Andrew Penny

Leadership & Management

How to Build an Advisory Board that Actually Works

Andrew Penny, October 28 2025

I was speaking with a business owner a while back who told me he had set up an advisory board. “We got together twice,” he said. “It didn’t really go anywhere.” I asked a few questions: He’s not alone. A lot of advisory boards are built with good intentions but never deliver real value — mostly because they’re never built to deliver value....

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Leadership & Management

Advisory Boards: Important But Not Urgent… Until It Is

Andrew Penny, October 21 2025

A while ago, I was catching up with the CEO of a mid-sized business. His business was growing steadily but wrestling with some underlying challenges. As we talked through a few of the issues, I asked whether he had ever considered forming an advisory board. His response was familiar:  “Absolutely, it’s something I know I need to do. Just not...

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Market Strategy

Most Go To Market Problems Don’t Start in Sales and Marketing

Andrew Penny, October 7 2025

I taught skiing on weekends for almost 40 years and one of the most powerful skills I developed was what is called ‘Detection and Correction”.  It’s the skill of identifying the symptom and then determining the root cause. Inexperienced instructors can spot the symptom—but rarely identify the root cause. A student may be skiing without flexing...

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Customer Sales

Sit Down, You’ll Look Taller

Andrew Penny, September 23 2025

Little Changes. Big Impact. Bigger Satisfaction A survey by the University of Wisconsin School of Medicine looked at how patients felt about the time their doctors spent by their bedside. The only difference? Whether the doctor sat or stood. When the doctor sat down, 73% of patients said they were satisfied. When the doctor stood, only 49% did....

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Market Strategy

Who are YOU selling to? … Anyone with a pulse and money!

Andrew Penny, September 9 2025

Often, when I examine a company’s approach to sales, they want to dive right into fixing the symptoms. They want to discuss MQL, SQL, Conversion ratios, average contract value, and so on. Where I want to start is with strategy: How have you defined your perfect prospect? What are the problems that you might solve for them? What are the...

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Leadership & Management

Why Every Growth-Minded CEO Needs a Strategy Coach

Andrew Penny, August 26 2025

Most CEOs I know don’t want a coach. At least, not in the traditional sense. They didn’t climb the mountain by asking for directions. They got there by figuring things out. By instinct. By guts. By doing. But here’s the thing: at a certain stage, figuring things out alone doesn’t cut it anymore. The stakes are higher, the terrain is unfamiliar,...

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Market Strategy

Message Decay

Andrew Penny, August 12 2025

Sometimes, the cause of falling revenue is obvious – a major client fails, a sales channel quits, input costs increase, a new competitor enters your market. But more often, the cause is really hard to pin down and it can be really frustrating. Far too often we leap to price (our competitor is undercutting us), or sales effort (let’s have a sales...

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Market Strategy

The Scale Up Gap(TM)

Andrew Penny, July 29 2025

Businesses survive and thrive for all sorts of reasons. Many of which are outside of our control. But many of them aren’t. There are strikingly few barriers to starting a business and consequently all sorts of dumb ideas, poorly executed, are attempted. As a result, only 10% of startups actually get into the

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Market Strategy

This Seemed Like a Good Idea at the Time

Andrew Penny, July 15 2025

With some trepidation you strip down to the basics and attach the required ankle tracker. You have made a foolhardy(?) decision to go ahead with the venture. Physically you are committed. Mentally – not so sure. You shuffle forward to the end of the dock. The man says, “The timer starts when you step on the

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Market Strategy

A Little Bit of Canada in My Life!

Andrew Penny, July 1 2025

For those who celebrate it – Happy Canada Day!  Even if you are not fortunate enough to be a Canadian citizen, do feel free to celebrate the very fact of Canada. In many ways the world could use a bit more Canada just now. Here in Canada, we have muddled along quite well for the last 157 years managing to avoid too much controversy and minding...

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