Now Hiring

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Now Hiring

Man repairing roof

Union-Aligned Employer  Consistent, Year-Round Work  Pension & Annuity Plans   Safety-First Culture  Career Advancement

WHY GREENWOOD

We Align With Your Values

Hard work deserves real recognition. At Greenwood, we respect the craft, honor union traditions, and build careers alongside the buildings we roof.

We Invest In Your Growth

Continuous training, mentorship opportunities, and a clear path from apprentice to foreman to superintendent. Your ambition has a place here.

Longevity & Steady Work

Our pipeline is full. Fueled by repeat clients, strategic acquisitions, and a reputation for excellence, we have the backlog to keep you working — year after year.

Union Respected

We partner with 17 union locals and operate by those standards — not around them. Your benefits, your pension, your rights — fully honored, every job.

Real Opportunity to Advance

We promote from within because we know the best leaders are the ones who’ve been on the roof. Step up when you’re ready — we’ll invest in the path.

From Laborer to Superintendent

Nick Digregorio picked up his first shingle at 15. By the time he joined Greenwood, he had years in the trades behind him, but it was here that his career really took shape. With the support of experienced mentors, hands-on development, and a team invested in his growth, Nick advanced from the field to a Superintendent role.

“I came in as a journeyman roofer. They put me in front of the right people and gave me the tools to move up. Greenwood gave me a career I could actually build a future on.”

Nicholas Gregorio
Superintendent
A JOURNEYMAN’S STORY

Opportunity Is Built Into Every Project

At Greenwood, your experience is valued from day one, and it’s the foundation for where you can go next. We promote from within because we know the best leaders are the ones who’ve been on the roof.

Whether you’re looking to stay hands-on and sharpen your craft, or you’re ready to take on more responsibility as a foreman or superintendent, we’ll invest in your path — with training, mentorship, and real advancement opportunities.

We’re not a company that burns through workers. We build long-term relationships with the people on our crews, and it shows in our retention, our reputation, and the quality of our work.

SAFETY FIRST, EVERY JOB

Committed to Every Worker, Every Day

Safety isn’t a checklist at Greenwood, it’s a core value baked into every project, every crew, every morning meeting.

EMR

Industry-leading Experience
Modification Rate

100%

OSHA-compliant
Job Sites

Daily

Safety Briefings on
Every Active Site

24/7

Access to Safety
Resources & Reporting

  • Continuous on-the-job safety training for all field employees, every season.
  • Dedicated Safety Director overseeing all operations across every division.
  • Fall protection, PPE, and equipment standards that exceed OSHA minimums.
  • Recognized for safety excellence with the Glenn Narrow Team Safety Award program.
WHAT YOU’LL GET

Real Benefits. Real Value.

Tailored commercial roof maintenance plans to fit your building and budget. Priority response, a dedicated account manager, and full digital transparency come standard.

Union Field Benefits

For journeymen and field crew

  • Union Benefits Package
  • Health, Dental & Vision Insurance
  • Pension Plan
  • Annuity Plan
  • Vacation & Paid Sick Time
  • Continuous Safety Training
  • Career Advancement Pathways
The Greenwood Advantage

Beyond the basics

  • Steady, Year-Round Work
  • Promote-from-Within Culture
  • Mentorship & Skills Development
  • National Scale, Local Relationships
  • Trusted Brand — 50+ Year Track Record
  • Respectful, Team-First Environment
  • Access to Cutting-Edge Roofing Systems
GET IN TOUCH

Let’s Talk About Your Next Move

Fill out the form and a member of our recruiting team will reach out within one business day. No games, no runaround — just a real conversation about what’s possible at Greenwood.