The fall roofing season is one of the busiest times of the year, but 2025 is shaping up to be another year of significant labor shortages across the trades. If you’re a contractor scrambling to staff up, you’re not alone. Roofing companies across the U.S. are facing stiff competition for skilled labor, and those that win this season are the ones who adapt.
Whether you’re running a two-person crew or overseeing multiple job sites, here’s how you can attract, hire, and keep top-tier talent before the leaves finish falling.
1. Offer More Than Just a Paycheck
Money talks, but in today’s market, it’s not enough. Workers are seeking value in their time, health, and professional growth. That means creating a package that goes beyond wages. Incentives like paid training, safety bonuses, or wellness stipends can tip the scales in your favor. Offering some flexibility with schedules, like staggered shifts or a compressed workweek, makes the job more appealing, especially to younger workers or those balancing family responsibilities. Perhaps most importantly, show your crew you’re invested in their future. Support certifications, provide leadership growth opportunities, or equip them with tech tools that make their jobs easier.
Roofers using Pitch Gauge report that jobs get done faster and with fewer mistakes thanks to mobile access to measurements, estimates, and inspection reports. If your team isn't using it yet, they’re working harder, not smarter.
2. Use Technology to Attract Younger Talent
The new generation of roofers grew up with smartphones. They’re not afraid of technology; they expect it. To attract younger, motivated workers, you must meet them where they are. That means showcasing the tools you use to make the job easier, more efficient, and more rewarding.
Show behind-the-scenes videos of your team using mobile apps like Pitch Gauge in the field. Let potential hires see how technology reduces errors, speeds up job completion, and boosts safety - benefits that every worker cares about. Pitch Gauge’s all-in-one platform simplifies everything from measurement and estimation to reporting, right from your phone. Highlighting this kind of innovation makes your company stand out.
3. Create a Culture People Want to Join
Good culture travels fast in the roofing world. So does bad culture. Ensure your company is the one crews tell their friends about. Respect every worker, no matter their experience level. Celebrate wins, birthdays, and milestones, both on-site and online. Ask your current team for referrals and feedback, it’s one of the most potent ways to build trust and attract new talent.
You could even feature a "Roofer of the Month" on your Instagram or website. A little recognition goes a long way toward building morale and making your company stand out to job seekers.
4. Promote Safety as a Core Value
Fall means slippery roofs, shorter daylight hours, and increased risks. Skilled workers want to feel safe, and they want to know you’ve got their back. Provide updated safety gear and regular training. Use tools like Pitch Gauge that allow for remote measurements and reporting, which minimizes the time workers need to spend physically on the roof.
When your team knows that safety is a priority; not just a checklist, they’ll feel more confident and loyal. Pitch Gauge’s mobile features reduce time on the roof while still getting the job done. That’s a win for everyone.
5. Recruit Like a Marketer
If you’re still relying on word-of-mouth or “Help Wanted” signs, you’re already behind. It’s time to market your job opportunities like you market your roofing business. Post regularly on platforms like Facebook, Instagram, and local job boards. Use short videos or testimonials from current employees to highlight what makes your company a great place to work.
Each job listing should be a mini sales pitch. Ask yourself: why should a roofer choose your company over the other five reaching out to them? Clarify your value and consistently promote it.
Final Thought: Equip and Empower
Hiring great talent is only half the battle. Retaining them means giving them the tools to succeed and the respect to grow. This fall, set yourself apart by being a contractor who builds more than just roofs. Build a crew that’s loyal, equipped, and proud to wear your logo.
And if you’re ready to give your team the best tools in the business, Pitch Gauge is where you start. From measurement reports to wall inspections, CRM, and beyond, it’s the tech your roofers will thank you for.
Ready to streamline your roofing crew’s workflow this season?
👉 Start using Pitch Gauge today and watch your hiring and productivity take off.