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The Authority Company

The Authority Company

Chris Day on AI, Ownership & Unbreakable Client Partnerships

The Authority Company · Sep 23, 2026 · 36:03

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Chris Day has spent over two decades building and selling companies in the managed services industry — including Fully Managed and IT Glue. In this episode, he joins Joe Pardavila to break down his new book, MSP to MVP: Building Unbreakable Partnerships in the Customer Success Era, and why the MSP (Managed Services Provider) industry is at its most exciting — and most vulnerable — inflection point yet: AI.

Chris explains why customers don't leave MSPs because of bad tech support — they leave because no one is helping them plan for what's next. He unpacks the rise and fall of the "break/fix" billing model, why the old vCIO (virtual CIO) role is the real key to client retention, and why AI has finally given IT providers a reason to get invited into the boardroom again. Plus: what it's really like starting and scaling a company with your own brother, the mentors who shaped his leadership style, and how to tell a legitimate AI startup from "snake oil" in an inbox full of pitches.

In this episode:
The 3 types of leaders — founder, manager, and turnaround — and which one Chris is
Starting and running a company with his brother (and why sibling co-founders can actually work)
What MSP actually stands for, and how the industry has changed since 2002
The shift from "break/fix" billing to subscription-based managed services
Why the vCIO (virtual CIO) role is the key to "unbreakable" client partnerships
The real reason clients churn from their IT provider (it's not what you think)
Why ownership and accountability separate great service providers from average ones
How to avoid selling AI "for the sake of AI" — and spot real ROI use cases
Chris's #1 piece of advice from the book, in one sentence

📖 Get the book: MSP to MVP: Building Unbreakable Partnerships in the Customer Success Era by Chris Day🔗 More info on Chris and our other authors: https://theauthoritycompany.com

⏱️ CHAPTERS
00:00 – Intro: Meet Chris Day
00:41 – The 3 types of leaders (founder, manager, turnaround)
01:44 – Chris's leadership style & hiring for his weaknesses
03:33 – Building a company with his brother
07:01 – What does "MSP" actually mean?
09:19 – MVP = Most Valuable Partner, explained
09:54 – How the MSP industry has changed since 2002
10:37 – The shift from "break/fix" to subscription billing
13:12 – Starting a business in his early 20s & lessons from F5
17:12 – Mentors: learning what to do (and what not to do)
19:04 – The vCIO and building "unbreakable" partnerships
22:30 – Ownership, accountability & the landscaping analogy
26:23 – The simplest advice: just work a little harder
28:48 – The one takeaway from the book: "get in the boardroom"
31:03 – The problem with doing AI just for the sake of AI
33:58 – Spotting real AI value vs. "snake oil" pitches
35:20 – Where to find the book & final thoughts

Episodes: The Authority Company

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