Site Supervisor - Roofing

Sexton Roofing & Siding; West Hatfield (MA); On-site; USD 75,000 - 95,000; Full time

Benefits offered by this job

Bonus based on performance

Company car

Health insurance

Dental insurance

Vision insurance

Paid time off

Training & development

Job summary

Sexton Roofing & Siding is seeking a Site Supervisor to manage residential roofing, siding, gutter, and window projects from West Hatfield, MA. You will be the homeowner's main contact, supervise crews, ensure safety, and uphold contract standards.

You will lead on-site activities, coordinate with sales and production, and ensure quality, documentation, and timely communication throughout each project. This role is full-time and based at our West Hatfield office with travel to sites across

Qualifications

• Proven experience supervising or managing residential construction projects.
• Strong knowledge of roofing, siding, and window materials, installation processes, and industry standards.
• Strong knowledge of OSHA safety standards and a strict commitment to following them.
• Experience leading crews or subcontractors in the field.
• Comfortable working at heights, on ladders, and on roofs to inspect work.
• Strong communication skills with homeowners. Clear, direct, and easy to trust.
• Valid driver's license and reliable transportation.
• High school diploma or equivalent.

Responsibilities

• Serve as the primary point of contact for homeowners from job start through completion.
• Walk the homeowner through what to expect before work begins, including schedule, site setup, and daily cleanup.
• Provide clear, consistent updates so homeowners feel informed every step of the way.
• Communicate scope changes, hidden damage, or delays directly and promptly, and document change orders before work proceeds.
• Complete a final walkthrough with the homeowner and close out every open item.
• Oversee roofing, siding, gutter, and window installations, ensuring all work matches contract specifications.
• Review scope with the sales rep at handoff so nothing is lost between sale and installation.
• Conduct inspections using our job start, progress, and completion checklists.
• Coordinate material deliveries, dumpsters, and crew schedules with the production team.
• Take ownership of quality control. Every installation meets or exceeds our standard.
• Keep job records current in the CRM, including photos, notes, checklists, and change orders.
• Lead subcontractor crews on site. Set the standard, assign the work, and hold crews accountable to quality and timeline.
• Enforce OSHA safety standards on every job, including fall protection, ladder safety, and site setup.
• Keep job sites clean, organized, and protected, including landscaping, driveways, and property.
• Foster teamwork and accountability so crews take pride in delivering superior results.
• Flag crew performance issues to the Production & Operations Manager early.

Skills

Residential construction supervision

Roofing & siding knowledge

OSHA safety standards

Crew leadership

Work at heights

Communication with homeowners

Driver's license

High school diploma

Education

High school diploma or equivalent

Tools

CRM software

Construction management software

Job description

Benefits:

• Bonus based on performance
• Company car
• Competitive salary
• Dental insurance
• Health insurance
• Paid time off
• Training & development
• Vision insurance

Every roof we install protects a family. The sale is a promise. The Site Supervisor is the person who keeps it. From the morning materials land in the driveway to the final walkthrough with the homeowner, you make sure the work matches the contract, the crew meets our standard, and the homeowner never wonders what's happening on their house.

You are the homeowner's main point of contact during installation and the person our crews look to on site. You run roofing, siding, gutter, and window projects using our job start, progress, and completion checklists, hold crews accountable to quality and safety, and solve problems before they reach the homeowner.

This role is built for someone who takes pride in a clean, well-run job site, communicates without being asked, and doesn't need to be managed. Sexton has built its name in this valley since 1985 on doing the work right. You make sure we keep doing it.

How We Work

We hire for our values first. Construction skills can be taught. Character can't. These five values shape how we run every job site:

• Do the Right Thing Always: Integrity isn't a policy. It's the standard. If something isn't right on the roof, we fix it, whether or not anyone would notice.
• Build Meaningful Connection: With customers, with the community, with each other. Homeowners should feel cared for while we work on their home.
• Improve Yourself and Those Around You: We invest in our people and expect them to grow. Great supervisors make their crews better.
• Embody Empowered Responsibility: Own your work. Own the outcome. Your job sites, your crews, and your homeowners are yours.
• Proactively Communicate: Say it before it becomes a problem. With homeowners, crews, sales, and the office.

WHAT YOU'LL DO

Homeowner Experience

• Serve as the primary point of contact for homeowners from job start through completion.
• Walk the homeowner through what to expect before work begins, including schedule, site setup, and daily cleanup.
• Provide clear, consistent updates so homeowners feel informed every step of the way.
• Communicate scope changes, hidden damage, or delays directly and promptly, and document change orders before work proceeds.
• Complete a final walkthrough with the homeowner and close out every open item.

Project Execution & Quality

• Oversee roofing, siding, gutter, and window installations, ensuring all work matches contract specifications.
• Review scope with the sales rep at handoff so nothing is lost between sale and installation.
• Conduct inspections using our job start, progress, and completion checklists.
• Coordinate material deliveries, dumpsters, and crew schedules with the production team.
• Take ownership of quality control. Every installation meets or exceeds our standard.
• Keep job records current in the CRM, including photos, notes, checklists, and change orders.

Crew Leadership & Safety

• Lead subcontractor crews on site. Set the standard, assign the work, and hold crews accountable to quality and timeline.
• Enforce OSHA safety standards on every job, including fall protection, ladder safety, and site setup.
• Keep job sites clean, organized, and protected, including landscaping, driveways, and property.
• Foster teamwork and accountability so crews take pride in delivering superior results.
• Flag crew performance issues to the Production & Operations Manager early.

What we’re looking for

Required

• Proven experience supervising or managing residential construction projects.
• Strong knowledge of roofing, siding, and window materials, installation processes, and industry standards.
• Strong knowledge of OSHA safety standards and a strict commitment to following them.
• Experience leading crews or subcontractors in the field.
• Comfortable working at heights, on ladders, and on roofs to inspect work.
• Strong communication skills with homeowners. Clear, direct, and easy to trust.
• Valid driver's license and reliable transportation.
• High school diploma or equivalent.

Preferred

• OSHA 10 or OSHA 30 certification.
• Manufacturer certifications for roofing or siding systems.
• Experience with CRM or other construction management software.

Compensation & Benefits

Base Salary: Full-time W-2 position, commensurate with experience.

Bonus Opportunities

Benefits include:

• Health, dental, and vision insurance with a company contribution to your plan.
• Paid time off and paid holidays.
• Ongoing training, certifications, and opportunities for advancement.

Job Requirements

• Full time, based out of our West Hatfield office and on site with homeowners across Western Massachusetts and Northern Connecticut.
• Available early mornings and occasional evenings as projects require.

Why Sexton Roofing & Siding

We've been serving the Pioneer Valley since 1985. We're locally owned, community-rooted, and built on the belief that the roofing industry can be done better, with honesty, craftsmanship, and real accountability to the people we serve.

We invest in our people through training, mentorship, and real paths to advance.

If our values sound like how you already work, we want to talk.