Outside Sales Representative and Business Development Home Improvement

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, IL

Position 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 companywe'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:

50% - 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 advertising50% - 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 gatheringsWhat Makes You Successful Here

Must-Haves:

Comfortable with door-to-door prospectingyou see it as opportunity, not rejection

Relationship builder who can turn a roofer, realtor, or property manager into a steady referral source

Self-starter mentalityyou 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 systemsNice-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 ServiceBridge)

Knowledge of gutter systems, roofing, or exterior home servicesOur Culture & Approach

What we ARE:

Honest consultants who educate customers on the best solution

Relationship-focusedwe want customers for life, not just one transaction

Quality-obsessedwe stand behind our work

Growth-orientedwe have ambitious revenue goals and reward those who help us hit them

What we're NOT:

High-pressure, "close at all costs" sales culture

Pushy tactics or misleading customers

Selling products people don't need just to hit a number

But make no mistake: We expect results. You'll have targets, and we need someone assertive and motivated to hit them. The difference? You'll do it by being genuinely helpful, not manipulative.

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 expandThis is a high-value territory: owner-occupied homes, well-maintained properties, and homeowners who invest in quality work.

How to Apply

If you're a relationship-driven sales professional who wants to grow with an ethical, ambitious company, we want to hear from you.

What happens next:

Phone screening (15 min)

In-person interview at our Lombard office

Ride-along with our current sales teamBrothers 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.

Ready to join a growing company that's doing contractor work the right way?

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

Full-time