- The Path Less Traveled
- Topics
- Leadership
#26 Peak Season Doesn't Reward Hustle. It Rewards a Plan.
Peak season doesn't wait for you to be fully staffed, so this issue is about running your engine hard when demand spikes: reschedule low-priority maintenance calls, stretch hours with a clear win-win, and stand up flex crews to hit the surge with the team you already have. And underneath all of it sits a bigger point: chasing revenue and booking rates isn't in tension with people-first values, it's what funds them. Profit is the engine that makes everything else possible, so run your KPIs and your peak season plan with conviction, not apology.

#25 Five Things I Stopped Doing That Made Me a Better CEO
This edition covers the discipline of subtraction -- what I stopped doing that made me a better CEO, and why the gap between a marketing tactic and a business model decision is worth understanding before it costs you a decade. We go honest on AI: what it actually means to say "people first" when the technology requires fewer people, and what fourteen months of real implementation looks like when the pitch deck version runs out. And for roofing operators, the insurance market is shifting faster than most sales processes have adjusted -- this one has the data and the argument for why financing is no longer optional.

#23 Growth Is Great. Profitability Is the Point.
2026 is shaping up to be the year the work compounds. We're up 13% on the top line through April, EBITDA has improved by $2.65 million year over year, and the decisions we made quietly over the past two years, on technology, operations, people, and discipline, are showing up in the numbers. This issue covers what's driving the results, what summer financing readiness means for your close rate, why the mountain doesn't care how busy you were, and what it actually means to build a company where only the best can thrive.

#18 The $10M Growth Trap Most Contractors Fall Into
In this week’s issue of The Path Less Traveled, we explore two patterns I’ve seen repeatedly in the trades. First, why the best service companies aren’t flashy—they simply execute the fundamentals better than everyone else. Second, why many contractors stall at $5–10M in revenue, and what separates the businesses that break through from the ones that plateau.

#15 Old Playbooks Don’t Win New Games
In this edition of The Path Less Traveled, I’m sharing two lessons that have reshaped how we lead and grow: first, the power of curiosity as a lifelong advantage—and why losing it could cost you your business. Second, a behind-the-scenes look at our $15.9M facility redesign, and how removing bottlenecks before they break you is the key to scaling with intention.

#13 Measure THIS in your AI-first Call Center...
In this edition, I break down the two KPIs that matter most in an AI-powered call center: speed to answer and speed to resolution. These metrics are shaping how we blend AI automation with human responsiveness—and ensuring customer experience doesn’t get lost in the tech.


#9 Profit vs Purpose. You Don't Have to Compromise.
Profitability and purpose aren’t opposing forces—they’re mutually reinforcing. In this edition, I share why strong financial results are what enable us to invest in our people, pursue growth, and stay independent. Purpose without profit is fragile—but when the two work together, that’s when a company becomes unstoppable.

#8 What Smart Operators Are Tracking in 2025 (That Most Aren't)
From AI risks to financing blind spots, here’s what you need to know to protect your margins and grow smarter. Tactical insights for contractors, operators, and acquirers who want to win in 2025—without taking their eye off the ball.











