Why Most Homeowners Overpay for a New Roof

The 3 Levels of Roofing Contractors (And How to Choose the Right One)

If you’re shopping for a new roof, you’re probably already noticing something confusing:
You might receive quotes anywhere from $9,000 to over $30,000 for what looks like the same roof.

So what’s the difference?

It usually comes down to the level of roofing contractor you’re hiring. In this guide, I’ll break down the three main types of roofing contractors you’ll encounter, what you’re really paying for, and how to decide which one is right for you.


Why Listen to Me?

My name is Teddy, owner of Tetti Roofing. I’ve been in home services for over 22 years. Before roofing, I built and sold a highly regulated environmental services company in New Jersey with 800+ Google reviews. I’ve also rehabbed more than 24 homes, so I’ve hired (and dealt with) just about every type of contractor you can imagine.

I created this breakdown so homeowners can make informed, stress-free decisions—not get pressured or confused.


Level 1: “Chuck in a Truck” Roofing Contractors

This is the most basic type of roofer.

A “Chuck in a Truck” contractor is typically a one-person operation with a pickup truck or van, minimal insurance, and very little overhead. Sometimes they have roofing experience—sometimes a lot—but the business itself is fragile.

What You’re Likely Getting

  • One person handling sales, scheduling, and communication

  • Minimal insurance coverage

  • No office staff or project management

  • No manufacturer certifications

  • Little to no workmanship warranty

  • Often cash-based (no financing options)

Why They’re Cheaper

They don’t have:

  • Office staff

  • Project managers

  • Long-term overhead

  • Warranty systems

Most of the money goes straight to materials and labor, and that’s it.

The Risk

About 95% of small contractors don’t survive past five years. If your roof has an issue in year six and the company is gone, you’re paying out of pocket.

Plain English:
You’re saving money upfront, but taking on most of the risk yourself.


Level 2: Local Professional Roofing Companies (This Is the Sweet Spot)

This is where most homeowners should be looking.

A Level 2 roofer is a properly licensed, insured, and professionally run local company. For a typical 25-square roof in New Jersey, pricing often falls in the mid-teens to low-$20k range, depending on the home.

What You’re Getting

  • Fully licensed & insured company

  • Manufacturer-certified installers

  • Access to extended manufacturer warranties

  • Dedicated project management

  • Skilled, experienced crews

  • Workmanship warranties

  • Permits handled when required

  • Real office support & communication

  • Financing options

  • Long-term accountability

Why They Cost More Than Level 1

They have real overhead:

  • Insurance that protects you

  • Staff to answer phones and manage projects

  • Systems to document your roof

  • Warranty backing that lasts

That overhead exists to protect the homeowner, not inflate prices.

Plain English

You’re paying a little more because:

  • The risk is off your shoulders

  • The company will be around if something goes wrong

  • You’re buying accountability, communication, and peace of mind


Level 3: High-Pressure, Private-Equity-Backed Roofing Companies

You’ll spot these companies immediately.

They push hard for in-home presentations, require both decision-makers present, and often spend 1.5–3 hours walking you through a sales pitch.

Common Red Flags

  • “Both homeowners must be present”

  • Long, high-pressure presentations

  • Very fast call-backs

  • “One-call close” tactics

  • Heavy focus on financing

  • Prices far higher than expected

How the Pricing Works

They often:

  1. Start with a shockingly high price (anchor pricing)

  2. Then “discount” you down to a still-inflated number

  3. Frame the cost as a monthly payment to distract from the total

It’s common for these companies to charge double what a professional local roofer would for the same work.

Why They’re So Expensive

Your money is paying for:

  • Huge marketing budgets (often $2,000+ per lead)

  • Sales commissions (often ~10%)

  • Corporate overhead

  • Investor profit expectations

You’re not paying more because the roof is better—you’re paying for the sales system.

Plain English

If you’re comfortable with aggressive sales and premium pricing, this option exists. Most homeowners, once they understand the math, choose not to go this route.


So… Which Roofing Contractor Should You Choose?

Here’s the honest breakdown:

  • Level 1: Cheapest upfront, highest long-term risk

  • Level 2: Best balance of price, protection, and accountability

  • Level 3: Highest cost, heavy sales pressure, no added roof quality

Most homeowners are happiest with a Level 2 professional local roofing company.


Need Help Deciding?

If you have questions about your roof, warranties, pricing, or which level makes sense for your home, you’re welcome to reach out.

📍 Based in Bridgewater, NJ
📏 Serving homeowners within a ~20-mile radius (and beyond when needed)

Call or text anytime: 908-617-1544

Happy to help—whether you work with us or not.

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