AI, Speed, and Sales: James Vickery on What Really Separates High-Performing MSPs
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Welcome to Ctrl-Alt-Deliver: MSP Service Delivery Mastery.
I’m Jeni Clift, joined by my husband and longtime business partner, Nick. Together, we’ve spent nearly 30 years building, scaling, and eventually exiting our own MSP business.
Over that time, we learned that success in the MSP world isn’t just about the latest tools or trends — it’s about dependability, culture, and the ability to keep pace with changing client expectations.
In this episode, we sit down with James Vickery — CEO of Benchmark 365. From building and selling his own MSP, to pioneering global service delivery models, to now helping MSPs worldwide scale profitably, James has spent more than two decades shaping what high-performing MSPs really look like.
Here’s what we covered together:
✅ Why AI is speeding up market expectations — and what that means for MSPs who can’t just “AI everything”
✅ Why dependability matters more than dashboards when it comes to long-term client retention
✅ How offshore success comes from culture, structure, and redundancy — not just cost savings
✅ The surprising truth: the only difference between a low-performing and high-performing MSP is sales
✅ Practical steps MSP leaders can take today to build scalable, resilient, and client-focused businesses
We created this podcast to share the kinds of conversations we wish we’d had more of while running our own MSP — real, practical advice from leaders who’ve been in the trenches and built businesses that last.
Whether you’re leading an MSP, building global teams, or simply looking for ways to keep clients happier while scaling smarter, this episode with James Vickery is packed with insights you can put into practice right away.
👉 Connect with James on LinkedIn: https://www.linkedin.com/in/jvb365
🌐 Learn more about Benchmark 365: https://benchmark365.com/
🎧 Listen to this and more episodes on Ctrl-Alt-Deliver: https://www.buzzsprout.com/2514171/episodes
🌐 Explore the full archive: https://www.ctrl-alt-deliver.blog/episodes
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