What Nobody Tells You About Starting a Roofing Company
Tyler recently sat down with Muhammad Faiz on The Roofing Millionaires Podcast for a conversation about what the first year of building a roofing company actually looks like, no guaranteed pipeline, no massive team, no proven playbook, just the work.
From Baseball to Roofing
Tyler started Big League Roofing in June 2025 after learning the industry as a roofing sales representative. Before that, he played professional baseball, spent nearly ten years in law enforcement, and built a successful baseball training business. That background shows up directly in how he leads now, how he handles pressure, and how he thinks about failure and building a team.
Why He Still Knocks Doors
One thing Tyler talks about directly: he still knocks doors, still climbs roofs, still handles customer conversations himself, and trains new representatives standing right beside them. His reasoning is simple. A roofing owner can't expect a sales team to face rejection and go generate opportunities if the owner isn't willing to do the same work.
The Hiring Lesson That Changed the Company
Early on, Tyler tried filling canvassing positions with whoever was available. It didn't work. More people canvassing didn't automatically make a stronger company. What actually mattered was finding representatives who could build real relationships with homeowners and see a job through from the first knock to the final walkthrough. Hiring bodies is easy. Finding people who genuinely care is the harder, more important part.
Building the Business the Right Way
The conversation also gets into real, practical decisions, choosing a dump trailer over a newer truck because it improved jobsite control and strengthened margins, why Tyler doesn't teach rigid door knocking scripts, and how genuine connection helped him sell before he even had yard signs or door hangers.
They also cover lead generation services, choosing mentors carefully, a failed business partnership and what it taught him, and staying resilient when the pipeline gets uncertain.
An Honest Conversation, Not a Highlight Reel
This isn't a conversation with someone claiming to have it all figured out. It's an honest look at an owner still building, still learning, still correcting mistakes, and still showing up every day.
Listen to the full episode on our “In the News” page.
If you're a Northeast Georgia homeowner looking for the same kind of honest, hands-on approach on your own roof, call Tyler directly at (706) 244-2421.
Tyler Addison featured on The Roofing Millionaires podcast, "I Skipped the New Truck" episode
