Gutter Crew Jobs in Chicago, IL (NOW HIRING)

Benefits:

• Health insurance
• Competitive salary
• Opportunity for advancement
• Signing bonus
• Training & development
• 401(k)
• Bonus based on performance
• Dental insurance
• Free uniforms
• Vision insurance
• Profit sharing
• Flexible schedule

We're a family-owned gutter contractor based in Wheeling and part of the rapidly growing Brothers that just do Gutters franchise. We opened a year ago and are looking to expand our team in 2026. We offer incentive based pay, training, bonuses and health/dental/vision insurance.
This is an experienced position, and the ideal candidate will have at least 3+ years of skilled gutter and/or exterior construction experience. Experience running a truck and leading a job site is required. A positive attitude is a must, as well as the ability to properly and comfortably interact with clients and employees. You will be trained for leadership in the field and to grow this business with us.
Production Pay Compensation:

• Compensation structure is 8-12% of the truck's revenue each week depending on experience.
• The more productive a crew is in a given week, the more money installers make. The crew sets its own hours to hit production goals.
• We expect our trucks to complete $16,000 - $18,000 per week in production. On a hypothetical scenario using Production Pay Compensation of 10%, $18,000 in production by the truck results in this role earning weekly compensation of $1,800.

What we're looking for:

• 3+ years' experience in gutter installation including both K-style & half round gutters
• Desire to grow with the company
• Team player with a positive attitude and sense of humor
• Excellent communication skills
• Ability to work outdoors in all weather conditions/seasons
• Willingness to work overtime
• Desire to establish a positive work culture and lead by example
• Interest and ability in training and mentoring junior employees
• OSHA certification and/or ladder safety training preferred

Minimum Requirements:

• Construction or gutter experience: 3+ years
• 18 years of age or older
• Valid driver's license

The Brothers That Just Do Gutters is a rapidly growing, locally owned and operated franchise with multiple locations across the country. Our mission is to "Reinvent Contractor Service" by providing a great place to work and delivering 5-star service every step of the way from initial phone inquiry, home visit, inspection and estimate, scheduling, timeliness, installation, follow up and ongoing support and service. We want to do what's right for our employees, customers and communities.
Compensation: $35.00 - $42.00 per hour
Join Our Team at The Brothers that just do Gutters
The Brothers that just do Gutters is a full-service rain gutter and gutter guard franchise, specializing in the installation, repair, and maintenance of seamless gutters, gutter guards, specialty gutters, and more. With over 100 franchise locations across the United States, we are rapidly growing and continuously seeking driven individuals to join our team.
We are a performance-based company dedicated to providing clear career paths for individuals with goals and aspirations. We fully invest in our team members, believing that creating a comfortable and supportive work environment is key to success.
Don't settle for a fixer-upper career. Join us and build something great.
This franchise is independently owned and operated. The franchisee, not The Brothers that just do Gutters Corporate, is the sole employer for this position: your application goes directly to them, they alone make all hiring decisions, and any employment inquiries should be directed to the franchisee rather than to Corporate.