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The Coach’s Playbook

My ultimate goal is to write useful and relevant content about everything related to creating success and getting you to the next level.

Sometimes however, I do find myself just blogging about things that need to be talked about, so don’t be surprised by what you find popping up here. I always welcome all useful comments, suggestions and critiques. So come often, bring a friend, and stay as long as you’d like!

Why Your Silence is Sabotaging Your Client Relationships blog roadmap & strategy Nov 25, 2025

I want to ask you—the owner or CEO of an IT Service business—a simple, straight question: How many times do you find yourself genuinely thinking about a client's network or business challenge in the middle of the night?

If you're like most dedicated leaders I coach, the answer is "pretty much every...

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Service Chaos is Not a Strategy: How to Map a Clear IT Escalation and De-Escalation Framework agile blog leadership roadmap & strategy Nov 18, 2025

If I had to pick the single most confusing and often non-existent process in an IT business, it’s the escalation and de-escalation framework. Issues either get sucked into a black hole of inertia, sitting untouched for days, or they blow up and immediately hit the desk of your most expensive enginee...

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Up To Your Arse In Alligators? The Hard Truth About Work in Progress (WIP) blog roadmap & strategy Nov 10, 2025

Let me ask you a few direct questions: Exactly how many tickets do you have in your system right now? And how old is the oldest one? 30 days? 45 days? How about 60?

Now for the most telling metric: How many of those tickets are In Progress? By "In Progress" I mean it has actually been touched at so...

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Stop Stacking Dominoes with Your "Nebulous Blob" of a Service Board and Start Hunting the Rogues blog roadmap & strategy Nov 06, 2025

Let's talk about that service board.

For most IT Service Providers, it's not a manageable list of tasks. It's instead what I call the "nebulous blob"—a never-ending, shapeless backlog of work that feels impossible to get ahead of.

In a desperate attempt to control this chaos, you probably have a d...

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The Consistency Killer: The Chaos of the Rogue Technician blog leadership Oct 28, 2025

You hired smart, well-meaning technicians to solve problems. And they do. But if your IT service is built on the genius of individual techs instead of a unified, engineered plan, your company is stuck maintaining instead of producing predictable, repeatable results.

This internal misalignment—where...

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The Undocumented Killer: Why Your Service Stalls at the Next Level blog leadership roadmap & strategy Oct 23, 2025

If you're a CEO or owner in the Managed Service Provider (MSP) space, you know that growth is the goal. But for many, that growth stalls out right around the $2 million mark. I promise you, the barrier isn't your talent, your market, or your pricing. It's the chaotic, unwritten, and undocumented nat...

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Engineering Success: The Systems You Need to Get to the Next Level blog roadmap & strategy Oct 17, 2025

Sustainable business success is not accidental; it is engineered through a disciplined, systematic approach that integrates culture, strategy, and execution. If you're a Managed Service Provider (MSP) owner, you know the grind. You're constantly maintaining—addressing the break/fix model, managing y...

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The Blueprint for 'Stratospheric Success': Why Systems, Strategy, and Discipline Engineer Growth blog leadership Oct 09, 2025

Is your business stuck in a cycle of maintenance, constantly chasing the next problem instead of actively producing results?

The IT industry is one of the most demanding and competitive sectors in today’s economy. And the pace of change isn't slowing down. To simply survive, you have to constantly ...

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Is Your PSA a Paperweight? Why Your Service Delivery Isn't Getting Results blog leadership Oct 02, 2025

You made a significant investment in your Professional Services Automation (PSA) platform—whether it’s ConnectWise, Autotask, Rev.io… doesn't matter which one. It’s the central nervous system of your IT business, a tool meant to drive efficiency and profitability. You’ve been promised a streamlined ...

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Beyond the Black Hole: Why You Can't Fix What You Don't Measure blog leadership Sep 25, 2025

Have you ever felt like your IT team is working hard, but the ticket backlog never seems to shrink? Or wondered if your clients are truly satisfied, but you have no real way of knowing? It's a common frustration, and it's a direct result of not measuring the right things. Let’s dive into the key met...

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Your Roadmap to Success: Charting the Path to the Next Level blog leadership Sep 18, 2025

Is your business moving forward with a clear purpose, or is it just… moving? It’s a question I see all the time. It’s not uncommon for an organization's plan to be outdated, poorly conceived, or even non-existent. Without a clear roadmap, teams work hard but don't gain ground, and goals always remai...

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What's Thriving in Your Organization—Culture or Toxiculture? article organizational culture toxic culture Sep 12, 2025

Let’s be honest. We talk a lot about strategy, innovation, and market share. We pore over balance sheets and quarterly reports. And don't get me wrong, those things are indeed vital. They’re like the charts and cargo manifests for a ship. But what if I told you the single most critical factor in you...

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