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Join With Us

Explore Open Positions

Great work starts with great people — join our crew under the Montana skies.

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Build Your Career with a Team That Feels Like Family

Great work starts with great people — join our crew under the Montana skies.

Explore Open Positions

Why Our Crew Stays Loyal

We’re more than just a roofing company. We’re a tight-knit crew that works hard, supports each other, and takes pride in every nail we drive. As a family-run business, we treat every team member like part of the family, not just a number. Whether you’re starting fresh or bringing years of experience, we’ll train you, back you, and celebrate your wins.

Open Positions

  • Install asphalt shingle and metal roofs on residential homes. We value detail, safety, and pride in craftsmanship. Experience is great — but we’ll train the right hard-working individual.

    Requirements:

    • Comfortable with heights & ladders.

    • Must have general liability insurance, workers comp, or exemption.

    • Willingness to work outdoors in all seasons.

  • We’re looking for a dependable Roof Repair Technician to handle small to medium roof repairs on residential and light commercial buildings. From leak detection to shingle replacement, this role is all about solving problems and keeping Montana homes protected. If you’re great at troubleshooting and love working with your hands, this might be a perfect fit.

    Requirements:

    • Roofing experience in minor repairs

    • Must have general liability insurance, workers comp, or exemption.

    • Ability to inspect and diagnose roof issues

    • Comfortable working at heights and using hand tools

    • Positive attitude and team player

  • Install modern, durable siding for Montana homes. Precision and a steady hand make a difference here. Some experience preferred.

    Requirements:

    • Basic experience with siding or carpentry

    • Must have General liability, workers comp, or excemption.

    • Reliable transportation

    • Team-focused attitude

  • Install and repair gutters and drainage systems. Tools provided. Must be comfortable with ladder work and basic measurements.

    Requirements:

    • Comfortable using hand tools and ladders

    • Must have General liability insurance, workers comp, or exemption.

    • Attention to detail for proper drainage setup

    • Willingness to learn and grow on the job

  • As a Sales Representative, you’ll be the face of Jolly Giant Roofing. You’ll meet with homeowners, assess their roofing and exterior needs, educate them on our services. This is a performance-based role perfect for someone who loves connecting with people and closing deals.

    • Two years of roofing/ sales experience.

    • Ability to climb ladders and perform roof inspections (training provided).

    • Valid driver’s license and reliable transportation

    • Excellent communication and customer service skills

  • Support our crew by scheduling jobs, coordinating with customers, and keeping things running smoothly behind the scenes. Organized and friendly? This one’s for you.

    Requirements:

    • Excellent communication skills

    • Experience with scheduling software or admin tools

    • Friendly, calm, and reliable under pressure

  • Join our front-line team helping homeowners plan their roofing or exterior projects. As a Sales Estimator, you'll assess job sites, and provide fair, transparent estimates. We’re looking for someone personable, organized, and knowledgeable (or willing to learn) about roofing and siding systems.

    Responsibilities:

    • Evaluate jobsite, inspection reports and photos and take accurate measurements

    • Communicate clearly with clients about products and timelines

    • Work closely with the production team to ensure smooth project flow

    • Track and follow up on leads and proposals

    Requirements:

    • Strong people skills

    • Estimating or sales experience a plus

    • Training provided for the right candidate

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What Our Team Says

  • “I started here with no roofing experience, and now I lead my own crew. The training, trust, and support have been incredible.”

    — Jake, Crew Lead

  • “Working outdoors in Montana and being part of a team that truly cares — that’s what keeps me here. It’s more than a job; it feels like family.”

    — Maria, Gutter Technician

  • “They treat you like a person, not just a worker. Schedules are fair, pay is honest, and the bosses show up on-site with us.”

    — Chris, Siding Installer

  • “The best part of my job? Watching a house transform and knowing I helped protect someone’s home. It’s rewarding work.”

    — Laura, Roofing Apprentice

  • “I came from a corporate office job, and now I work with my hands every day. I’m happier, healthier, and learning new skills constantly.”

    — Travis, Repair Tech

  • “Scheduling and customer service isn’t always easy, but the crew and management have my back. We problem-solve as a team.”

    — Samantha, Administrative Scheduler

Ready to Join the Team?

Applying is simple. Just send us your resume — or if you don’t have one, give us a call and tell us about yourself. We hire based on heart and hustle, not fancy words on paper.

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Let’s Build Something Great — Together.

If you’re looking for a job that matters, a crew that’s got your back, and work that makes you proud at the end of the day — then we’re looking for you.

Schedule a Free Estimate