Outside Sales Representative and Business Development Home Improvement

Posted today

brothers that just do gutters downers groveLombard (IL)

Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and Travel Other Building Finishing Contractors

SENIORITY

Junior

SALARY

$50 K-$80 K

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About the role

Job Description

Benefits:

Bonus based on performance
Dental insurance
Flexible schedule
Health insurance
Opportunity for advancement
Profit sharing
Training & development
The Brothers that Just Do Gutters - Downers Grove, ILPosition level: entry level to experienced

Compensation: Negotiable base + Commission ($50K-$80K+ realistic first-year earnings based on performance)

Location: Lombard, IL (DuPage County - Western Chicago Suburbs)

Job Type: Full-time

About Us: Brothers that Just Do Gutters is reinventing contractor services in the western Chicago suburbs. We're not your typical home improvement company—we've eliminated the pushy sales tactics and built our reputation on honest consultation and exceptional service. Our customers don't feel "sold to"—they feel guided to the right solution for their home. We're growing fast and need a driven sales professional to help us expand our presence across DuPage County's 340,000+ households.

The Role:

This isn't a desk job. You'll be out in the field building relationships, educating homeowners, and creating partnerships that drive sustainable growth.
Your weeks split between:75% - Customer Appointments (Pre-scheduled leads)
Meet homeowners at their properties to assess gutter needs
Provide consultative recommendations (not pushy pitches)
Close sales on gutter installations, repairs, guards, and cleaning
Convert leads generated by corporate marketing, Google Ads, and Meta advertising 25% - Business Development (Self-generated opportunities)
Door-to-door canvassing in target neighborhoods
Build referral partnerships with roofers, landscapers, window companies, general contractors
Network with insurance agents, adjusters, and restoration companies
Develop relationships with property managers, HOA managers, and commercial facility operators
Attend local business events and community gatherings
What Makes You Successful Here

Must-Haves:

Comfortable with door-to-door prospecting—you see it as opportunity, not rejection
Relationship builder who can turn a roofer, realtor, or property manager into a steady referral source
Self-starter mentality—you don't need someone looking over your shoulder
Valid driver's license and reliable transportation (you'll be driving throughout DuPage County daily)
Comfortable working outdoors and climbing ladders to assess gutter systems

Nice-to-Haves:

Experience with home improvement or B2C sales (roofing, windows, siding, restoration, HVAC, or similar industries strongly preferred)
Proven track record of meeting/exceeding sales quotas
Existing network in the home improvement or real estate industries
Experience with CRM systems (we use Service

Bridge) Knowledge of gutter systems, roofing, or exterior home services

Compensation & Benefits

Base Salary: Negotiable

Commission Structure: 5-10% tiered monthly commission based on sales volume Bonus Opportunities: Quarterly accelerators for exceeding targets Annual $10K "Million Dollar Club" bonus Self-generated lead bonuses After 3 months, eligible for Health Insurance, 2 weeks PTORealistic First-Year Earnings: $50K-$80K+ (top performers exceed $100K)

Other Benefits:

Gas reimbursement/vehicle allowance
Company-provided leads (50% of your pipeline)
Professional development and training
Opportunity to grow into leadership as we expand

This is a high-value territory: owner-occupied homes, well-maintained properties, and homeowners who invest in quality work. Brothers that Just Do Gutters is an equal opportunity employer. We value diversity and encourage applications from all qualified candidates regardless of race, color, religion, sex, national origin, age, disability, or any other protected status. Keywords for search: home improvement sales, exterior sales, door to door sales, B2C sales, gutter sales, roofing sales, contractor sales, field sales representative, outside sales, commission sales, DuPage County jobs, Naperville jobs, Downers Grove jobs

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