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:

• Why the human layer is still the biggest vulnerability in security
• How attackers are already using AI for voice and video deepfakes
• What companies can do today to strengthen their weakest links

If your clients think MFA alone is enough, this episode proves otherwise.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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 model
• The challenges of hiring his first employee after 10 years solo
• Why culture, documentation, and leadership were key to scaling
• How Red Rhino’s rebrand reflects a bigger vision for the future
• His take on AI, automation, and the next evolution of the MSP industry

Whether you're just starting your MSP journey or looking to scale with purpose, this episode is packed with insights, inspiration, and real-world lessons from someone who’s lived it.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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 matter more than ever, and how AI is reshaping both threats and responses in real time.

Whether you run a 10-person MSP or lead global operations, Robert’s mission to transform cybersecurity offers real lessons in scaling services, serving clients, and staying ahead of attackers.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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), joining peer groups, and making bold moves to scale their business.

Listeners will gain insights into:

• Why purely technical focus limits growth and how to shift to a strategic mindset
• How EOS provided the structure and accountability to drive transformation
• The role of peer groups and industry connections in fueling business growth
• Key takeaways for MSP owners and leaders navigating today’s challenges

Whether you’re an MSP veteran or just starting out, Craig and David’s story is a testament to the power of partnership, resilience, and smart business strategy.

Tune in to discover how Technica turned a near-stagnation into an inspiring success story—and why “it takes two” to truly transform.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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? Align grew from 75 to 300 employees, expanded into 31 countries, and became a trusted name in one of the most demanding industries in the world.

If you're an MSP leader grappling with growth, client fit, or the pressure to do it all, this conversation is packed with real-world strategies, lessons in verticalization, and insights on scaling without compromise.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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 control as a founder, and leading through tough seasons—including a rocky start to what ultimately became their best year ever. From walking quotes live with prospects to letting go so his brothers could step up, Kevin’s story is a blueprint in resilience and relationship-driven growth.

Whether you’re leading a team, scaling a service business, or navigating the complexities of working with family, this episode is full of lessons that last.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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 shifting his entire client base to fully managed services, John’s story is one of bold leadership, cybersecurity-first thinking, and values-driven growth.

Whether you're an MSP owner rethinking your tech stack or an IT leader navigating risk and resilience, this episode offers a masterclass in leading with conviction—and securing what matters most.

Learn more about Manage My Security.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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 helped build a global footprint, and why saying “no” to acquisition has become their boldest strategic move.

Whether you’re an MSP owner looking for the next great tool—or a leader thinking long-term about brand, culture, and independence—this episode is packed with insight on building momentum the right way.

🎧 This one’s for the builders. The believers. And the ones playing the long game.

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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-changers for scaling his business
✅ The importance of company culture in attracting and retaining top talent
✅ His real-time insights on leadership, fearlessness, and strategic growth

Whether you're an MSP owner, IT leader, or thinking about making the leap, Chris’s story is packed with real-world lessons on resilience, business strategy, and scaling with confidence.

🎧 Listen now and learn how to turn setbacks into success!

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.

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, and finding purpose through adversity. Whether you’re an MSP veteran or just curious about the space, this retrospective offers actionable insights and a look at what’s to come in Season 3.

Listen now and join the conversation shaping the future of IT.

Matt Hutter:

Side Hustle to Successful MSP: Matt Hutter on Starting and Growing His Business

An intriguing narrative of Matt Hutter who transformed his side gig into a thriving enterprise, all while navigating the tumultuous terrains of a recession and family life.

 

Brandon Layhew

Sales, Service, and Security: How Brandon Layhew Leads ByteTime

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.

 

Bente Roycroft

Customer to CEO: Bente Roycroft on Transforming Accurate Network for Growth

Bente Roycroft, CEO of Accurate Network Services, paints a vivid picture of her transition from environmental consulting to leading a thriving IT business. Bente reveals how an appreciation for the written word set the stage for triumphs in hiring, HR, accounting, and strategic business planning. 

 

Let us help you unlock your business's full potential.

N-able Business Transformation is Expert led and Peer informed.These valuable executive programs are tailored to provide effective guidance and a faster path to a scalable and successful business.

Book a Call with Chris Massey now to learn what Business Transformation can do for you! 

'Now that's it: Stories of MSP Success,' dives into the journeys of some of the trailblazers in our industry to find out how they used their passion for technology to help turn Managed Services into the thriving sector it is today.

Every episode is packed with the valuable insights, practical strategies, and inspiring anecdotes that lead our guests to the transformative moment when they knew….. Now, that's it.

This podcast provides educational information about issues that may be relevant to information technology service providers.

Nothing in the podcast should be construed as any recommendation or endorsement by N-able, or as legal or any other advice.

The views expressed by guests are their own and their appearance on the podcast does not imply an endorsement of them or any entity they represent.

Views and opinions expressed by N-able employees are those of the employees and do not necessarily reflect the view of N-able or its officers and directors.

The podcast may also contain forward-looking statements regarding future product plans, functionality, or development efforts that should not be interpreted as a commitment from N-able related to any deliverables or timeframe.

All content is based on information available at the time of recording, and N-able has no obligation to update any forward-looking statements.