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👀 How do you go from $600K to $22 million in just 10 years—without private equity backing? That’s exactly what Aaron Underhill, CEO of Dedicated IT, pulled off. He’s adding over $100K in MRR every quarter and may be one of the fastest-growing MSPs in the country.

But Aaron’s growth isn’t about hype—it’s about strategy, sacrifice, and staying rooted in his why. From hyper-niching in healthcare to building pods for better client experience, his model is bold, refined, and deeply intentional.

Here are the five biggest lessons I learned from Aaron:
✅ Define the Destination First
✅ Vertical Specialization Drives Efficiency & Margin
✅ Scaling Requires Structure & Sacrifice
✅ Growth Without Cash Flow Strategy Will Break You
✅ You Must Grow First to Lead Others to Growth

Chapters:
0:00 - Intro
1:14 - From 600k to 20M in revenue
7:11 - Figuring out their niche
15:36 - What does he attribute to his growth (it involved his niche)?
21:11 - What does 100k MRR growth look like (per quarter)
25:30 - What he's learned from this growth (know your path and use your size)
32:05 - What challenges has he's faced?
40:00 - Leading yourself first
52:56 - MSP Titan Questions

👉 CONNECT MORE WITH Damien and Aaron:
https://www.linkedin.com/in/dstevens
https://www.linkedin.com/in/aaron-underhill-11b9b251/

📺 Watch on YT: https://www.youtube.com/channel/UCbzzyR7yX9l9XQaZCBp0v0g