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Scaling a Business Through Agile Leadership: How to Break Free from Complacency

  • Sean Ryan
  • Jun 5
  • 3 min read
A busy tradesman, surrounded by tools and a ringing phone, looks overwhelmed in his workshop as a young apprentice walks away with a toolbox. In the background, a staircase leads upward toward an office space, symbolizing the transition from hands-on work to leadership.
Being the best at your craft won’t scale your business. Leadership will.

My plumber is one of the best in the business. His phone rings off the hook, his customers rave, and his schedule is packed. But despite his success, he's never truly focused on scaling a business, and that's where the problem lies.


But here’s the catch: he’s been meaning to finish a small job at our house for over a year now. 

Not because he’s careless. He’s just overwhelmed. Every six to twelve months, he brings in a new apprentice, trains them up, and then watches them leave, either for more money elsewhere or to strike out on their own. And the cycle starts again.


That’s a choice. A lot of small business owners are living a version of that story. It’s a good life…until it’s not. Until the day you get sick, or burn out, or just realize you’ve hit a ceiling. The truth is, being the best at your craft doesn’t automatically build a resilient business. You’ve got to make the mental leap from being a doer to becoming a leader if you want to scale a business.  


Why Scaling a Business Means Thinking Beyond the Day-to-Day

I’ve been thinking about this plumber a lot lately, because the lesson isn’t just about plumbing. It’s about how you see your business. Are you running a one-person show or building something that could grow, evolve, and someday run without you?


Scaling a business–going from plumber to plumbing business–doesn’t happen by accident. It takes a shift in strategy, investment in people, and a commitment to short-term discomfort for long-term gain. It also takes agile leadership. If our plumber had kept just a few of those apprentices, paid them well, built systems, and thought about leadership as seriously as he thinks about fittings and fixtures, he could have a plumbing company with five or six trucks on the road today.


That’s the difference between being busy and building value.


Overcoming complacency 

A colleague recently told me a story about an entrepreneur with a fantastic product idea (in this case, a unique family cookie recipe) who has a small baking business but never takes the next step. This owner is at serious risk of someone else seeing the opportunity, licensing the idea, and turning it into a booming business.


It got me thinking: how many of us are sitting on a recipe–something we’re good at, something customers love–that we’ve never scaled? Maybe it’s because we’re used to operating from the home kitchen. Perhaps it’s because the capital investment feels risky. Or maybe it’s because we’ve never stopped to ask what’s possible.


Business growth strategies

Growth demands more than hope. It means hiring people not just for skills, but for culture fit and long-term potential. It means creating systems so the quality doesn’t depend solely on you. It means slowing down to put in place the architecture, the processes, tools, and training that allow your team to produce great work without you in the room.


I know it because I’ve lived it. A few years back, Whitewater reached a point where we had to slow down, hire operational support, and build better infrastructure. It wasn’t easy. There were days I thought I was spending more time in meetings than moving the business forward. But today, I can see how those decisions positioned us for the kind of growth we’re chasing now.


Agile leadership means hiring for adaptability, creating systems that evolve, and trusting your team to take ownership.


Leadership mindset shifts

At the recent Business Transitions Forum in Halifax, I met a number of entrepreneurs who are thinking ahead, asking: How do I build a company that someone else would want to buy? The answer is almost always this: make it bigger than just you.


You can’t sell a job. You can sell a business.


The plumber who’s still on the tools every day might be able to sell a customer list and some equipment. But the one building a company with people, systems, recurring revenue, and a brand has something worth real money.


There’s nothing wrong with staying small if that’s your goal. But be honest. If you love being the technician, the artisan, the craftsperson, own that. Optimize for that. Charge premium rates. Protect your time. But if you’re even a little bit curious about what it would take to grow, start acting like a business owner.


Hire smart. Train well. Invest in infrastructure. Spend more time on leadership and less time on the tools.


Because in the end, the difference between a job and a business is the willingness to think beyond today’s to-do list.


Are you ready to stop doing it all yourself and start building a business that can run without you? Let’s talk about how to make the leap from craftsman to leader.


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