How to Choose the Right Pittsburgh General Contractor: 7 Key Questions to Ask Before You Hire

To help you avoid costly mistakes and stressful experiences, we’ve put together a list of the 7 most important questions to ask before hiring a general contractor in Pittsburgh. Let’s dive in.

1. Are You Licensed and Insured in Pennsylvania?

This may seem basic, but you’d be surprised how many contractors operate without the proper credentials. In the state of Pennsylvania, general contractors are required to register with the Attorney General’s Office, especially for projects involving home improvement work over $5,000.

Ask for the contractor’s Home Improvement Contractor (HIC) number and verify it online. You should also confirm that they carry both general liability insurance and workers’ compensation. These policies protect you from being liable if a worker is injured on your property or if your home is damaged during the project.

Tip: Don’t just take their word for it. Ask to see proof. Any reputable Pittsburgh contractor will be happy to provide documentation.

2. How Long Have You Been Working in the Pittsburgh Area?

A contractor might have years of experience, but that doesn’t always mean they’re experienced with the unique challenges of working in Pittsburgh. Between steep hills, older brick homes, and tight urban lots, the region presents some very specific construction considerations.

A contractor who knows Pittsburgh’s housing stock, from the classic foursquares in Squirrel Hill to the post-war ranches in Monroeville, will be better equipped to spot potential issues before they become problems. They'll also be familiar with local building codes, permit processes, and even how to work around a Steelers game day without blowing your timeline.

At Shannon Staley & Sons, we've built our reputation by working in nearly every neighborhood in Allegheny County. That local experience makes a difference.

3. Can You Share References and a Portfolio of Similar Work?

The best way to get a sense of a contractor’s craftsmanship and reliability is to talk to past clients and see examples of their work.

Ask for references who had similar projects. If you’re planning a basement renovation in Upper St. Clair, find someone who hired them for something comparable. Then take the time to reach out and ask:

• Was the contractor responsive and professional?

• Did they stick to the budget and timeline?

• Were there any surprises, and how were they handled?

• Would you hire them again?

A strong portfolio, preferably with before-and-after photos, is also a sign of a trustworthy contractor who takes pride in their work.

4. What’s Your Process from Start to Finish?

Every general contractor should be able to walk you through their process in clear, easy-to-understand terms. This helps set expectations and ensures you’re not left guessing about timelines, responsibilities, or next steps.

A few things to look for:

• Initial Consultation: Do they take time to understand your vision, budget, and lifestyle?

• Pre-Construction Planning: Are they involved in permitting, material selections, and schedule planning?

• Project Management: Who will be your point of contact once construction begins? How often will you get updates?

• Punch List and Final Walkthrough: Do they conduct a final review to make sure everything is done to your satisfaction?

At Shannon Staley & Sons, we follow a detailed, transparent project management process so our clients always know where things stand. Communication is key, and you should feel confident that your contractor has a system in place to keep your project on track.

5. What’s the Timeline and How Do You Handle Delays?

In Pittsburgh, where weather and permitting delays are common, understanding the timeline is critical. You’ll want a realistic estimate of how long the project will take, from demolition to final touch-ups.

Even more importantly, you need to know how the contractor handles delays. Do they communicate setbacks quickly? Are they proactive in finding solutions? Do they build buffer time into the schedule to accommodate weather or supply chain disruptions?

We always tell our clients: a great contractor isn’t necessarily the one who promises the fastest timeline. It’s the one who sets honest expectations and keeps you informed every step of the way.

6. What Will the Contract and Payment Structure Look Like?

Never start a project without a written contract. A solid contract should outline:

• Scope of work

• Project timeline

• Materials and finishes

• Payment schedule

• Change order process

• Warranty information

In terms of payment, be wary of any contractor who asks for a large portion of the cost upfront. In Pennsylvania, the law limits down payments for home improvement projects to no more than one-third of the total cost.

A clear and fair payment structure, usually broken down into phases, protects both you and the contractor. It also ensures that work is being completed to your satisfaction before moving to the next stage.

7. What Sets You Apart from Other Pittsburgh Contractors?

This is your chance to hear what makes them different. Do they emphasize client relationships? Do they use project management software that lets you track progress? Do they employ in-house crews rather than subcontract everything?

Every contractor has their strengths, but what matters most is how those strengths align with your project.

At Shannon Staley & Sons, we pride ourselves on our reputation for quality, communication, and care. We’re not the cheapest contractor in town, and we’re okay with that. Our clients choose us because they know we show up, we stay on schedule, and we don’t cut corners.

Bonus Tips for Hiring a Pittsburgh General Contractor

Aside from asking the seven key questions above, here are a few extra tips that can help you find the right fit for your project:

• Look for Community Ties: Contractors who are active in local trade organizations or community events often take more pride in their work and reputation.

• Read Online Reviews (With a Critical Eye): Look at the overall pattern of reviews on Google, Houzz, or the Better Business Bureau. A single bad review doesn’t tell the whole story, but consistent complaints are a red flag.

• Trust Your Gut: If something feels off such as rushed communication, vague answers, or a contract that doesn’t include details, don’t ignore it. You want a contractor you can trust from day one.

Final Thoughts

Choosing a general contractor in Pittsburgh isn’t just about comparing prices. It’s about finding a professional partner who will guide you through one of the most important investments you’ll make in your home.

By asking the right questions and doing your homework, you’ll save time, money, and a whole lot of stress. And if you’re ready to get started on a remodel, we’d love the opportunity to earn your trust.

Reach out to Shannon Staley & Sons today to schedule your consultation. Let’s talk about your vision, your goals, and how we can bring them to life right here in Pittsburgh.