In this episode of The Roofing Millionaires Podcast, Muhammad Faiz sits down with Chris Zimmerman from At Your Service Roofing, Master Your Craft, and Gladstone AI to talk about what’s REALLY happening inside the roofing industry right now.

From the “happy times” before COVID to shrinking margins, customer trust, AI, branding, private equity, and the future of roofing — this conversation goes far beyond sales tactics and lead generation.

Chris shares why roofing got harder after COVID, why many contractors are struggling today, why most roofing companies are forgettable, and why customer service and communication may become the biggest competitive advantage in the next era of roofing.

Topics Covered:

* Why roofing changed after COVID

* The “Big Squeeze” happening in roofing

* Why homeowners don’t trust roofing companies

* Branding vs reputation in roofing

* Why customer service matters more than ever

* AI in roofing and the future of communication

* Why many roofing companies are disappearing

* Private equity vs local roofing companies

* The psychology behind homeowner decisions

* Why truth and ethics matter in roofing

Timestamps

0:00 Highlights

02:31 Introduction

06:06 Is roofing heading toward recession?

12:52 How do you position yourself?

20:51 How do roofers become memorable?

25:09 What industry problems bother you?

33:19 How are you improving the roofing industry?

38:35 Main purpose of Gladstone

51:44 Gladstone’s testing process

58:43 What kind of impact do you want to leave behind?

If you’re a roofing contractor trying to understand where the industry is heading — this episode will challenge how you think about growth, marketing, trust, and long-term success.

Guest:

Chris Zimmerman – At Your Service Roofing / Master Your Craft / Gladstone AI

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#roofing #roofingbusiness #roofingcontractor #roofingsales #roofingindustry #roofingmarketing #contractorbusiness #customerservice #branding #artificialintelligence

In this episode of The Roofing Millionaires, I sit down with Jim Johnson, 28-year roofing industry veteran, founder of Contractor Coach Pro, former director of sales at AccuLynx, and the person behind some of the most consequential ideas in roofing over the last three decades for one of the most wide-ranging and honest conversations we've had on this show.

Jim breaks down what he calls the Big Squeeze, the three-sided pressure that is crushing roofing company profits right now, and why the standard advice contractors are getting at conferences and from coaches is often the right advice applied at completely the wrong time, which is just as damaging as bad advice.

We go deep on why the average roofing close rate sits at 26 to 30 percent and what's actually keeping it there, how the best contractors in the country are operating in a completely different market from everyone else without chasing cheaper leads, what supplier negotiations most contractors are too uncomfortable to have, and why the entire roofing technology stack is costing far more than it should.

We also get into AI, not the version being sold everywhere right now, but what Jim is actually building with Bench: a platform that replaces the technology contractors are already paying for, gives it to them for free, and uses the savings to put a $350,000-level management team inside a $5 million roofing company for under $1,000 a month.

And at the end, the conversation goes somewhere most roofing podcasts never go — what it actually means to build a life worth living, not just a business worth running.

What we cover:

- The Big Squeeze explained: why revenue is up and profit is down for so many roofing companies right now

- Why roofing contractors who built infrastructure for growth during COVID are now getting crushed by their own overhead

- How to stop being a commodity and create something unique and proprietary that homeowners will pay a premium for

- The NeuroStory selling methodology and why most roofing salespeople are selling the wrong thing from the first knock

- Why selling the inspection — not the roof — changes everything about your close rate

- The math: what moving your closing rate from 26% to 35% actually does to your marketing spend and profitability

- How to negotiate with your suppliers right now — and why most contractors aren't having that conversation

- Labor pricing leverage in a slower market and why you're probably still paying 2022 rates

- The Contractor Scaling Matrix — 12 pillars, 6 stages, and why doing the right thing at the wrong time is one of the most common ways roofing companies submarine themselves

- Red ocean vs. blue ocean in roofing — and how the best contractors escape the price race entirely

- The "give up to get" close and why it outperforms good/better/best packaging

- Bench: what it is, how it replaces your entire tech stack, and what a free operating system with AI agents actually looks like in a roofing business

- Why AI isn't here to replace your people — and what it should actually free up instead

- A bookkeeper who stole $585,000, a come-to-Jesus moment, and the shift from selfish to selfless that changed how Jim runs everything

- Why chasing legacy is the wrong goal — and what actually matters at the end of it all

Timestamps

0:00 Highlights

02:29 Introduction

07:24 Is roofing industry in trouble?

14:40 Concept of big squeeze

25:13 Why are your teachings not being implemented?

30:13 What do roofers waste money on?

34:59 Have we normalized chaos?

38:53 AI and working with Binge

50:57 Who is Binge NOT for?

55:32 Have you found what you had been missing?

#artificialintelligence #roofing #theroofingmillionaires

What if a roofing contractor could show up at a homeowner's door with an aerial image of their damaged roof, before the homeowner even realized there was a problem?

That's exactly what Stormview AI, a drone-based roofing lead generation platform built by Bobby Quinn and his co-founders, is designed to do.

In this episode of The Roofing Millionaires, we sit down with Bobby Quinn - co-founder of Paypixl and Stormview, not to promote what he's building, but to put it through its paces. We ask the real questions: Does this actually work? Who is it actually for? What are the legal risks? What does it cost and what does the ROI actually look like? And where does this fit alongside everything else a roofing contractor is already doing to generate leads?

Bobby answers everything including the hard parts. He talks about 80% churn in their first two years, the AI accuracy limitations, the states where this is legally grey or outright illegal, and the roofers who signed up, never used it, and are now sitting on 14,000 unused scan credits.

This is not a product demo. This is the episode you watch before you decide whether something like this belongs in your business.

What we cover:

- What Stormview actually is and how it works from day one of signup

- How Hurricane Ian and a CBS 60 Minutes feature turned a drone pilot directory into a roofing tech company

- Why 50-70% revenue drops have forced roofing companies to shift from claims to retail — and why that changes everything about lead generation

- How the platform flies up to 500-600 properties a day and creates reports homeowners can see on their phone

- Why Stormview chose not to sell exclusive territories — and what that means for competition in your market

- The accuracy of the AI damage detection — and why Bobby says the inaccuracy actually helps the sales process

- The legal map: green states, yellow states, and why Texas is the one state you need to be careful about

- What happens if the yellow states turn red — and Bobby's honest answer about the regulatory risk

- The 10 touch point rule — why most roofers using the platform underperform because they stop too early

- Who the ideal Stormview customer actually is — and who probably isn't ready for it yet

- Where Stormview fits alongside door knocking, mailers, ads, and brand recognition — is it a replacement or an additional layer?

- What the next 3-5 years looks like as drone regulations tighten and new technology replaces what's restricted

- The bigger purpose behind what Bobby and his co-founders are building

Timestamps

0:00 Highlights

01:38 Introduction

08:05 Why do I need StormView

18:09 Ideal customer and revenue

25:09 Data collection and its accuracy

33:06 Legal challenges

37:52 How does storm view compare to its competitors

46:21 Biggest achievement and disappointment so far

🎙️ Guest: Bobby Quinn | Co-Founder, Paypixl & Stormview

🔗 stormview.io

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#DroneRoofing #Stormview #theroofingmillionaires