Episode 26 · October 27, 2025
Episode 26 - Lessons from Building, Selling, and
With Brian Gillette and Colin Knox
What do you do after you’ve reached the top?
You’ve achieved the dream - built the business, and made the exit.
The pressure’s gone, and the question becomes - what now?
In Episode 26 of The MSP Sales Podcast, Brian Gillette sits down with Colin Knox (Founder of Gradient MSP, Passportal, & MSPCentric) for a conversation that gets down to the realities of entrepreneurship — what drives us, what drains us, and what’s waiting on the other side of “making it.”
Colin opens up about his own journey and shares hard-earned lessons from building, selling, and starting over — including:
➡️ Why chasing money rarely leads to fulfillment
➡️ How to define success beyond the spreadsheet
➡️ Why impact and purpose are stronger motivators than profit
If you’ve ever wondered what separates “busy” from “fulfilled,” or what happens after the big win, this episode is the one.
Because sometimes, the real work begins after you’ve already “made it.”
EPISODE HOSTS
Brian Gillette
Brian Gillette, the founder of Feel-Good MSP, stands out in the Channel with his unique, empathy-driven approach to sales and client relationships.
Formerly a VP of Sales for an MSP, his expertise now shines as a consultant, where he transforms traditional sales tactics with a focus on understanding and meeting client needs.
Renowned for his strategies in overcoming sales objections, Brian champions selling outcomes over technicalities, emphasizing value, trust, and the importance of peace of mind and productivity for clients. His dynamic, client-centered philosophy makes him an invaluable asset in the MSP landscape.
Colin Knox
Colin Knox is a serial entrepreneur and the Founder & CEO of Gradient MSP. With multiple successful exits under his belt—including the creation and sale of Passportal, a cybersecurity SaaS platform used by thousands of MSPs worldwide—Colin has built a reputation for turning ideas into scalable, profitable ventures.
He’s raised over $15M in capital and created nine figures in enterprise value across his companies. A sought-after speaker and thought leader in the MSP and SaaS communities, Colin is known for his practical insights on growth, leadership, and finding fulfillment beyond the spreadsheet.