
Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor
08/15/24 • 35 min
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.
N-able also produces Beyond the Horizon. Hosted by industry veterans, this podcast delves deep into the findings of the annual MSP Horizons Report, providing actionable insights to transform your IT business. Listen & Subscribe Wherever You Get Your Podcasts.
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 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.
N-able also produces Beyond the Horizon. Hosted by industry veterans, this podcast delves deep into the findings of the annual MSP Horizons Report, providing actionable insights to transform your IT business. Listen & Subscribe Wherever You Get Your Podcasts.
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.
Previous Episode

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, 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.
N-able also produces Beyond the Horizon. Hosted by industry veterans, this podcast delves deep into the findings of the annual MSP Horizons Report, providing actionable insights to transform your IT business. Listen & Subscribe Wherever You Get Your Podcasts.
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.
Next Episode

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 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
N-able also produces Beyond the Horizon. Hosted by industry veterans, this podcast delves deep into the findings of the annual MSP Horizons Report, providing actionable insights to transform your IT business. Listen & Subscribe Wherever You Get Your Podcasts.
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.
Now That's IT: Stories of MSP Success - Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor
Transcript
One , two , three , four .
Speaker 1You need different kinds of personalities to really really be successful .
Speaker 1I think it's really hard for a single business owner
Speaker 1to just be super successful on their own .
Speaker 1Eve
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