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 Beltex—a groundbreaking cyber insurance policy built specifically for MSPs. From navigating the challenges of transforming a break-fix MSP to embracing the intricacies of cyber insurance, Dustin sheds light on what it takes to thrive in an industry that’s constantly evolving.

He reveals hard-learned lessons about managing client relationships, understanding the hidden risks in traditional insurance policies, and the importance of keeping MSPs involved in the claims process. Along the way, Dustin provides candid insights into why he believes MSPs can and should play a critical role in reshaping the cyber insurance landscape.

Whether you’re an MSP executive looking to grow your business or simply interested in the intersection of IT services and insurance, this episode will leave you with actionable ideas on how to innovate, adapt, and stay ahead in a fast-changing marketplace.

Key Takeaways:

• Dustin’s early experiences in MSP ownership and the path to scaling a break-fix model
• How the concept for Beltex emerged as a response to the insurance industry’s blind spots
• Strategies for MSPs to navigate the challenges and benefits of specialized cyber insurance
• Why staying involved in incident response can lower costs and strengthen client trust

Tune in for an insightful conversation that explores the evolution of an MSP leader into a pioneer of channel-friendly cyber insurance.

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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 retired, accelerating their decision-making and unlocking a 40% growth surge. Discover how EOS helped them streamline operations, build a stronger culture, and create a clear path forward for Real IT Care.

This episode is packed with valuable insights for MSP owners, executives, or anyone aspiring to build a successful MSP. You’ll learn:

• The critical role that EOS can play in scaling your business.
• How to maintain strong client relationships while navigating leadership changes.
• Strategies to foster a winning culture that retains top talent and drives growth.

Whether you're facing similar challenges or looking for a roadmap to take your MSP to the next level, this episode will leave you inspired and equipped with actionable takeaways.

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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, evolving your services, and embracing cybersecurity to drive business growth. Learn how Brandon navigated challenges, adapted to industry changes, and turned adversity into an opportunity to propel ByteTime forward.

Whether you’re looking to strengthen your MSP’s sales strategy, enhance your service offerings, or build a robust cybersecurity foundation, Brandon’s story offers valuable lessons for every MSP leader. Tune in to discover how to balance sales, services, and security to position your MSP for long-term success.

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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 hardware-centric company into a thriving Managed Service Provider. Whether you’re an MSP owner looking to scale or an aspiring entrepreneur seeking inspiration, Stephen’s story of growth, leadership, and strategic vision is packed with insights and actionable takeaways. Don’t miss this compelling episode on what it truly takes to earn your leadership in the IT world!

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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.

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 services.

After you finish listening, be sure to subscribe to Beyond the Horizon so you don’t miss any of their upcoming episodes.

We’ll be back in two weeks with our conversation with Stephen Riddick.

In this episode of Beyond the Horizons, Pete Roythorne is joined by David Weeks, VP of Community at N-able, to delve into the transformative concept of open ecosystems for Managed Service Providers (MSPs). They discuss the evolving role of RMM tools as data aggregators, the importance of integrating diverse software, and the power of AI in enhancing business efficiency. Tune in to explore how MSPs can leverage open ecosystems to drive opportunity, mitigate risks, and ensure scalability.

Topics Discussed:

1. Introduction to Open Ecosystems:

The significance of open ecosystems for MSPs, and the changing role of RMM as a data aggregator.

2. Data Aggregation and Business Insights:

Utilizing data from your RMM to build pipelines and identify sales opportunities, and how data aggregation helps MSPs understand customer needs and trends.

3. Integration and Interoperability:

The necessity of MSPs to use a range of software tools beyond a single vendor's offerings. Challenges and benefits of bi-directional integrations and communication between tools.

4. AI and Automation in MSP Operations:

The role of AI and Robotic Process Automation (RPA) in managing data and making decisions, plus how AI enhances the scalability and efficiency of MSPs.

5. Vendor Relationships and Best-of-Breed Tools:

The risk of single

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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 strategic growth, resilience, and the power of a customer-first approach. From his early days in the energy sector to building an MSP that prioritizes happy customers and sustainable revenue, Brad reveals the key decisions that fueled his company's steady expansion. He discusses the importance of company culture in attracting and retaining top talent, even in a small town, and why sticking to core values has been crucial to his long-term success.

This episode is packed with actionable advice for MSP owners and employees looking to scale their businesses, improve customer satisfaction, and create a lasting impact in the IT industry. Whether you’re a seasoned IT professional or just starting out, Brad’s experience and wisdom will inspire you to think differently about growth and success in the MSP space.

Tune in to learn how a small-town MSP can compete with the big players, why culture is the backbone of any successful business, and what it takes to achieve steady, sustainable growth in today’s competitive IT landscape.c

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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 waters of MSP growth, from securing a solid financial foundation to leveraging strategic partnerships and recurring revenue. Discover the pivotal moments that shaped Dave's journey, including the lessons learned from early ventures, the transition to managed services, and the importance of surrounding yourself with the right talent.

Whether you're an aspiring MSP owner or a seasoned pro, this episode is packed with actionable takeaways that will help you steer your business toward sustained profitability and growth. Don’t miss out on Dave’s expert advice on becoming a successful MSP advisor in today’s competitive landscape.

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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 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, managed financial struggles, and built a trusted client base that has stayed with him through thick and thin.

Tune in to learn:

• The pivotal moments that shaped Boyd's entrepreneurial mindset
• Strategies for transitioning from a break-fix model to managed services
• Insights on financial management and the importance of knowing your numbers
• The role of trust and relationship-building in client retention and business growth
• Boyd's approach to hiring the right people and fostering a strong, cohesive team

Boyd's story is not just about business success; it's about resilience, grit, and the relentless pursuit of excellence. Whether you're just starting out or looking to scale your existing business, this episode is packed with valuable lessons and practical advice that you can apply to your own journey.

Join us for an engaging and inspiring conversation that will leave you motivated to take your business to the next level.

Hosted by industry veterans, this podcast delves deep into the findings of the MSP Horizons Report, providing actionable insights to transform your IT business. Each episode features in-depth discussions with experts, thought leaders, and successful MSPs who share their experiences and strategies for navigating the ever-evolving landscape of managed services. Listen & Subscribe Wherever You Get Your Podcasts.

'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.