Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor

Navigating Growth: Dave Wilkeson on Becoming the MSP Advisor

Aug 15, 2024

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.

01:00 - 03:02 Introduction and Background
Chris Massey introduces Dave Wilkeson, discussing his background in chemical engineering and how he transitioned into the tech and MSP world.

03:03 - 06:31 Early Career and First Ventures
Dave talks about his early ventures, including starting a computer store during college, the lessons learned, and his initial exposure to the tech industry.

06:32 - 11:57 Transition to Managed Services
Dave discusses buying into a small IT services business and the early days of discovering and implementing managed services, including the importance of recurring revenue.

11:58 - 14:43 Importance of Financial Discipline
Dave highlights the critical role of financial discipline, sharing how early financial missteps shaped his approach to running a successful MSP.

14:44 - 16:23 Partnerships and Industry Relationships
The significance of key industry partnerships, particularly with N-able’s Mike Cullen, and how these relationships contributed to the success of Dave’s business.

16:24 - 17:52 Growth Challenges and Overcoming Them
Dave discusses the challenges of rapid growth, the importance of pushing beyond comfort zones, and how these experiences strengthened his company.

17:53 - 19:38 Hiring and Team Building
Insights into what Dave looks for when hiring, the importance of having the right team, and how diverse talents contribute to MSP success.

19:39 - 21:28 The Role of Data and Financial Understanding
Dave emphasizes the importance of understanding finances and relying on data rather than gut feelings when growing an MSP.

21:29 - 23:06 Advice to His Younger Self
Dave shares the advice he would give to his younger self, focusing on financial discipline and the importance of hiring the right people.

23:07 - 26:13 Becoming the MSP Advisor
The evolution of Dave’s career into consulting and coaching other MSPs, and how his experience has shaped his approach to advising.

26:14 - 28:13 Current State of the MSP Industry
Dave discusses the current trends in the MSP industry, including the impact of AI and RPA on labor and service delivery.

28:14 - 33:06 Book Release and Final Thoughts
Dave talks about his new book, “Profit and Growth for MSPs,” and shares final insights, including what he wishes he’d known earlier in his career.

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