Now That's IT: Stories of MSP Success

Now That's IT: Stories of MSP Success

Now that's IT: Stories of MSP Success dives into the journeys of some of the trailblazers in the Managed Service Provider 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.

Deepfakes, Disguises, and Deliveries: How Rob Shapland Hacks Human Weakness to Build Stronger Security
Now That's IT: Stories of MSP SuccessJuly 17, 2025x
9
00:34:5624.02 MB

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 ...

Freelancer to Founder: How Barinder Hans Built Red Rhino
Now That's IT: Stories of MSP SuccessJuly 03, 2025x
8
00:33:3523.1 MB

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 jo...

From Pentagon to Product Leader: Robert Johnston’s Mission to Transform Cybersecurity
Now That's IT: Stories of MSP SuccessJune 19, 2025x
7
00:37:0825.53 MB

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 f...

It Takes Two: The Story of Technica’s Transformation
Now That's IT: Stories of MSP SuccessJune 05, 2025x
6
00:37:1625.63 MB

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...

Why Focus Wins: Vinod Paul on Align’s MSP Success
Now That's IT: Stories of MSP SuccessMay 22, 2025x
5
00:37:3425.83 MB

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...

Built on Trust: Kevin Stock on Leading a Family-Run MSP That Lasts
Now That's IT: Stories of MSP SuccessMay 12, 2025x
4
00:40:5428.13 MB

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—powe...

A Mission to Protect: John McCoy’s Path to MSP Ownership
Now That's IT: Stories of MSP SuccessApril 24, 2025x
3
00:28:1219.4 MB

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 a...

From Help Desk to Headliner: How Tim Barton-Wines Earned the MSP Spotlight
Now That's IT: Stories of MSP SuccessApril 10, 2025x
2
00:54:5837.78 MB

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 trans...

Scaling from Setbacks: How Chris Kraiss Built a Thriving MSP
Now That's IT: Stories of MSP SuccessMarch 27, 2025x
1
00:34:2023.61 MB

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 t...

Leaders Helping Leaders: 9 Memorable Stories of MSP Success
Now That's IT: Stories of MSP SuccessJanuary 02, 2025x
26
00:53:5037 MB

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 MS...

Achieving Rapid Growth with Cybersecurity & Service: Paul Cashmore's IT Evolution
Now That's IT: Stories of MSP SuccessDecember 19, 2024x
25
00:21:3614.87 MB

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...

Thinking Bigger: Alex Stanton on Leadership, Innovation, and the Future of IT
Now That's IT: Stories of MSP SuccessDecember 05, 2024x
24
00:35:5924.74 MB

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 sc...

Burnout to Balance: Benji Sawyer’s Journey to Sustainable MSP Leadership
Now That's IT: Stories of MSP SuccessNovember 21, 2024x
23
00:30:5621.28 MB

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 workin...

Pivot Points: Dustin Bolander’s Journey from MSP Leadership to Reinventing Cyber Insurance
Now That's IT: Stories of MSP SuccessNovember 07, 2024x
22
00:41:1128.32 MB

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 ...

Unlocking Growth: The Real IT Care Transformation
Now That's IT: Stories of MSP SuccessOctober 24, 2024x
21
00:36:5525.39 MB

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 pa...

Sales, Service, and Security: How Brandon Layhew Leads ByteTime
Now That's IT: Stories of MSP SuccessOctober 10, 2024x
20
00:35:3024.41 MB

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 blendin...

From Enterprise to the Family Business: How Stephen Riddick Earned His Leadership at CSP
Now That's IT: Stories of MSP SuccessSeptember 26, 2024x
19
00:37:2725.75 MB

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 h...

Forward Together: Why Open Ecosystems Drive MSP Growth
Now That's IT: Stories of MSP SuccessSeptember 12, 2024x
18
00:15:3310.73 MB

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 ecos...

Small Town Growth: Brad Walser on Building Walser Technology Group
Now That's IT: Stories of MSP SuccessAugust 29, 2024x
17
00:39:3427.2 MB

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...

Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor
Now That's IT: Stories of MSP SuccessAugust 15, 2024x
16
00:34:5323.99 MB

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 int...