Outside Sales Representative and Business Development Home Improvement

Benefits:Bonus based on performanceDental insuranceFlexible scheduleHealth insuranceOpportunity for advancementProfit sharingTraining & developmentThe Brothers that Just Do Gutters - Downers Grove, ILPosition level: entry level to experiencedCompensation: Negotiable base + Commission ($50K-$80K+ realistic first-year earnings based on performance)Location: Lombard, IL (DuPage County - Western Chicago Suburbs)Job Type: Full-timeAbout UsBrothers 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 RoleThis 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 needsProvide consultative recommendations (not pushy pitches)Close sales on gutter installations, repairs, guards, and cleaningConvert leads generated by corporate marketing, Google Ads, and Meta advertising50% - Business Development (Self-generated opportunities)Door-to-door canvassing in target neighborhoodsBuild referral partnerships with roofers, landscapers, window companies, general contractorsNetwork with insurance agents, adjusters, and restoration companiesDevelop relationships with property managers, HOA managers, and commercial facility operatorsAttend local business events and community gatheringsWhat Makes You Successful HereMust-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 shoulderValid 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 quotasExisting network in the home improvement or real estate industriesExperience with CRM systems (we use ServiceBridge)Knowledge of gutter systems, roofing, or exterior home servicesOur Culture & ApproachWhat we ARE:✅ Honest consultants who educate customers on the best solution✅ Relationship-focused—we want customers for life, not just one transaction✅ Quality-obsessed—we stand behind our work✅ Growth-oriented—we have ambitious revenue goals and reward those who help us hit themWhat 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 numberBut 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 & BenefitsBase Salary: NegotiableCommission Structure: 5-10% tiered monthly commission based on sales volumeBonus Opportunities:Quarterly accelerators for exceeding targetsAnnual $10K "Million Dollar Club" bonusSelf-generated lead bonusesAfter 3 months, eligible for Health Insurance, 2 weeks PTORealistic First-Year Earnings: $50K-$80K+ (top performers exceed $100K)Other Benefits:Gas reimbursement/vehicle allowanceCompany-provided leads (50% of your pipeline)Professional development and trainingOpportunity 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 ApplyIf 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 officeRide-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?Apply now and let's talk about your future with Brothers that Just Do Gutters.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 jobsThis franchise is independently owned and operated by a franchisee. Your application will go directly to the franchisee, and all hiring decisions will be made by the management of this franchisee. All inquiries about employment at this franchisee should be made directly to the franchisee, and not to Brothers That Just Do Gutters Corporate.