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Gutter Contractor Jobs in Enfield, CT (NOW HIRING)

... contractors. Operation of both a company vehicle and gutter machine in varying field conditions. Essential Duties and Responsibilities: * Travel in assigned territory to complete gutter and gutter ...

... contractors. Operation of both a company vehicle and gutter machine in varying field conditions. Essential Duties and Responsibilities: * Travel in assigned territory to complete gutter and gutter ...

... contractors. Operation of both a company vehicle and gutter machine in varying field conditions. Essential Duties and Responsibilities: * Travel in assigned territory to complete gutter and gutter ...

Sales- Project Consultant

Plainville, CT ยท On-site

$60K - $200K/yr

CT Build a Career, Not Just a Job At Aspen Contracting, we're looking for motivated, ambitious ... Conduct property inspections for roofing, siding, and gutter restoration opportunities * Educate ...

Sales- Project Consultant

Plainville, CT ยท On-site

$60K - $200K/yr

CT At Aspen Contracting, we're looking for motivated, ambitious individuals who want to take ... Conduct property inspections for roofing, siding, and gutter restoration opportunities * Educate ...

... their gutter protection needs. Primary Responsibilities: - Travel to and from your residence to ... Contractors insurance offering Schedule: - Flexibility on a weekly basis - Evening and weekend ...

Gutter Contractor information

See Enfield, CT salary details

$12

$23

$36

How much do gutter contractor jobs pay per hour?

As of Sep 14, 2026, the average hourly pay for gutter contractor in Enfield, CT is $23.47, according to ZipRecruiter salary data. Most workers in this role earn between $17.79 and $24.38 per hour, depending on experience, location, and employer.

What is the difference between Gutter Contractor vs Gutter Installer?

AspectGutter ContractorGutter Installer
CredentialsMay require licensing, certifications, and experience in gutter systemsTypically needs basic training or certification in gutter installation
Work EnvironmentOversees entire gutter projects, including planning and managementFocuses on installing gutters on residential or commercial buildings
Industry UsageUsed by companies offering comprehensive gutter servicesUsed by installers working on specific projects

While both roles involve working with gutters, a Gutter Contractor manages entire projects, including planning, permits, and overseeing installation, whereas a Gutter Installer focuses solely on the physical installation of gutters. Contractors often have more credentials and handle multiple aspects of gutter services, making them suitable for larger or complex projects.

How do you become a gutter contractor?

To become a gutter contractor, you typically need to gain experience in roofing or construction, learn about gutter installation and repair, and obtain any required local licenses or permits. Developing skills with tools and safety procedures is also important for success in this trade.

Is being a gutter contractor hard?

Gutter contracting involves physical work such as climbing ladders and working outdoors, often in varying weather conditions. It requires attention to safety, basic carpentry skills, and knowledge of tools and materials, making it moderately challenging for some workers. Experience and proper training can help manage the job's physical and safety demands.
Infographic showing various Gutter Contractor job openings in Enfield, CT as of September 2026, with employment types broken down into 100% Contract. Highlights an 100% In-person job distribution, with an average salary of $48,808 per year, or $23.5 per hour.

Field Gutter Manager

Cromwell, CT โ€ข On-site

Full-time

Medical, Dental, Vision, Retirement, PTO

This job post hasย expired today.ย Applications are no longer accepted.


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 | Childcare assistance | 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: Responsible for daily gutter installation operations of a field office including successful completion of full onsite customer installations as well as gutter fabrication and delivery to customer location for third-party installation contractors. Operation of both a company vehicle and gutter machine in varying field conditions. 

 Essential Duties and Responsibilities:

  • Travel in assigned territory to complete gutter and gutter protection installations at customer location(s) 

  • Ensure jobs are installed daily to improve location attainment and effectiveness 

  • Work with teams of LeafFilter employees and/or Subcontractors to complete gutter fabrication and/or installations of gutters and gutter protection products 

  • Provide quality installation services by following established installation training processes 

  • Communicate with local office leadership daily and as needed on job progress, service issues, completion status, etc. 

  • Provide excellent customer service experience while on job site 

  • Maintain organized job documents for both the customer and office administrative purposes 

  • Follow established job site safety rules, OSHA guidelines and company safety policies and procedures 

  • Performs other duties as assigned by supervisor. 

Experience and Minimum Qualifications:

  • Bachelor’s Degree preferred, or equivalent combination of education, training, and experience.

  • 3+ years of successful experience in home construction, remodeling, and/or gutter installation.

  • Must hold an active and valid driver’s license and be able to operate a box truck safely. 
  • Must be comfortable ascending and descending ladders of varying heights to perform services. 
  • Demonstrate superior quality and attention to detail in all facets of the installation process 

  • Ability to teach others through hands-on and documentation-based learning methods 

  • 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 “today not tomorrow” mentality. 

  • Apply active listening skills through the ability to comprehend information presented and respond thoughtfully. 

  • Detail-oriented and can focus on the task at hand, no matter how minute, by finding the most efficient and effective pathway to completion. 

  • Excellent verbal and written communication skills are required for communicating with internal and external parties in a manner that is both articulate and professional. 

  • 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 help through in-person, phone, email, and social media avenues that keeps the co-worker or customer’s needs at the forefront of every interaction. 

  • Ability to communicate effectively, to recognize, understand, and manage one’s own emotions as well as others, and foster positive working relationships across all levels of the organization. 

  • Holding oneself responsible and being self-driven in accomplishing business goals, adhering to policies and being responsible for one’s own actions, performance, and decisions. 

  • Familiarity and comfort using ladders of various heights. 

  • Proficiency using Microsoft Office Suite (Outlook, Word, Excel, PowerPoint, Project, and/or Access). 

  • Must hold active and valid driver’s license and be able to operate a box truck safely 

  • Ability to successfully complete and meet DOT physical criteria 

  • 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:

  • Prior experience in gutter and/or gutter protection system installation, repair, or inspection is a plus 

Travel Requirements:

  • Occasional overnight 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.

  • Medium work. Exerting up to 50 pounds of force occasionally, and/or up to 30 pounds of force frequently, and/or up to 10 pounds of force constantly to move objects.


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).