Project Management

The 5 Whys Behind MSPs’ #1 Operational Challenge: Chaos

September 04, 20253 min read

Ask almost any MSP owner what their biggest challenge is, and you’ll hear a familiar answer: 
“We’re drowning in chaos. We’re constantly underwater.” 

Over the last two years, 57 different MSPs told us exactly that. The words change, but the meaning doesn’t: operations are messy, systems aren’t working the way they should, and owners feel like they’re one ticket queue away from total collapse. 

But let’s dig into why. And for that, we turn to one of the most powerful problem-solving tools out there, the “5 Whys.” 

 

Why #1: No One Trains MSPs on How To Run Their Operations 

Paul Dipple, of Service Leadership fame, has been blunt: there is no real operational training available for MSPs. 
The tools exist, the demand is there, but no one gives MSP owners the roadmap. 

Meanwhile, Aaron Kennedy (Cognition360, now ScalePad) reminds us: “No PSA comes ready for use.” 
Autotask, ConnectWise, Halo, none of them arrive configured to drive efficiency. Which means you’re stuck with powerful but underutilized systems. 

The result? A dangerous combo: no operational training, and no automation that works out of the box. 

 

Why #2: Everyone Thinks Their MSP Is “Unique” 

When we talk with MSPs about automation or standardization, we often hear: 
“That won’t work for us, our clients are unique.” 

But let’s be honest. Every client onboarding feels unique, but the process is the same. Seats may differ, but the steps don’t. The same applies to your operations incidents, IMACs, projects. These aren’t unique. They’re repeatable, and they’re exactly where operational automation can save you. 

The myth of uniqueness is costing you efficiency. According to Kaseya, the average MSP is bleeding $600 per tech per week in lost productivity. That’s $31K per year, per tech or $186K in a 6-tech shop. 

That’s not a “nice to solve someday” problem. That’s a profit-killer. 

 

Why #3: The Industry Isn’t Actually Complex - The Noise Is 

Inside the MSP world, “Best in Class” operators have already figured out how to drive out chaos. They’ve proven you can run lean, efficient operations and grow profitably. 

So why does it still feel impossible for so many? Because the noise is deafening. 
Consultants who don’t understand MSPs, VCs who only care about multiples, outsiders with hot takes but no scars from the field. 

The MSP industry itself isn’t inherently complex, it’s the sea of conflicting advice that makes it feel that way. 

 

Why #4: Most Improvement Efforts Fail 

Here’s the harsh truth: 87% of operational improvement programs fail (Clifton Butterfield, 2023). Not because MSP owners don’t care, but because they’re missing three critical ingredients: 

  1. A plan before they start 

  2. Clear success criteria 

  3. A true operational champion inside the business 

The 13% who succeed aren’t smarter, they just have structure. Without those pieces, chaos wins. 

 

Why #5: MSP Owners Didn’t Sign Up for This 

The heart of the problem is cultural. MSPs used to be started by great Techs who simply wanted to serve clients better. Today, anyone with a credit card or private equity money can “own” an MSP. 

But technical skill and ownership aren’t the same as knowing how to benchmark, track, and improve operations. Owners never got the B-School training to think in KPIs, process design, or automation. That’s not their fault, but it is their reality. 

And until they close that gap, the chaos keeps pulling them under. 

 

The Way Forward 

If this sounds like your MSP, you don’t need another “DIY toolkit.” You don’t need another consultant telling you that you’re unique. You need clarity, structure, and a partner who can help you implement what actually works. 

That’s exactly why Advanced Global exists. 

  • We’ve built standard operating procedures that work. 

  • We’ve developed Best in Class PSAutomation that eliminates wasted hours. 

  • We deliver Advanced Live Reporting that drives continuous improvement. 

You can keep searching and lose thousands more in billable hours… 
Or you can download our Unshackled eBook and see the path out of chaos. 
Or you can book a free strategy call with Steve and get clarity today. 

The choice is yours: stay underwater or Unshackle your MSP. 

Steve & Co  

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