
- Per-Episode Audience
Est. listeners per new episode within ~30 days
2.5K to 15K🎙 Weekly cadence·59 episodes·Last published 8mo ago - Monthly Reach
Unique listeners across all episodes (30 days)
5K to 30K🇨🇦100% - Active Followers
Loyal subscribers who consistently listen
1.5K to 9K
Market Insights
Platform Distribution
Reach across major podcast platforms, updated hourly
Total Followers
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* Data sourced directly from platform APIs and aggregated hourly across all major podcast directories.
On the show
Recent episodes
Small Changes, Big Impact: How Simon Marcil Uses Continuous Improvement to Scale
Sep 11, 2025
43m 14s
Passing the Torch: How James Thompson Turned a Family Business into a Thriving MSP
Aug 28, 2025
30m 25s
Chasing Cyber Crisis: Bart Lageweg on Thriving in High-Stakes IT
Aug 14, 2025
24m 19s
From Burnout to Believer: Why Aaron Betts Came Back Stronger
Jul 31, 2025
21m 54s
Deepfakes, Disguises, and Deliveries: How Rob Shapland Hacks Human Weakness to Build Stronger Security
Jul 17, 2025
34m 56s
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| Date | Episode | Description | Length | ||||||
|---|---|---|---|---|---|---|---|---|---|
| 9/11/25 |  Small Changes, Big Impact: How Simon Marcil Uses Continuous Improvement to Scale | What does it take to build a $20M MSP without a traditional sales team? In this episode of Now That’s IT: Stories of MSP Success, Chris Massey sits down with Simon Marcil, co-founder of S3 Technologies and creator of Propel Your MSP, to explore the power of retention, strategy, and AI-driven innovation. Simon shares how S3 grew by focusing on client value and strategic alignment, why tracking profitability per client matters, and how simple, continuous improvements can transform both service... | 43m 14s | ||||||
| 8/28/25 |  Passing the Torch: How James Thompson Turned a Family Business into a Thriving MSP | What happens when a family-owned computer repair shop faces the recession, changing technology, and the challenges of scaling? James Thompson of ECS Technology Solutions shares how he transformed his father’s local IT business into a thriving managed service provider (MSP). In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey dives into James’s journey of turning obstacles into opportunities, including: Transitioning from break/fix to managed services — and convincing h... | 30m 25s | ||||||
| 8/14/25 |  Chasing Cyber Crisis: Bart Lageweg on Thriving in High-Stakes IT | When the stakes are high, and the systems are down, who do governments and enterprises in the Netherlands call? Bart Lageweg, founder of Bizway, has built one of Europe’s most trusted MSPs by running toward the toughest IT challenges—cyberattacks, ransomware recovery, and compliance-critical crises. In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey sits down with Bart to explore how Bizway thrives in the “firefighter” role of managed services. They discuss: How Bart ... | 24m 19s | ||||||
| 7/31/25 |  From Burnout to Believer: Why Aaron Betts Came Back Stronger | In this episode of Now That’s IT, Aaron Betts shares his remarkable journey—from launching his first MSP in 2005 and losing it all during the financial crisis, to taking a corporate detour, burning out, and ultimately returning to lead Intelesys as President. Aaron opens up about the hard-earned lessons of entrepreneurship, the shift from break/fix to managed services, and how a life-altering health scare reshaped his leadership style. He shares how he's rebuilding company culture, redefining... | 21m 54s | ||||||
| 7/17/25 |  Deepfakes, Disguises, and Deliveries: How Rob Shapland Hacks Human Weakness to Build Stronger Security | Modern cyberattacks aren’t just technical—they’re personal. And Rob Shapland knows how to exploit the human element better than anyone. In this episode, Chris Massey sits down with Rob to unpack the wild world of social engineering—from sneaking into corporate offices disguised as a delivery driver to using AI voice clones to bypass MFA. With over 200 successful break-ins (all authorized, of course), Rob shares what IT leaders and MSPs are still getting wrong—and how to fix it. They cover: Wh... | 34m 56s | ||||||
| 7/3/25 |  Freelancer to Founder: How Barinder Hans Built Red Rhino | What does it take to grow from a solo IT freelancer to the founder of a thriving Managed Services Provider with a 25-person team and a bold vision for the future? In this episode of Now That’s IT: Stories of MSP Success, we sit down with Barinder Hans, founder and CEO of Red Rhino, to explore his journey from building PCs at his dining table to leading one of Canada’s most respected MSPs. Barinder shares: How he transitioned from break-fix work to a fully managed services modelThe challenges ... | 33m 35s | ||||||
| 6/19/25 |  From Pentagon to Product Leader: Robert Johnston’s Mission to Transform Cybersecurity | What does it take to go from defending national secrets to defending MSPs? In this episode of Now That’s IT: Stories of MSP Success, Robert Johnston—former Pentagon cyber operator, DNC breach responder, and co-founder of Adlumin—shares his journey from military red teams to building one of today’s fastest-growing cybersecurity platforms. We unpack how Robert transitioned from CrowdStrike to launching Adlumin, a company that reimagines MDR and XDR for modern MSPs, why simplicity and automation... | 37m 08s | ||||||
| 6/5/25 |  It Takes Two: The Story of Technica’s Transformation | In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey sits down with Craig Fisher and David Izen of Technica Solutions to uncover how a chance meeting—and a well-timed kebab—sparked a complete transformation of their MSP business. Craig and David share how they moved beyond the limitations of a technical-first approach to build a thriving, growth-driven MSP. They dive into the hard decisions, including shedding old habits, embracing EOS (Entrepreneurial Operating System)... | 37m 16s | ||||||
| 5/22/25 |  Why Focus Wins: Vinod Paul on Align’s MSP Success | In this episode of Now That’s IT: Stories of MSP Success, we sit down with Vinod Paul, President of Managed Services at Align, to explore how a bold decision to focus exclusively on one vertical—financial services—transformed the company from a solid MSP into a global leader. Vinod shares the behind-the-scenes story of walking away from millions in revenue, standardizing their tech stack, and saying no to clients who didn’t fit—all in pursuit of scalable, high-value growth. The result? A... | 37m 34s | ||||||
| 5/12/25 |  Built on Trust: Kevin Stock on Leading a Family-Run MSP That Lasts | What happens when your business partners are also your brothers? For Kevin Stock, CEO of RCR Technology Group, it meant building a managed service provider grounded in trust, clear roles, and shared values. In this episode, Kevin shares how a side hustle fixing computers became a full-scale MSP—powered by family dynamics, small-town reputation, and a relentless focus on doing right by clients. He opens up about the challenges of transitioning from break/fix to managed services, giving up cont... | 40m 54s | ||||||
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| 4/24/25 |  A Mission to Protect: John McCoy’s Path to MSP Ownership | When John McCoy walked away from a high-paying corporate job, he wasn’t chasing freedom—he was answering a calling. In this episode, John shares how his commitment to helping others led him to launch MidSolv, an MSP rooted in community and built on trust. But it wasn’t until he caught a ransomware attack in real time that his purpose fully crystallized: protecting clients from the threats they didn’t see coming. From mandating a security upgrade for every customer—before they even asked—to sh... | 28m 12s | ||||||
| 4/10/25 |  From Help Desk to Headliner: How Tim Barton-Wines Earned the MSP Spotlight | What happens when the right product meets the right moment—and the right voice? In this episode of Now That’s IT: Stories of MSP Success, we sit down with Tim Barton-Wines, the dynamic force behind Halo PSA’s meteoric rise. Tim shares his unexpected journey from selling vodka in a wine shop to transforming Halo from a little-known help desk tool into one of the fastest-growing PSA platforms in the MSP space. You’ll hear how Halo earned trust without private equity, how a £10 Reddit campaign h... | 54m 58s | ||||||
| 3/27/25 |  Scaling from Setbacks: How Chris Kraiss Built a Thriving MSP | What if getting fired was the best thing that ever happened to your career? In this episode of Now That’s IT: Stories of MSP Success, host Chris Massey sits down with Chris Kraiss, founder of ClearPath Technology, to discuss his journey from corporate IT to building a thriving MSP—and the setbacks that shaped his success. Chris shares: ✅ How getting fired pushed him to launch his own MSP ✅ The moment he realized he had to fire bad clients to grow ✅ Why mentorship and partnerships were game-c... | 34m 20s | ||||||
| 1/2/25 | Leaders Helping Leaders: 9 Memorable Stories of MSP Success | In this special recap episode of Now That’s IT: Stories of MSP Success, host Chris Massey and producer Stephen McNulty, are joined by guest John Joyce, revisit nine of the most memorable episodes from the podcast’s 45-episode journey. From navigating the 2008 financial crisis to building thriving MSPs with resilience, transparency, and collaboration, this episode dives deep into the inspiring stories that define the MSP community. Highlights include lessons on leadership, partnerships,... | 53m 50s | ||||||
| 12/19/24 |  Achieving Rapid Growth with Cybersecurity & Service: Paul Cashmore's IT Evolution | In this episode of Now That’s IT: Stories of MSP Success, we sit down with Paul Cashmore, co-founder of Solace Global Cyber, to explore his incredible journey of transforming a traditional MSP into a leading MSSP. Paul shares how his passion for cybersecurity and a service-first mindset fueled rapid growth, while also addressing the challenges MSPs face in today’s evolving IT landscape. Discover how Paul developed a risk-based approach to cybersecurity, handled high-stakes ransomware incident... | 21m 36s | ||||||
| 12/5/24 |  Thinking Bigger: Alex Stanton on Leadership, Innovation, and the Future of IT | In this episode of Now That’s IT: Stories of MSP Success, we sit down with Alex Stanton, a seasoned entrepreneur and industry innovator, to explore his remarkable journey from a teenage web developer to the founder of one of the largest MSPs in the Inland Northwest. Alex shares candid insights on scaling a business, navigating industry shifts, and the lessons learned while building a legacy in IT. We dive into the challenges MSPs face today, from rising cyber insurance costs to the evolving e... | 35m 59s | ||||||
| 11/21/24 |  Burnout to Balance: Benji Sawyer’s Journey to Sustainable MSP Leadership | In this episode of Now That’s IT: Stories of MSP Success, we sit down with Benji Sawyer, the high-tech guru behind Sawyer Solutions, to explore his journey from the brink of burnout to building a thriving MSP grounded in balance, compassion, and purpose. Benji opens up about the challenges of working 100-hour weeks, the pivotal moment that forced him to reassess his approach, and the strategies he used to create a sustainable, people-first business. Discover how Benji transitioned from techni... | 30m 56s | ||||||
| 11/7/24 |  Pivot Points: Dustin Bolander’s Journey from MSP Leadership to Reinventing Cyber Insurance | When Dustin Bolander entered the world of managed services, he never anticipated where his journey would lead. Starting as a helpdesk technician, he worked his way up to co-owning a thriving MSP. But as Dustin shares with host Chris Massey, the transition to becoming an innovator in cyber insurance was anything but straightforward. In this episode of Now That’s IT: Stories of MSP Success, Dustin takes us through the critical pivot points that shaped his career and ultimately led him to found ... | 41m 11s | ||||||
| 10/24/24 |  Unlocking Growth: The Real IT Care Transformation | In this episode of Now That's IT: Stories of MSP Success, we dive deep into the remarkable growth story of Real IT Care, a thriving MSP based in Pennsylvania. Co-owners Zane Patalive and Kenny Steinbacher share how they transformed a nonprofit IT initiative into a flourishing business, navigating partner changes, adopting the Entrepreneurial Operating System (EOS), and embracing new strategies for growth. Listen as Zane and Kenny discuss the pivotal moment when one of their founding partners ... | 36m 55s | ||||||
| 10/10/24 |  Sales, Service, and Security: How Brandon Layhew Leads ByteTime | In this episode of Now That’s IT: Stories of MSP Success, we sit down with Brandon Layhew, President and Managing Partner of ByteTime, to explore his incredible journey from sales success to leading a thriving MSP. Brandon shares how he turned a stagnant IT company into a fast-growing MSP by blending a service-first approach with cutting-edge cybersecurity offerings. For current and aspiring MSP leaders, this episode is packed with actionable insights on leveraging strong client relationships... | 35m 30s | ||||||
| 9/26/24 |  From Enterprise to the Family Business: How Stephen Riddick Earned His Leadership at CSP | In this episode of Now That’s IT: Stories of MSP Success, we dive deep with Stephen Riddick, President of CSP, Inc., as he shares his unconventional journey from contemplating law school and ski-bumming in Jackson Hole to mastering enterprise sales at Cisco. Stephen knew he couldn’t just walk into his family’s business—he needed to earn his place by proving himself outside the company. Discover how he leveraged his experience at a global tech giant and an MBA from Duke to transform CSP from a... | 37m 27s | ||||||
| 9/12/24 |  Forward Together: Why Open Ecosystems Drive MSP Growth | This week, we’re doing something a little different. We're excited to share an episode from another podcast sponsored by N-able: Beyond the Horizon: Future Focused MSP Insights. In this episode, Forward Together: Why Open Ecosystems Drive MSP Growth, David Weeks discusses how open platforms and ecosystems are shaping the future for MSPs, and why collaboration is key to driving growth in this space. It’s a must-listen for anyone looking to stay ahead in the evolving world of managed serv... | 15m 33s | ||||||
| 8/29/24 |  Small Town Growth: Brad Walser on Building Walser Technology Group | In this episode of Now That's IT: Stories of MSP Success, we sit down with Brad Walser, the founder and CEO of Walser Technology Group, to uncover the remarkable journey of growing a successful Managed Service Provider (MSP) in the heart of small-town Salisbury, North Carolina. With over 20 years of experience, Brad shares his insights on how he transformed a side hustle into a thriving IT business, all while navigating the unique challenges of a rural market. Brad’s story is a masterclass in... | 39m 34s | ||||||
| 8/15/24 |  Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor | In this episode of Now That's IT: Stories of MSP Success, we sit down with Dave Wilkeson, the founder and CEO of MSP Advisor, to uncover the key strategies that propelled him from a tech hobbyist to a renowned leader in the Managed Service Provider (MSP) industry. Dave shares invaluable insights into the critical role of financial discipline in scaling an MSP, offering candid advice he wishes he could give his younger self. Listeners will learn how Dave successfully navigated the complex wate... | 34m 53s | ||||||
| 8/1/24 |  Self-Employed to Business Owner: Lessons from Boyd Smith of TechKnowledgey | In this episode of Now That's IT: Stories of MSP Success, we sit down with Boyd Smith, the founder and president of TechKnowledgey, to explore his incredible journey from being self-employed to becoming a successful business owner. Boyd shares his unique perspective on the crucial differences between being self-employed and owning a business, highlighting the importance of building a reliable team and creating robust systems. Discover how Boyd navigated the challenges of the Great Recession, ... | 44m 30s | ||||||
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Chart Positions
1 placement across 1 market.
Chart Positions
1 placement across 1 market.