Noah Bergeland joins The Roofing Millionaires Podcast to break down what he and Tim Brown from @HookAgency are building with OWL Roofing in Minnesota. Instead of creating another roofing company built entirely around leads, storm chasing and sales, they started by thinking about the brand, customer experience, company culture and systems they wanted before OWL Roofing officially launched. Noah shares what has worked, what hasn't, and why building a recognizable roofing brand requires more than simply measuring every marketing decision by immediate ROI.

Roofing sales and marketing have changed dramatically since 2023, and roofing companies that refuse to adapt may get left behind.

In this episode, we uncover the reality of the modern roofing industry, from insurance and legislative changes to sales-team burnout, branding, marketing, and building a high-performing roofing company. We also discuss the ambitious goal of creating 10 millionaire salespeople while building a premium roofing brand that gives back to the community.

You’ll discover why a strong sales team can make marketing easier, why branding matters more than ever, and how roofing companies can build systems that scale without burning out their leaders.

If you’re a roofing contractor, sales professional, entrepreneur, or marketing expert, this conversation reveals important lessons for building a stronger roofing business in 2026.

In This Video, You'll Learn:

Why the roofing industry changed dramatically after 2023

How insurance and legislation affected roofing businesses

Why sales teams can make marketing easier

How strong branding supports roofing company growth

The hidden danger of leadership and sales-team burnout

Why building systems is critical for scaling

How to develop high-performing roofing salespeople

The vision behind creating 10 millionaire salespeople

How a roofing company can build a premium brand

Why community involvement and charitable giving matter for long-term brand building

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Keywords:

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Roofing companies and gutter companies are sitting on a massive opportunity that many contractors still overlook. In this episode of Roofing Millionaires, Tim Crouch from Gutter Growth breaks down the real secrets behind growing a profitable gutter business in 2026.

With more than two decades of experience, Tim explains why gutters can become a powerful lead source for roofing companies, why Google still produces some of the most serious customers, and how contractors can compete against private-equity-backed companies without enormous advertising budgets.

We also discuss marketing, personal branding, cash flow, deposits, hiring, employee boundaries, business systems, roofing and gutter partnerships, and the mindset required to build a company that can operate without you.

📚 In This Video, You'll Learn:

Why roofing companies should consider offering gutters

How gutters can generate additional roofing leads

Why Google leads can be more valuable than interruption-based marketing

How gutter companies can compete against PE-backed companies

How to build a personal brand with simple daily videos

Why contractors need systems instead of doing everything themselves

How to improve gutter business cash flow

Why deposits and faster collections matter

How roofing and gutter companies can create profitable partnerships

How to avoid competing purely on price

Why employee boundaries matter as your company grows

How to identify and fix business bottlenecks

Why authenticity can outperform expensive marketing

The mindset behind long-term entrepreneurial success

Chapters:

00:00 The Gutter Opportunity Roofers Are Missing

04:18 How Gutter Companies Generate More Leads

08:36 The Secret to Profitable Roofing Partnerships

12:54 Why Most Gutter Businesses Never Become Companies

17:12 Google vs Meta: Where the Best Leads Come From

21:30 The Gutter Mistake Roofers Keep Making

25:48 How to Compete With PE-Backed Companies

30:06 The Cash Flow & Operations Problem

34:24 Building Systems, Culture & a Better Business

38:42 Tim Crouch’s Biggest Lesson: Never Quit

People Search Queries:

I Started a Gutter Cleaning Business With $500… Here’s What Happened

How I Built a $100K/Year Gutter Cleaning Business From Scratch

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The Gutter Cleaning Business Nobody Is Talking About

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How to Get Your First 100 Gutter Cleaning Customers

The Truth About Starting a Gutter Cleaning Business in 2026

Can a Gutter Cleaning Business Really Make $100K a Year?

Keywords:

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#guttercleaningbusiness #guttercleaning #gutterbusiness #gutterbusinessstartup #cleaningbusiness #homeservicebusiness #smallbusiness #servicebusiness #businessstartup #guttercleaningservice #roofandguttercleaning #guttercleaningtips #businessideas #sidehustle #entrepreneurship

What does the first year of building a roofing company actually look like when there is no guaranteed pipeline, massive team, or proven playbook?

In this episode of The Roofing Millionaires Podcast, Muhammad Faiz sits down with Tyler Addison, founder and general manager of Big League Roofing in Northeast Georgia.

Tyler started Big League Roofing in June 2025 after learning the industry as a roofing sales representative. Before roofing, he played professional baseball, worked in law enforcement for nearly ten years, and built a successful baseball-training business.

That background shaped how Tyler now approaches leadership, pressure, failure, and building a team.

Tyler explains why he still knocks doors, climbs roofs, handles customer conversations, and trains new representatives beside him. He believes roofing owners cannot expect their salespeople to face rejection and generate opportunities if they are unwilling to do the same work themselves.

He also discusses his biggest first-year hiring lesson. After initially trying to fill canvassing positions with whoever was available, Tyler realized that more bodies did not automatically create a stronger company. He now prioritizes quality over quantity and wants representatives who can build homeowner relationships from the first knock through completion.

The conversation also explores the financial decisions involved in building a young roofing company. When choosing between a newer wrapped truck and a dump trailer, Tyler invested in the equipment that could improve jobsite control, reduce operating expenses, and strengthen margins.

Tyler shares why a roofing company must prepare its production and operations before chasing more volume, why he does not teach rigid door-knocking scripts, and how genuine human connection helped him sell before he had yard signs, door hangers, or complete company uniforms.

They also discuss lead-generation services, choosing mentors carefully, the “snake oil” sold to new roofing owners, learning from a failed business partnership, operating through fear, and remaining resilient when the pipeline becomes uncertain.

This is not a conversation with someone claiming to have roofing completely figured out. It is an honest look at an owner still building, learning, correcting mistakes, and showing up every day.

In this episode:

* Tyler’s journey from professional baseball to roofing

* How law enforcement shaped his leadership

* Starting Big League Roofing in June 2025

* Competing against larger and cheaper roofing contractors

* Why Tyler does not teach sales scripts

* Building genuine connections at the door

* Why roofing owners must lead from the front

* Training inexperienced roofing representatives

* Allowing employees to fail forward

* Preparing a company before pursuing more volume

* Choosing a dump trailer over a newer truck

* Tyler’s experience with lead-generation services

* The snake-oil problem in the roofing industry

* Choosing the right mentors

* What a failed business partnership taught him

* Why the canvasser model did not work for his company

* Choosing quality over quantity when hiring

* Operating through pressure and uncertainty

* Building something meaningful instead of chasing a title

Learn more about Big League Roofing:

https://www.bigleagueroofs.com/

Subscribe to The Roofing Millionaires Podcast for honest conversations about roofing sales, leadership, company culture, marketing, and building a contracting business.

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