By Bill Kimbley
Getting multiple roofing estimates is smart, but comparing them can become confusing fast. One roofer might quote $6,000, another says $12,000, and they all throw around different terms, warranties, and timelines. How do you know which one to trust?
Professional roofers often say that the cheapest bid isn’t always the best, and the highest price doesn’t always guarantee quality. The key is knowing what questions to ask.
Here are eight critical questions every homeowner should use to compare roofing estimates before signing a contract.
1. What Exactly Does This Estimate Include (and Exclude)?
Some estimates cover everything: tear-off, underlayment, new flashing, clean-up. Others cut corners or leave items as “optional.” Some roofers will even include a full tear-off and replacement when it’s completely unnecessary. Ask for a detailed breakdown of materials, labor, disposal fees, and permits so you’re comparing similar scopes of work.
2. Are You Licensed and Insured?
Any reputable roofer should carry both liability insurance and workers’ comp. Without it, any injuries or damage during the job could become your responsibility. Most countries and states have licensing and governing bodies, so always make sure your prospective contractor holds the proper license. This protects you from hiring a “fly-by-night” operation.
3. What Type and Brand of Materials Are Being Used?
Not all shingles, tiles, or roofing membranes are created equal. A lower estimate might include cheaper materials with a shorter lifespan.
Ask for the exact brand and type of materials they plan to use so you can compare durability, warranty coverage, and long-term value.
4. Is There a Workmanship Warranty?
Most manufacturers only cover defects in the product, not how it was installed. A workmanship warranty shows the contractor stands behind their labor. Make sure it’s in writing and ask how long it lasts and what it covers.
5. What’s the Timeline for Starting and Completing the Job?
A professional roofer should give you an honest idea of how soon they can begin, how long the job will take, and what might delay progress. This helps set clear expectations and avoids surprises or unreasonably long timelines.
6. Will You Be Using Subcontractors or In-House Crews?
Some roofing companies use their own crews. Others hire subcontractors to do the work. There is no wrong answer, but you should know who is actually working on your home and whether the contractor you hire will be on-site to oversee the job.
7. Can I See Photos or Reviews From Recent Jobs?
Reputable roofers will gladly share before-and-after photos or customer testimonials. You can also check third-party review platforms.
Recent work and verified reviews help confirm they’re delivering the results they promise.
8. Who’s Handling Permits and What’s Their Reputation With Inspectors?
Major roof repairs often require permits. An experienced roofer will handle this process for you and should have a good reputation with local inspectors. This makes approvals smoother and shows that the contractor is trusted by the community. If a contractor hesitates or says you should pull the permit yourself, it’s a red flag.
The Bottom Line
Don’t get overwhelmed by numbers alone. Comparing roofing estimates is about more than price. It’s about understanding the full scope of work, trusting the people you’re hiring, and feeling confident in the outcome.
If you’re reviewing bids and want a second opinion, companies like Desert Sky Roofing offer no-pressure inspections and transparent pricing. The best roofers are the ones who take the time to explain every detail so you can make the right decision for your home.
About the Author
Bill Kimbley is a construction writer and renovation advisor who has worked with dozens of roofers, contractors, and building professionals across the U.S. He believes homeowners should never feel out of their depth when making major repair decisions.
