From Enterprise to the Family Business: How Stephen Riddick Earned His Leadership at CSP

Now That's IT: Stories of MSP Success

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.

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'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.

Kapitel

1. From Enterprise to the Family Business: How Stephen Riddick Earned His Leadership at CSP (00:00:00)

2. Success in Business (00:00:37)

3. Transition From Cisco to CSP (00:07:43)

4. Sales Strategy and Business Pivot (00:15:02)

5. Leadership, Vision, and Partnerships in Business (00:25:32)

6. Family Values and Business Success (00:36:14)