462: Tim Brown’s New Roofing Company: Building “Owl Roofing” with a One-Page Business Plan

As we head into 2026, many roofing contractors are rethinking how they build their business—focusing less on chaos and top-line growth, and more on profitability, structure, and long-term value.

In this episode, Dave Sullivan sits down with Tim Brown of Hook Agency, who’s doing something unexpected: launching his own roofing company, Owl Roofing. Dave walks Tim through the One-Page Business Plan framework to pressure-test the idea, clarify the strategy, and uncover the real challenges that come with starting a roofing business the right way.

This conversation goes far beyond marketing. Tim and Dave dig into storm work vs. retail, branding and positioning, financing-first selling, leadership depth, production risks, and what it really takes to build a roofing company that can grow without relying on the owner every day.

If you’re planning your 2026 strategy—or thinking about starting, scaling, or eventually stepping back from your business—this episode will sharpen your thinking fast.

What you’ll hear in this episode:

1. Why Tim Brown is launching Owl Roofing and what he hopes to build
2. Using the One-Page Business Plan to create clarity and direction
3. Storm work vs. retail roofing and how to think about the mix
4. Why being “five-mile-famous” beats spreading marketing thin
5. The two biggest homeowner complaints: communication and clean-up
6. Financing-first selling: why homeowners buy payments, not prices
7. Dave’s three-legged stool framework: Sell Work, Do Work, Keep Score
8. The real risks in roofing: hiring, production handoffs, insurance tightening, and cash flow
9. Building a business that creates options—sell it, step back, or keep it cash flowing

Resources mentioned:

1. Free One-Page Business Plan for Roofing Contractors → https://theroofercoach.com/resources
2. Roofing Success Audit → https://theroofercoach.com/resources
3. Hook Agency → https://hookagency.com

Trusted & Vetted Sponsors:

1. Ruby Receptionists – US-based professionals who answer your phones live, create a great first impression, and tee up the sale so you can focus on running your business.
2. Get $150 off your first month → https://theroofercoach.com/ruby
3. ProLine – The roofing CRM that sells more jobs and helps you make it home for dinner. Automate follow-up, quoting, and...