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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!

You Outgrew Traction. You Just Haven't Admitted It Yet. agile article roadmap & strategy Jun 16, 2026

You built something real with Traction. Give yourself credit for that. The EOS model helped you get out of your own head, put some structure around the chaos, and stop running your business entirely on instinct and heroics. That's legitimate progress. The problem is that Traction is a starter kit, a...

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The System Stops Lying: The Real Impact of the 10 Golden Rules of PSA blog leadership roadmap & strategy May 25, 2026

If you look closely at most IT service desks, you won't find a broken system. You will find a system that has perfectly adapted to normalizing chaos and exhaustion while masking inefficiency.

Most MSPs stay busy forever because they rely on sheer human effort to compensate for operational ambiguity...

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Anatomy of a Delayed Betrayal: Why You Must Stop Giving False Hope blog leadership roadmap & strategy May 18, 2026

Most MSPs do not lie to their clients. But under pressure, they regularly do something far more damaging: they reassure without certainty.

They speak optimistically when they should speak precisely. They promise progress when they only have intent. In the heat of the moment – and with a frustrated ...

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The Two Jobs of Communication: Anesthesia vs. Clarity blog leadership roadmap & strategy May 13, 2026
The Dual Job of Communication

Most MSPs operate with the best of intentions when it comes to communication. We want our clients to feel supported, and we want our teams to stay perfectly informed. Because of this, our default instinct is usually to simply communicate more.

But communication is not...

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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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