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We're always looking to add great, skilled people to our team. Explore our job openings but also keep in mind we're always interested in taking resumes for any of the services we offer.

We're Hiring Roofers & More
Check out our available positions below. If any of these jobs sound appealing to you, then we want to hear from you today! Gerry’s Roofing & Siding is an equal opportunity employer. We value diversity and inclusion and are committed to fostering a welcoming and respectful workplace for all.
If you don't see an active job posting that matches your skill set and qualifications, please reach out anyway.
CURRENT JOB POSTINGS…
Position Posting:
If you have 2+ years of experience installing residential roofing systems and want to be part of a
close knit, reputable company where craftsmanship is valued, you’ll feel right at home here.
Why You’ll Love This Role
✅ Competitive Pay – $22–$32/hr based on experience
✅ Comprehensive Benefits – Medical, dental, vision, PTO, paid holidays, and more
✅ Stability & Growth – Family owned since 1980, with room to advance into leadership
✅ Great Culture – Work with a respectful team that treats every project like it’s our own home
About Us
Gerry’s Roofing & Siding has been serving the Hamilton community for over four decades. We
specialize in roofing, siding, windows, and doors, and have built a reputation for excellent
service and quality work. Our team first environment means employees stay and grow with us.
What You’ll Do
- Install roofing systems with precision and care
- Ensure all installations meet company quality and safety standards
- Measure and cut materials to fit specific dimensions
- Work with other team members to complete jobs efficiently and cleanly
- Communicate with customers on site as needed, maintaining professionalism
- Maintain a clean and organized work area and follow all safety protocols
What You Bring
- 2+ years of experience installing residential roofing solutions
- Proficiency with hand and power tools related to installation work
- Physical ability to lift heavy materials and work at heights
- Strong work ethic and commitment to quality
- A valid driver’s license and reliable transportation
- Must live within 30 minutes of our office in Hamilton, ON
- Ability to pass a background check and agree to our drug and alcohol policy
Ready to Build Something Great?
If you're a detail oriented installer who takes pride in your work, we want to hear from you! Apply
today to join a team that values hard work, craftsmanship, and your future growth.
Gerry’s Roofing & Siding is an equal opportunity employer. We value inclusion and diversity and
are committed to creating a welcoming environment for all employees.
Position Posting:
If you enjoy working with your hands, being part of a close knit team, and want to grow your
career in the skilled trades this role is for you.
Why You’ll Love This Role:
✅ Competitive Pay – $20–$22/hr, based on experience
✅ Great Benefits – Medical, dental, vision, PTO, paid holidays, and more
✅ Extensive Training – Learn from experienced tradespeople and receive hands on training
from day one
✅ Stability & Growth – Family owned since 1980 with strong opportunities for advancement
into skilled trades and leadership roles
What You’ll Do:
- Remove old roofing and siding materials from homes and prepare job sites for installers
- Keep work areas clean and organized during and after each project
- Carry and load materials and tools for installers
- Assist installers as needed with setup, movement of equipment, and other tasks
- Follow safety protocols to ensure a safe job site for everyone
- Maintain a positive and professional attitude while representing the company on site
What You Bring:
- A strong work ethic and willingness to learn
- Ability to lift heavy materials and work outdoors in various weather conditions
- Reliability, punctuality, and a team first attitude
- A valid driver’s license and reliable transportation
- Located within 30 minutes of the office in Hamilton, ON
- Ability to pass a background check and sign our drug and alcohol policy
Position Description:
Are you a motivated self-starter with a passion for helping homeowners and closing deals? Gerry’s Roofing & Siding Inc., a trusted name in residential exteriors, is looking for an Outside Sales Representative to join our high-energy team!
Work Location: Field-based, face-to-face with homeowners across Hamilton and surrounding service areas within 45 minutes of our office (49 Morley St, Hamilton, ON).Industry / Products: Roofing, siding, windows, doors, soffit, fascia, and eavestrough services.
What’s in it for you:
- Pre-set, Pre-qualified leads
- Uncapped Commission – The more you sell, the more you earn!
- Company vehicle
- Monthly Bonus Opportunities
- Ongoing sales and product training
- Upbeat and supportive team environment with strong leadership
- Base + Commission
Some responsibilities include:
✅ Meet with homeowners to provide home improvement solutions
✅ Strive to earn the customers trust and business on the first visit
✅ Perform home inspections and generate quotes
✅ Build and maintain client relationships
✅ Represent Gerry’s Roofing & Siding Inc. with professionalism and integrity
What we are looking for:
- Outgoing, coachable, and goal-oriented personality
- Previous B2C sales experience a plus, but not required
- Must be comfortable working outdoors and on roofs
- Reliable transportation and valid driver’s license
- Ability to thrive in a commission-based role
Whether you're a seasoned sales pro or new to the industry, we provide the tools and training you need to succeed! Apply today and build a high-earning career with Gerry’s Roofing & Siding Inc.
Job Type: Full-time
Pay: $150,000.00-$250,000.00 per year
Benefits:
- Casual dress
- Company car
- Dental care
- Life insurance
- Mileage reimbursement
- Paid time off
- Vision care
Gerry’s Roofing & Siding is currently seeking experienced installers or general labourers for siding, soffit, fascia, & eavestrough crews for our growing residential construction company in Hamilton! Looking to fill multiple positions to start as soon as possible as our industry is booming. Experience in the industry is preferred, however, not necessary. Full training is provided and there is lots of room for advancement in the company, for the right candidates! Valid drivers license or access to transportation required. Please contact Joel Knight at (905)549 7112 or submit a resume to info@gerrysroofing.ca if interested.
Are you an outgoing, confident communicator who enjoys meeting new people and being outdoors? If you love sparking conversations, making strong first impressions, and thrive in a goal-driven environment, Gerry’s Roofing & Siding wants to hear from you!
This role is your entry-level opportunity to a long-term career in marketing and sales. Your main responsibility will be canvassing local neighborhoods, engaging with homeowners face-to-face, and generating quality leads for our sales team. You may also assist with promotional events and community outreach initiatives, depending on scheduling and need. We offer both full-time and part-time positions with flexible scheduling to support your lifestyle.
Where You’ll Work:
Our office is located at 49 Morley St, Hamilton, ON. This is a field-based role, primarily door-to-door and at community events. Service areas include Hamilton and surrounding regions within a 45-minute radius, such as Mississauga, Niagara Falls, Brantford, and more.
Industry / Products:
You’ll be representing Gerry’s Roofing & Siding Inc., a trusted company since 1980 offering roofing, siding, windows, doors, soffit, fascia, and eavestrough services.
Why You’ll Love Working With Us:
✅ Excellent
Benefits – Medical, dental, vision, paid time off, paid holidays, and more
✅ Comprehensive
Training – In-depth onboarding and ongoing vendor/product training, including
sessions with industry experts
✅ Career
Stability & Growth – Family-owned since 1980, with strong core values and
clear paths for advancement
What You Bring:
1+ years of sales and lead generation experience
Flexibility to work some late afternoon shifts and Saturdays
Proficiency with CRMs and MS Office (Word, Excel)
Strong communication skills and the ability to build rapport
Detail-oriented with the ability to meet deadlines
Valid driver’s license
Experience in home improvement or construction is a plus
Comfortable following a script and structured approach
Able to pass a background check and comply with our drug & alcohol policy
Compensation Structure
Base + Commission
Hourly Base Pay: $20 per hour
Commission: $25 for each verified lead (a homeowner who agrees to a booked
estimate) plus monthly bonuses available.
Job Types: Full-time, Part-time
Pay: $20.00-$27.00 per hour
Benefits:
Company events
Dental care
Disability insurance
Extended health care
Life insurance
On-site parking
Profit sharing
Vision care
Application question(s):
Do you acknowledge that this role requires near native or C2 level English proficiency in spoken and written communication?
Education:
Secondary School (required)
Experience:
sales or marketing: 1 year (required)
Language:
English (required)
License/Certification:
Drivers License (required)
Our Partners
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Contact Us
Mon - Fri: 7:00AM - 9:00PM
Saturday: 9:00AM - 5:00PM
Sunday: 9:00AM - 5:00PM