Roofing Sales Representative - Up to $100k+ OTE
$100kReside
Earn 8-9x More Than the Average Roofing Sales Role!
About RESIDERESIDE is a boutique, family-owned company redefining the homeowner experience across restoration, construction, and real estate .
With nearly 30 years of combined industry expertise, we provide a seamless, single-point solution across roofing, siding, windows, remodeling, and restoration —rooted in craftsmanship, integrity, and genuine care.
Our Mission:
To bring back the lost art of being neighborly in construction, real estate, and life.
We don’t just build homes—we build trust, community, and long-term
relationships .
Position OverviewWe are seeking a highly motivated, field-based Sales Representative to drive new business through door-to-door outreach, relationship building, and consultative selling .
In this role, you will identify restoration opportunities, guide homeowners through the process (including insurance), and represent the RESIDE brand with professionalism and integrity.
This opportunity is ideal for individuals who are:
- Competitive and performance-driven
- Strong communicators who enjoy face-to-face interaction
- Motivated by high earning potential and career growth
- Looking to build a long-term career in sales, restoration, or real estate
This is not a typical roofing sales role .
While we operate within the restoration industry, our primary focus is on window-based insurance claims , which are significantly larger and more lucrative than traditional roofing projects.
- Average roofing job: ~$25,000
- Average RESIDE window project (Chicago): ~$150,000+
Because of this:
- Our reps earn 8–9x more than typical roofing restoration sales roles
- Dedicated reps can generate $20,000 to $100,000+ in a single month
- Larger project sizes = fewer deals needed to earn more income
This creates a rare opportunity for driven individuals to achieve elite-level earnings in a shorter period of time.
What You’ll Do Business Development & Prospecting- Generate new business through door-to-door outreach, referrals, and networking
- Identify high-potential properties and restoration opportunities
- Engage homeowners and introduce RESIDE’s services
- Educate homeowners on restoration and improvement solutions
- Build trust through consultative, needs-based conversations
- Secure agreements and guide clients through the restoration process
- Assist homeowners through insurance claims and project timelines
- Document property conditions and submit project details
- Collaborate with internal teams to ensure smooth execution
- Develop long-term relationships with homeowners and referral sources
- Represent RESIDE with professionalism, integrity, and consistency
- Highly competitive, goal-oriented individuals
- “Hunters” who enjoy prospecting, pitching, and closing
- Self-starters with strong work ethic and resilience
- Individuals comfortable working independently in the field
- Those motivated by uncapped income and growth opportunities
Experience in sales, construction, real estate, or door-to-door is helpful—but not required.
Requirements- Full-time commitment with flexible scheduling
- Ability to work evenings and weekends as needed
- Valid driver’s license and reliable transportation
- Comfortable climbing ladders and working in field environments
- Commission-driven compensation (uncapped)
- Year 1 earning potential: $100K+
- Top performers: $200K–$300K+
- Compensation range: $50,000 – $300,000+ annually
Additional Benefits:
- Paid training and onboarding
- Travel reimbursement
- Most reps close their first deal within 30–60 days
- Bonuses, incentives, and team rewards
- Ongoing coaching and mentorship
- Clear path to leadership and management roles
Our culture is built on:
- Faith
- Service
- Well-being
- Neighborly care
We are intentional about building a team that values growth, integrity, and long-term impact .
Why Join RESIDEAt RESIDE, you’re not just joining a sales team—you’re joining a company built on purpose, people, and opportunity .
As a boutique, family-led organization, we focus on:
- Quality over volume
- Long-term career development
- Meaningful relationships—with both clients and team members
If you are driven to grow, motivated by income potential, and want to be part of a company doing things differently— RESIDE is where you build your career.
Apply Here:
$100k
...Sales Representative - $100k+ $100,000 – $250,000+ OTE | No Experience Necessary | Serving McHenry & Lake County Ready to earn what you're worth? C3 Roofing & Construction is hiring driven sales professionals to grow with an established, respected Chicagoland company...SuggestedHourly payPermanent employment$100k - $250k
...Job Description Job Description Position: Remodeling Sales Representative High-Earning Sales Opportunity – Training Provided Responsibilities... ...leads in the field • Canvass and Identify homes with roofing damage • Inspect roofs (training provided) • Present...SuggestedTraineeship$150k - $250k
...Job Description Job Description Company: Top Roofing Company in Northern Illinois providing full-service roofing, construction... ...in the Chicagoland Area. Position: Home Improvement Sales Representative - Help homeowners with storm damage issues get a brand-new...Suggested$70k - $100k
...Outside Sales Representative Start a career, not just a job, with high earning potential and growth... ...Representative to help homeowners with roofing and exterior restoration projects. This... ...play hard too! Perks & Pay: $70K$100K+ first-year potential (base, uncapped...SuggestedMonday to Friday- ...—we\'ve eliminated the pushy sales tactics and built our reputation... ...improvement or B2C sales (roofing, windows, siding, restoration... ...-80K+ (top performers exceed 100K) Other Benefits: Gas reimbursement... ...sales, field sales representative, outside sales, commission sales...SuggestedFull timeFor contractorsWork at officeLocal areaFlexible hours
$100k - $250k
...Job Description Position: Storm Damage Sales Rep We are expanding our sales team and we are hiring motivated Roofing Sales Representatives and Trainees . No roofing experience required... ...roof inspections Position Offer: ~$100K to $250K per year ( ~ Career Growth...TraineeshipLocal areaImmediate start$100k - $200k
...Job Description Job Description Outside Roofing Sales Representative | $100,000–$200,000+ | Paid Training Ready to stop splitting commissions and start earning what you're worth? Skyline Exteriors & Construction is looking for competitive sales professionals...Local areaFlexible hours$100k - $250k
...OverviewWe are looking for motivated, relationship-driven Outside Sales Representatives to help homeowners identify restoration needs and guide them... ...-door outreach.Conduct residential exterior inspections for roofing, siding, gutters, windows, and storm-related damage.Educate...$600 per week
...Job Description Job Description Sales Representative – Veteran-Owned Company | Six-Figure Opportunity Former Athletes. Veterans. Competitors... ...We help homeowners restore and improve their homes through roofing, siding, gutters, windows, doors, and storm damage...Full time$55k - $70k
...motivated individuals to join our Schaumburg team as Direct Sales Representatives . Whether you're just starting your career, changing... ...in the range $55,000-$70,000, with Top Performers exceeding $100k+ in their first year. Paid Training & Career Development...Weekly payWork at officeLocal area$100k
...Sales Focus Inc. is hiring full-time Outside Sales Representatives to represent Constellation Energy , a leading energy supplier. This is a face-to-face B2B sales... ...commission , with top performers earning $100k+ annually . About Sales Focus Inc. Sales Focus...Base plus commissionFull timeLocal areaMonday to FridayWeekend work$80k - $150k
...Full-Time | Field-Based Position Proven Roofing Salespeople Wanted Skyline Exteriors... ..., siding, gutter, and storm-restoration sales professionals. This position is for... ...and we have an immediate need for proven representatives. There is plenty of opportunity—the...Full timeLocal areaImmediate startFlexible hours$55k - $100k
...Inside Sales Representative Schaumburg, IL, United States $ 55,000.00 - 100,000.00 (US Dollar) Or refer someone About the Job Inside... ...Salary: $55,000 Base + Up to $100,000 On-Target Earnings (OTE) with Bonuses Benefits: Full medical + dental + vision +...- ...Sales Representative Brothers that Just Do Gutters is reinventing contractor services in the western Chicago suburbs. We're not your typical... ..., experience with CRM systems, knowledge of gutter systems, roofing, or exterior home services. Compensation and benefits...For contractors
$60k - $100k
Chrysler LLC in Schaumburg, Illinois, is seeking a dedicated vehicle sales associate who will be responsible for selling new or used vehicles and ensuring exceptional customer satisfaction. This role includes achieving sales targets, processing sales paperwork, and maintaining...Full time$100k - $250k
...Job Description Position: Storm Damage Sales Rep We are expanding our sales team and we are hiring motivated Roofing Sales Representatives and Trainees . No roofing experience required... ...work ethic Position Offer: ~$100K to $250K per year (top reps exceed this...TraineeshipLocal areaImmediate start$120k - $250k
...without financial ceilings? AmeriPro Roofing , an industry-leading name in exterior... ...decades, is immediately hiring Outside Sales Representatives. In this role, you will be the face... ...Compensation and Benefits: Pay OTE: $120,000–$250,000 per year, plus incentives...Full timeFor contractorsWork at officeLocal areaImmediate startDay shiftAfternoon shift$100k - $250k
...Job Description Job Description Position: Roofing Home Service Sales Representative High-Earning Sales Opportunity – Training Provided Responsibilities • Canvass and Identify homes with roofing damage • Inspect roofs (training provided) • Present roofing...$65k
...their assets and promise a profound purpose: ensuring a brighter future for every client. Role Overview: As a Benefits Sales Representative, you play a pivotal role in helping families protect their assets and secure their futures. You'll be the face of our...Full timeWork at officeFlexible hours- ...Opportunities Flexible Scheduling Competitive Compensation Job Summary We are looking for a high-performing Automotive Sales Representative to join our successful dealership. If you have a proven track record of sales experience and fantastic communication skills,...Flexible hours
$180k
...Protect Lives Through the Power of Your Sales Expertise Join a growing, mission-driven... ...succeed. What You’ll Do As a Project Sales Representative, you will drive revenue through project-... ...Base salary + uncapped commission (OTE $180k+) Full benefits: Medical, Dental,...Work at office- ...Sales Representative, Human Resources Outsourcing (HRO) Are you ready for your next best job where you can elevate your financial future? Are you looking to grow your career with a formal career path at an established, respected, global leader? Do you want to join...
$55k
...paid time off, paid holidays, sick time, 401(k) Overview Description Territory Sales Representative — Must be located in the Great Chicagoland area. Base Salary: $55,000 + Commission (OTE $90,000-$120,000) + Car Allowance. Territory: Illinois, Western Indiana, and Eastern...Base plus commissionWork at officeRemote workNight shift$65k - $80k
...Cartvertising is expanding and looking to hire experienced, hardworking sales pros. We are the global leader in Grocery Store Advertising, and we produce superior Display Ad products for our customers and unlimited rewards for our sales experts! We are a WELL ESTABLISHED...Full timeLocal areaImmediate start- ...to Industry Decision Makers… Top Agents, Managers, and Casting Directors. With high demand for our services, we are expanding our Sales / Admissions Team and are looking for an EXCEPTIONAL Individual! Applicants with timeshare, health club membership, spa sales,...Relocation packageWeekend workAfternoon shift
- ...looking for someone with real negotiation instinct who's ready to close high-stakes, two-party deals. The Role As our Sales Representative, you'll negotiate domain deals directly between buyers and sellers. This isn't lead generation; the leads exist. What we need...Full time
- ...Loquercio Auto Group Business Development Coordinator, you will be responsible for responding to internet inquiries and generating sales with customers who contact the dealership or who have visited the dealership. Benefits: * Medical Plan * Dental Plan * Vision...Full timeFlexible hours
$100k
...month 7; 2nd payout of $2,500 after month 12. Join an elite group of sales professionals bringing customized, white glove experiences directly in the customer's home. Field Sales Representatives at AT&T are driven to connect - every interaction is an opportunity to introduce...Temporary workLocal areaRelocation packageAfternoon shift$30k - $50k
...uniforms ~ Health insurance ~ Vision insurance HVAC Sales Consultant / Comfort Advisor Pay:... ...( DOE = Depends On Experience) + uncapped commission OTE (On-Target Earnings) $60–100k Employment Type: Full-Time About Us:...Full timeWork at officeRelocation packageFlexible hoursWeekend workAfternoon shift$45k - $108k
...Hercules Moving is on the lookout for a Moving Consultant to join our crew. As a Moving Consultant, you'll play a vital role in our sales process, primarily handling incoming calls, providing estimates, and booking moving jobs. This is a sales position with unlimited potential...Full timeContract workTemporary workPart timeWork at officeMonday to FridayShift work
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Roofing Sales Representative - Up to $100k+ OTE. Be the first to apply!
- telecommunications sales representative Schaumburg, IL
- business to business sales representative Schaumburg, IL
- sales specialist flooring Schaumburg, IL
- inside sales rep Schaumburg, IL
- product sales representative Schaumburg, IL
- retirement plan sales consultant Schaumburg, IL
- sales representative insurance Schaumburg, IL
- logistics sales executive Schaumburg, IL
- remote sales consultant Schaumburg, IL
- surgical sales representative Schaumburg, IL



