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Gutter Protection Jobs in Massachusetts (NOW HIRING)

LeafHome

Field Canvassing Team Lead

Wilmington, MA · On-site

$70K - $80K/yr

Our products, including the patented LeafFilter gutter protection system, have earned numerous awards and recognition from Good Housekeeping, Qualified Remodeler, Angi, Consumer Reports, This Old ...

LeafHome

Field Canvassing Team Lead

Wilmington, MA

$70K - $80K/yr

Our products, including the patented LeafFilter gutter protection system, have earned numerous awards and recognition from Good Housekeeping, Qualified Remodeler, Angi, Consumer Reports, This Old ...

TAL Services, LLC

Window cleaning Technician

Foxboro, MA · On-site

$20/hr

Our service offerings include window cleaning, gutter cleaning, pressure washing and house washing ... In addition, follow all safety Personal Protective Equipment (PPE) standards. Report any safety ...

TAL Services, LLC

Window cleaning Technician

Foxboro, MA · On-site

$20/hr

Our service offerings include window cleaning, gutter cleaning, pressure washing and house washing ... In addition, follow all safety Personal Protective Equipment (PPE) standards. Report any safety ...

HomeSmiles

Handyman

Quincy, MA · On-site

$25/hr

Our 18-point approach protects clients and their investments from dangerous conditions and unexpected repairs. HomeSmiles core services are: Gutter cleaning, Dryer Vent Cleaning, Window washing, and ...

TAL Services, LLC

Window Washing Technician

Milford, MA · On-site

$18/hr

Our service offerings include window cleaning, gutter cleaning, pressure washing and house washing ... In addition, follow all safety Personal Protective Equipment (PPE) standards. Report any safety ...

BG Staffing

Maintenance Technician

North Andover, MA · On-site

$35 - $38/hr

Gutter cleaning and drainage maintenance * Concrete and pothole repairs * Signage installation and ... other characteristic protected by applicable federal, state, or local law. BG Staffing uses ...

Commonwealth of Massachusetts

Painter I

Boston, MA

$19.75 - $27.25/hr

The basic purpose of this work is to maintain, decorate and protect wood, metal, plaster and other ... gutter Load and unload furniture and supplies Must have 2 years of experience in related work.

Commonwealth of Massachusetts

Painter I

Boston, MA · On-site

$19.75 - $27.25/hr

The basic purpose of this work is to maintain, decorate and protect wood, metal, plaster and other ... gutter Load and unload furniture and supplies Must have 2 years of experience in related work.

Vault Roofing

Inside Sales Specialist

Taunton, MA · Remote

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

Vault Roofing

Inside Sales Specialist

Springfield, MA · Remote

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

Vault Roofing

Inside Sales Specialist

Framingham, MA · Remote

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

Vault Roofing

Inside Sales Specialist

Framingham, MA · On-site +1

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

Vault Roofing

Inside Sales Specialist

Lowell, MA · Remote

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

Vault Roofing

Inside Sales Specialist

Boston, MA · Remote

$40K - $200K/yr

Vault Roofing helps homeowners protect one of their most important investments through dependable roof replacement, gutter replacement, and inspection services. We are growing across the Midwest and ...

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Showing results 21-40

All JobsGutter Protection JobsGutter Protection Jobs in Massachusetts

Gutter Protection information

What are the key skills and qualifications needed to thrive as a gutter protection specialist, and why are they important?

To thrive as a Gutter Protection Specialist, you need a solid understanding of roofing systems, gutter installation, and safety protocols, typically gained through hands-on experience or technical training. Familiarity with power tools, ladders, safety harnesses, and gutter protection products is essential, and OSHA safety certification is often preferred. Strong customer service skills, attention to detail, and physical stamina help set top performers apart in this role. These abilities ensure installations are safe, effective, and satisfy customer needs, which is critical for reputation and job safety.

What is the difference between Gutter Protection vs Gutter Installer?

AspectGutter ProtectionGutter Installer
Primary RoleInstall and maintain gutter guards to prevent debris buildupInstall, repair, and replace gutters and downspouts
CredentialsMay require basic safety training, some certificationsLicenses and certifications often required for roofing and gutter work
Work EnvironmentResidential and commercial buildings, outdoorConstruction sites, outdoor, on ladders or rooftops
Industry UsagePart of gutter and roofing servicesGutter installation and roofing industry

Gutter Protection specialists focus on installing and maintaining gutter guards to prevent debris clogging, while Gutter Installers handle the entire process of installing or repairing gutters and downspouts. Both roles are essential in maintaining effective drainage systems but differ in scope and specific skills required.

What does a typical day look like for a gutter protection technician, and how much time is spent working independently versus with a team?

A typical day for a Gutter Protection Technician involves traveling to customers’ homes, inspecting existing gutter systems, installing gutter guards, and ensuring proper water flow. Much of the work—such as the actual installations and safety checks—is done alongside a small crew for efficiency and safety, especially when working at heights. However, technicians often spend parts of their day independently, performing assessments or preparing materials. Collaboration with team members and clear communication with customers are key to completing projects efficiently and ensuring client satisfaction.

What are gutter protection systems?

Gutter protection systems are products designed to prevent debris such as leaves, twigs, and dirt from clogging your home’s gutters. They typically come in the form of guards, screens, or covers that fit over or inside the gutter to allow water to flow through while blocking larger debris. This helps reduce the need for frequent gutter cleaning, prevents water damage to your home, and can extend the lifespan of your gutter system. Gutter protection is especially beneficial in areas with lots of trees or heavy rainfall.
What are popular job titles related to Gutter Protection jobs in Massachusetts? For Gutter Protection jobs in Massachusetts, the most frequently searched job titles are:
What job categories do people searching Gutter Protection jobs in Massachusetts look for? The top searched job categories for Gutter Protection jobs in Massachusetts are:
What cities in Massachusetts are hiring for Gutter Protection jobs? Cities in Massachusetts with the most Gutter Protection job openings:
Gutter Protection jobs near you
Infographic showing various Gutter Protection job openings in Massachusetts as of August 2026, with employment types broken down into 87% Full Time, 9% Part Time, and 4% Contract. Highlights an 76% Physical, 1% Hybrid, and 23% Remote job distribution.

Field Canvassing Team Lead

LeafHome

Wilmington, MA • On-site

$70K - $80K/yr

Other

Medical, Dental, Vision, Retirement, PTO

Re-posted 29 days ago

Job description

Meet Leaf Home. We turn complex home improvement projects and endless to-dos into achievements. With more than 50% of homeowners worried about the cost and effort of home maintenance, we deliver remarkable, end-to-end experiences. And get the job done right, at every step. Bringing innovative products, the best people, and the highest standards to every project.
Trusted by more than 1 million homeowners across the US and Canada, we are America's largest direct-to-consumer full-service provider of branded home services and products. Our products, including the patented LeafFilter gutter protection system, have earned numerous awards and recognition from Good Housekeeping, Qualified Remodeler, Angi, Consumer Reports, This Old House, and other consumer review platforms.
We are powered by extraordinary people. Our innovative products and reliable services are delivered with convenience, excellence, and quality through 250+ regional sales and installation offices and comprehensive field support offices in New York and Hudson, Ohio. We're proud to say we've been consistently named one of the fastest-growing private companies by Inc. 5000 and recognized as a top employer nationally. The benefits of working at Leaf Home are wide-ranging and include:
Industry-best compensation packages | Competitive health, dental, and vision insurance | 401k with company match | Paid time off including paid parental leave | Individualized career development programs | On-demand lunch program | Childcare assistance | Free gym membership | Employee assistance programs, including legal, financial planning, and counseling | Employee discount marketplace | Employee Resource Groups such as VetConnect, DEI Committee, Women's Committee.
Position Summary: The Field Canvassing Team Lead is responsible for hiring, training, and developing a team of Field Canvassers to build Leaf Home brand awareness in pre-selected high-probability neighborhoods.
Essential Duties and Responsibilities:
  • Drive canvassing-based marketing initiatives to generate sales leads for sales representative follow up.
  • Identify, schedule, and plan route calendar (including evenings and weekends) for team of Field Canvassers in assigned territory.
  • Manage a multi-team territory to generate customer lead generation.
  • Recruit, hire, train, and develop a team of Field Canvassers and create accountability through established marketing goals and KPIs.
  • Manage permit requirements in assigned territories to ensure compliance with local ordinances and regulations.
  • Work closely with the Field Canvassing Manager to collaborate with the local Operations and Installation Mangers to grow brand presence within the local market.
  • Track and report canvassing lead generation metrics to evaluate performance and ROI of territory.
  • Responsible for exceeding sales lead quotas based upon established KPIs.
  • Performs other duties as assigned by supervisor.

Experience and Minimum Qualifications:
  • High school diploma or equivalent.
  • 2+ years of management experience in field canvassing for direct-to-consumer industry.
  • Experience in customer service and/or sales.
  • Experience in lead generation, experiential marketing, and/or field canvassing.
  • Experience recruiting, onboarding, and training marketing, canvassing, and/or event staff.
  • Knowledge of current best practices and new strategies for canvassing and direct to consumer field marketing.
  • Ability to work outside in varying climates.
  • Ability to work evenings and/or weekends.
  • Ability to juggle various work activities and shift their attention from one task to another to meet the demands of different stakeholders without "dropping the ball."
  • Ability to thrive in a fast-paced, high-energy, team-oriented environment and have a "roll up your sleeves" and "win every day" mentality.
  • Hold oneself accountable and responsible while being self-driven in accomplishing goals.
  • Detail-oriented and can focus on task at hand by finding the most efficient and effective pathway to completion.
  • Excellent verbal and written communication skills at all levels to communicate with internal and external stakeholders articulately.
  • Ability to logically connect ideas, scrutinize and evaluate arguments, find inconsistencies and errors in work, solve complex problems, and engage in reflection.
  • Ability to provide timely and empathetic service through all communication channels keeping peer and customer needs first.
  • Must be legally authorized to work in country of employment without sponsorship for employment visa status (e.g., H1B status).

Preferred Knowledge, Skills, Abilities or Certifications:
  • Previous door-to-door canvassing experience.
  • Home improvement knowledge and/or experience.

Travel Requirements:
  • Local travel required.

Overtime/Additional Hours Requirements:
  • Additional hours may be required (exempt positions).

Physical Requirements:
  • Field office/manufacturing/construction environment.
  • Performs work outside in varying temperatures and climates.
  • Sedentary work. Exerting up to 10 pounds of force occasionally and/or negligible amount of force frequently or constantly to lift, carry, push, pull or otherwise move objects, including the human body.

Diversity and Inclusion Statement
Leaf Home is committed to creating a diverse environment and is proud to be an equal opportunity employer. We strive to create an environment that embraces differences and fosters inclusion.
Equal Opportunity Statement
Leaf Home will recruit, hire, train, and promote persons in all job titles without regard to race, color, ancestry, national origin, gender identity or expression, sexual orientation, marital status, religion, age, results of genetic testing, veteran status, or physical/mental disability (except where the disability prevents the individual from being able to perform the essential functions of the job and cannot be reasonably accommodated in full compliance with the law).
Americans with Disabilities Act Statement and Contact
Leaf Home is committed to honoring the spirit and requirements of the Americans with Disabilities Act. If you require reasonable accommodation in completing this application, interviewing, completing any pre-employment testing, or otherwise participating in the employee selection process, please direct your inquiries to adarecruiting@leafhome.com.

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