Lean more about how Servosity can secure your client’s data ►► https://bit.ly/3X1L8ED

👀 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

Learn more about how Servosity co-manages your backups with you ►► https://bit.ly/43AIaeD

👀 What if you could build a fully remote MSP, dominate a niche, win dozens of culture awards, and have virtually zero turnover on your service desk? That’s exactly what Amber, CEO of Parasol Alliance, has done.

In this episode, she breaks down how her team of over 80 employees — spread across 9 states — landed on the MSP 501 list at #4, all by doing things differently than most MSPs.

Here are five major lessons I learned from Amber:

✅ Culture is EVERYTHING (Especially When You’re Fully Remote)
✅ Lead with Strategy, Not Just Support
✅ All-Inclusive Pricing Builds Trust
✅ Focus on One Niche to Scale Faster
✅ Don’t Wait to Fire Underperformers

🎧 Chapters:
0:00 - Intro
1:32 - How she started Parasol Alliance
9:09 - Having her team work fully remote
11:50 - How not knowing the industry helped her make a better MSP
13:20 - Why the senior living niche? + how they lead their clients with strategy
27:18 - Deep dive into their work culture
39:00 - Walls they've hit + how they handle standardization + diving deeper into their process
50:51 - How they're handling AI
55:53 - MSP Titan Questions

👉 CONNECT MORE WITH :
https://www.linkedin.com/in/dstevens
https://www.linkedin.com/in/amberbardon/

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

Join my beta reader list for the upcoming book! ►► https://go.servosity.com/betareader

👀 What happens when an MSP is started by a finance and sales expert instead of an engineer? That’s exactly what Adam Barney and his business partner did with Framework IT, and the results speak for themselves.

Because they couldn’t do the tech work themselves, they were forced to scale/hire fast, build processes early, and master sales & marketing—leading to massive growth and a unique pricing model that rewards efficiency.

Here are five powerful lessons I learned from Adam about scaling an MSP strategically:

✅ Not Being a Tech Founder Can Be an Advantage
✅ The Wrong Clients Will Hold You Back
✅ A Unique Pricing Model Can Be a Game-Changer
✅ Fear Holds Back More MSPs Than Competition
✅ Peer Groups Can Accelerate Growth by Years

Chapters:
0:00 - Intro
2:07 - Starting an MSP with no IT background - had to hire fast
15:22 - Don't sale to just anyone + their unique pricing model
37:47 - How long it takes to get clients aligned on the pricing model
53:17 - Why peer groups are important
59:55 - MSP Titan Questions

👉 CONNECT MORE WITH:
https://www.linkedin.com/in/dstevens
https://www.linkedin.com/in/adam-barney-9810679/

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

Lean more about how my robust backup process and secure your client’s data ►► https://bit.ly/3X1L8ED

👀 What if your MSP could achieve world-class customer service, a rock-solid culture, and top-tier talent—all while scaling efficiently? That’s exactly what Bryon Beilman, CEO of IUVO, has done. With an NPS score of 80 (more than double the MSP industry average of 38!) and an average employee experience of 24 years, he's effectively built his MSP into the top 500.

Here are the five biggest lessons I learned from Bryon about scaling an MSP the right way:
✅ Leadership at the Edge Empowers Your Team
✅ Culture Isn’t a Buzzword—It’s a Strategy
✅ Customer Service is the Real Differentiator
✅ Think Long-Term: Invest in People & Process

Join my beta reader list for the upcoming book! ►► https://go.servosity.com/betareader

👉 CONNECT MORE WITH:
https://www.linkedin.com/in/dstevens
https://www.linkedin.com/in/bbeilman/

📖 Get Bryon's new book: https://a.co/d/4R7GIU6

Chapters:
0:00 - Intro
1:42 - Bryon's start
7:11 - Managing the process, not the employee
15:20 - How does his MSP differentiate?
25:42 - The importance of culture
31:05 - Leadership at the- edge
39:15 - MSP Titan Questions

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

►► Lean more about how my robust backup process and secure your client’s data ►► https://bit.ly/4ijcM8p

👀 How do you scale from an average MSP ($1.2M in revenue) to $18M all while slowly taking work off your plate? That’s exactly what Will Nobles, CEO of Vector Choice, did—and his secret wasn’t just hard work. It was a total mindset shift.

Will went from working non-stop to building a team and process that runs without him, unlocking the freedom to start multiple businesses, coach MSPs, and spend more time with his family.

Here are the five biggest lessons I learned from Will about breaking past growth plateaus and building a business that doesn’t own you:

✅ Get Out of Your Own Way
✅ Charge What You’re Worth—And Then Some
✅ Marketing Is a Process, Not a Gamble
✅ You Can’t Scale Without Letting Go
✅ Mindset Determines Everything

Chapters:
0:00 - Intro
1:36 - How Will got into IT
4:17 - Starting Vector Choice (his MSP) and growing to $18M
17:33 - His break throughs and overcoming himself
29:58 - Why your MSP needs an EA and why it's sooner than you think
34:00 - Why did he charge so little in the beginning?
39:20 - How Will manages to only spend 5-6 hours per week with Vector Choice
53:17 - Advice for those getting burnt out
59:37 - MSP Titan Questions

👉 CONNECT MORE WITH:
Damien: https://www.linkedin.com/in/dstevens
Will: https://www.linkedin.com/in/willnobles/

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

#msp #managedservices #managedserviceprovider

Lean more about how my robust backup process and secure your client’s data ►► https://bit.ly/41pZAsH

👀 I’ve been interviewing high-growth MSPs, but a certain part of Nick Regali’s story really stood out. He’s running a lean team, nearly doubling the revenue per employee of most MSPs, all while traveling the country in his RV and managing offices on both coasts.

How? It wasn’t luck—it was intentional leadership, culture building, and mindset shifts. And it didn't happen overnight either.

Here are the five biggest lessons I learned from Nick about scaling smarter, not harder:

✅ Culture Isn’t Fluff—It’s Strategy – Nick rebuilt his entire team around core values that drive performance.
✅ The Right People Make Freedom Possible – Running an MSP from an RV across the country? That only works if you’ve got a team you fully trust.
✅ Perfection Kills Progress
✅ Let Go of Bad Clients—Even if It Hurts – Not every dollar is worth it.

💡 If you’re an MSP CEO or executive chasing both business success AND personal freedom, this episode is for you.

Chapters:
0:00 - Intro
1:14 - His start into the MSP space
2:57 - How he's built a highly efficient team (double revenue per employee)
10:00 - Running his MSP from an RV, and how his team made it possible
18:24 - How do I build a dependable team?
27:46 - The importance of core values when building your team
31:53 - What ways did Nick have to change to fun a successful business?
52:27 - Removing wrong clients
57:38 - MSP Titan Questions

👉 CONNECT MORE WITH :
https://www.linkedin.com/in/dstevens
https://www.linkedin.com/in/nickrigali/

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

👀 I’ve been interviewing large, fast-growing MSPs, but what about those who want to keep it small? The truth is, success isn’t about headcount or revenue milestones—it’s about building an MSP that fits your life.

That’s exactly what Marvin B. (aka Uncle Marv) has done with MB Systems and Uncle Marv’s IT Business Podcast. Instead of chasing non-stop growth, Marv designed his business intentionally—one that gives him time freedom, financial stability, and the ability to work with clients he actually enjoys.

Here are several powerful takeaways from my conversation with Marv about defining success on your own terms:

✅ Success Isn’t About Size—It’s About Alignment
✅ Small Doesn’t Mean Struggling
✅ Work With Clients, Not Against Them
✅ Define YOUR Version of Success

Chapters:
0:00 - Intro
1:07 - Staying small by design
11:08 - His niche
16:05 - How do you set boundaries?
19:54 - Advice for those who want to stay small
24:29 - Starting Uncle Marv's IT Business Podcast
30:25 - Lessons learned from hundreds of podcast interviews
33:56 - What is he looking forward to?
40:17 - Resources for those wanting a small MSP
43:40 - Conclusion

👉 CONNECT MORE WITH:
Damien: https://www.linkedin.com/in/dstevens
Marvin: https://www.linkedin.com/in/marvinbee/

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

#msp #managedservices #managedserviceprovider

►► Backups you can trust with your clients data - get Servosity's backup process for FREE and improve your process ►► https://bit.ly/4jVFCx1

👀 What if you lost half your support team in one year? For Luke Downing, that wasn’t just a hypothetical—it was his reality. But instead of accepting constant turnover as the norm, he built one of the best places to work in Virginia and turned his MSP into one of the most profitable in the Taylor Business Group.

Luke didn’t just fix his hiring problem—he transformed his MSP. Here are five major takeaways from our conversation:

✅ Retention Problems Are Expensive—Solve Them First – High turnover isn’t just a hassle—it’s a profit killer.
✅ Leadership is Harder Than Technology – Managing servers is easy—managing people is where the real challenge lies.
✅ Hire for Values, Train for Skills – The best hires aren’t always the most experienced.
✅ You Can’t Deliver World-Class Service on Budget Pricing – Luke had to rethink pricing and charge what his MSP was truly worth.
✅ Work-Life Balance Attracts (and Keeps) Top Talent

00:00 Intro – What if you lost half your team in a year?
01:45 - Starting an MSP and figuring out how to fix people problems.
30:12 - How he learned to attract the right people that fit their culture
37:23 - What Luke attributes to his company's growth: Peer Groups, improving pricing, and caring for people.
51:52 - What's the biggest challenge he's faced?
58:21 - MSP Titan Questions

👉 CONNECT MORE WITH:
Damien: https://www.linkedin.com/in/dstevens
Luke: https://www.linkedin.com/in/luke-downing-01b9955/

🎙 Listen on audio:
Apple Podcast: https://podcasts.apple.com/us/podcast/msp-mindset-with-damien-stevens/id1669572779
Spotify: https://open.spotify.com/show/5B1k3Z8qXBGBSCJeSScjBE?si=c5d185c306064520

#msp #managedservices #managedserviceprovider

Scaling an MSP is tough, but scaling without losing your best people is even harder. In this episode, Peter Melby, CEO of New Charter Technologies, shares how he built a $20M MSP by prioritizing empathy at scale and a culture that thrives through growth. He reveals the biggest mistakes MSP leaders make, why focusing too much on struggling employees can drive away top performers, and how to build a company culture that scales. If you want to grow your MSP without sacrificing relationships, culture, or your sanity, this episode is a must-listen!

Chapters:
0:00 - Intro
1:37 - Peter's growth story, from college dropout to MSP CEO
12:28 - Predictions can be tricky + how relationships were crucial to their growth
22:57 - How he built his MSP to $20M in revenue + moving on from it to being CEO of New Charter Technologies
52:30 - Why is New Charter a platform
1:02:35 - Why can MSPs be hard to scale? Other people businesses (lawyers) have huge companies that scale.
1:06:02 - What is his view on M&A?

✅ Not sure about full support, we’re giving away our process for you to check out for yourself: https://bit.ly/4hCw4Wi

🤝 Connect with Peter: https://www.linkedin.com/in/petermelby/
🤝 Connect with Damien: https://www.linkedin.com/in/dstevens

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

#msp #managedservices #managedserviceprovider

✅ Not sure about full support, we’re giving away our process for you to check out for yourself: https://bit.ly/4hCw4Wi

Most MSPs stay stuck because they avoid sales, underprice their services, and resist stepping out of their comfort zones. In this episode, Jeff Newton, Co-Founder of Cyft, reveals the key mindset shifts and strategies needed to scale your MSP. Learn how to break through growth barriers, hire for strengths, and hold yourself accountable for real progress. If you're ready to stop playing small, listen now and start building the MSP you actually want!

Chapters:
1:17 - Biggest challenges facing MSPs
11:20 - Getting out of my comfort zone and embrace being bad (only for a time)
20:33 - How do I hire someone when I have a deficit of skill? How do I make sure both of us are set up for success?
30:22 - Do I take the sales journey or do I hire it out?

🤝 Connect with Jeffrey: https://www.linkedin.com/in/jsnewton/
🤝 Connect with Damien: https://www.linkedin.com/in/dstevens

🎙 Listen on audio: How to Stop Playing Small and Build a Multi-Million Dollar MSP
Apple Podcast: https://podcasts.apple.com/us/podcast/msp-mindset-with-damien-stevens/id1669572779
Spotify: https://open.spotify.com/show/5B1k3Z8qXBGBSCJeSScjBE?si=c5d185c306064520

#msp #managedservices #managedserviceprovider