Gutter Installer (1099 Independent Contractor)

Description

WinChoice is looking for experienced Gutter Installers to join our team as 1099 Independent Contractors. This is an excellent opportunity for a skilled gutter professional who takes pride in quality workmanship, operates independently, and provides an outstanding customer experience.

As a WinChoice Gutter Installer, you will be responsible for the professional installation of seamless gutters, downspouts, gutter guards, and related exterior components on residential and light-commercial properties. You will manage your assigned jobs from start to finish while representing the WinChoice brand in the field.

Our promise is Built to Last, Backed for Life, and we expect every installation to reflect that standard.

What You'll Do

• Measure, fabricate, and install seamless gutters and downspouts according to job specifications and manufacturer guidelines.
• Operate a seamless gutter machine and fabricate gutters on-site.
• Install elbows, end caps, hangers, gutter guards, and other related components.
• Remove and haul away existing gutters when required.
• Properly set gutter pitch and slope to ensure effective water drainage.
• Work with different rooflines, fascia conditions, and other installation challenges.
• Safely work from ladders and at heights while following required safety practices.
• Complete final quality inspections and homeowner walk-throughs.
• Leave every jobsite clean, including debris removal and a magnet nail sweep.
• Communicate professionally with homeowners and the WinChoice production team.
• Complete job documentation, photos, change orders, and customer sign-offs through a mobile app.
• Maintain your own tools, equipment, vehicle, and jobsite supplies.
• Complete assigned projects safely, professionally, and on schedule.

Requirements

What We're Looking For

• 1+ year of hands-on gutter installation experience preferred.
• Experience with seamless gutter installation and fabrication.
• Roofing, siding, construction, or other exterior-trade experience may also be considered.
• Ability to operate a seamless gutter machine, brake, drills, snips, rivet tools, levels, and other standard installation equipment.
• Ability to accurately measure, read work orders, and perform basic jobsite math.
• Comfortable working outdoors, on ladders, and at heights.
• Strong attention to detail and commitment to quality workmanship.
• Dependable, organized, and able to manage your own schedule and workload.
• Professional and courteous when interacting with homeowners.
• Strong communication skills and a customer-focused attitude.

Independent Contractor Requirements

This is a 1099 Independent Contractor position. Contractors must provide their own:

• Reliable transportation
• Seamless gutter machine
• Brake
• Ladders
• Hand and power tools
• Required safety equipment

Contractors must also have:

• Valid driver's license
• Current general liability insurance
• Workers' compensation coverage or valid state exemption, as applicable
• Any required business or trade licenses
• Completed W-9
• Signed Independent Contractor Agreement before performing work

Physical & Work Environment

This is a physically demanding outdoor position. Installers should be comfortable:

• Standing and walking for extended periods
• Lifting and carrying 50+ pounds
• Climbing and working from ladders frequently
• Bending, kneeling, stooping, twisting, and reaching
• Performing repetitive hand, arm, and shoulder movements
• Working outdoors in varying weather and temperatures
• Working around dust, debris, and power-tool noise

Required PPE may include fall protection/harnesses, safety glasses, work gloves, hard hats, hearing protection, and non-slip footwear, depending on the job and applicable requirements.