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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!

Your Culture is Not a Poster; It’s the Hull of Your Ship blog culture leadership Apr 29, 2026

Most business owners obsess over strategy, metrics, and market share because that’s what we were taught to do. But the single greatest predictor of your success isn’t your business plan; it’s your Culture.

Let’s be real: If you don't design your system intentionally from the top down, you’ll get wh...

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You Aren't Responsive. You're Just Drowning. agile blog leadership roadmap & strategy Apr 13, 2026
The Hero Complex vs. True Control

It is incredibly easy for an MSP to mistake a chaotic flurry of activity for excellent customer service.

You drop everything when a client gets loud. You cram another ticket into a technician's schedule the second they finish one. Your daily calendar is a battlefi...

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The Myth of the Perpetual Emergency agile blog leadership roadmap & strategy Apr 09, 2026
The Prioritization Trap

When everything feels urgent, human beings become terrible at prioritization.

Under pressure, we default to the loudest signal. We react to the client making the most noise, the ticket that just hit the board, or the problem that simply feels too uncomfortable to ignore.

I...

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One Size Fits None: Why You Must Define Your Business State blog blueprint leadership roadmap & strategy Mar 31, 2026

There is a lot of bad advice out there. You scroll through LinkedIn or pick up a generic business book, and you see the same tips recycled over and over again: "Scale fast!" "Hire for culture!" "Automate everything!"

These aren't necessarily wrong ideas, but they are dangerous if applied out of con...

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The Pyramid of Purpose™: Your Business Blueprint for the Next Level blog blueprint leadership roadmap & strategy Mar 26, 2026

I see the same problem in businesses every single day. The owner has a grand vision. They know exactly where they want to go. They have a brilliant strategy locked away in their brain. But when I talk to their team? They are confused. They are frustrated. They are just completing tasks, unaware of h...

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Work Stalls Silently: The Difference Between Activity and Progress agile blog leadership roadmap & strategy Mar 18, 2026
The Illusion of Movement

Work does not stall loudly. It stalls silently.

Most stalled tickets look fine at a glance. They are open. They have been touched recently. Notes exist. Someone feels responsible for them. And yet, nothing is actually happening.

Days pass, then weeks. Eventually, the tick...

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You Don’t Know How Busy You Actually Are agile blog leadership roadmap & strategy Mar 12, 2026

Most MSPs believe they know how busy they are. They sense it in the room. They hear it in the tone of conversations. They see it in the number of open tickets.

But what they don’t see is demand – only pressure.

And pressure is a terrible planning tool.

This brings us to Rule #5 of my Ten Golden R...

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Why Your PSA Is Full of Fiction blog leadership roadmap & strategy Mar 03, 2026

Most MSPs believe they are tracking time. In reality, they’re reconstructing it.

Notes are written at the end of the day. Time is entered in batches. Details are filled in from memory, assumption, or habit. Everyone knows this is imperfect, but it feels “good enough.”

It isn’t.

This brings us to ...

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You’re Not Scaling, You’re Just Swelling blog leadership roadmap & strategy Feb 26, 2026

Most MSPs believe growth happens by adding people. It’s the standard equation: More clients require more technicians. More work requires more hands.

On the surface, this seems obvious. But it’s also the fastest way to build a fragile, low-margin business that exhausts its best talent.

This brings ...

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The Junk Drawer Effect: Why Bundled Tickets Kill Flow blog blueprint leadership roadmap & strategy Feb 19, 2026

I’ve spent decades looking at service boards, and I can tell you exactly which tickets are killing your team's morale. It’s not the complex server outages. It’s not the difficult migrations.

It’s the ticket titled: "A few things..."

I created the Ten Golden Rules of PSA to help IT leaders stop dro...

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Stop Training Your Business to Lie to You blog leadership roadmap & strategy Feb 06, 2026

If you want to fix your service delivery, you have to stop treating your PSA tool like a glorified suggestion box. It is the operating system of your business.

I developed the Ten Golden Rules of PSA not as a list of "best practices" or "helpful tips” but as constraints. They are rules designed to ...

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Math Doesn't Lie: Why Data Beats Gut Feeling Every Time blog leadership roadmap & strategy Jan 27, 2026

I hear it all the time. A business owner sits across from me, slams their hand on the table, and makes a huge decision based entirely on "gut feeling."

"I just feel like this is the right hire." "I feel like this client is going to turn around." "I feel like we need to pivot to this new service."

...
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