Roofing Sales Representative - High Earning Potential
The Staff Pad
Job Description
Job Description
The Staff Pad is proud to partner with a leading, fast-growing, nationally backed roofing company, to identify motivated Roofing Sales Representatives to join their Chicago, IL team.
Looking for a career where your income is in your hands?
This is a high-income sales opportunity offering uncapped commissions, comprehensive training, strong support, and real potential for growth.
No roofing experience? No problem. If you’re motivated, driven, and coachable, you’ll receive the training and tools needed to succeed.
What You’ll Earn
- Year 1: $70K–$80K
- Year 2: $90K–$100K
- Year 3: $110K+
- Uncapped commissions with top performers earning well beyond these ranges
- Unlimited earning potential based on performance
Why Candidates Apply
- Leads provided with uncapped earning potential
- No experience required — paid training provided
- Fast-track growth into leadership opportunities
- Flexible, field-based schedule
- Dedicated support team so you can focus on selling
- W-2 or 1099 opportunities available based on experience
What You’ll Do
- Meet with homeowners and generate new business
- Conduct roof inspections (training provided)
- Guide customers through the insurance and sales process
- Close deals and manage your sales pipeline
- Build referrals and develop repeat business
Who This Is Perfect For
- Sales professionals, Canvassers and anyone with experience in commission-based roles
- Hospitality, retail, and customer-facing professionals ready to increase their earning potential
- Former athletes or competitive, driven individuals with a strong work ethic
- Roofing or construction sales professionals looking for accelerated growth
- Anyone looking for a career change into high-income sales
What We Are Looking For
Requirements
- Valid driver’s license & reliable transportation
- Comfortable working outdoors and climbing ladders
- Self-motivated and goal-oriented with strong communication skills
Bonus If You Have
- Roofing or construction experience
- Door-to-door or outside sales experience
- Existing network or book of business (for experienced reps)
Why This Role Stands Out
This is a true sales opportunity where your earning potential is driven by your performance—not an hourly wage or a capped salary.
You’ll have the support, resources, and proven systems to focus on what you do best—selling and building relationships—including:
- Proven sales process
- Strong brand and market presence
- Dedicated production and operations support
If you’re ready to earn more, grow faster, and build a real career in sales, apply today.
$55k - $65k
...Experienced Outside Sales Representative Wanted Do you thrive... ...for an experienced, high-energy Outside Sales... ...commission program (uncapped potential!) ~21 paid days off... ...bonuses + additional earning opportunities (... ...ONLY in home services (roofing, siding, windows)....SuggestedNight shift$70k - $100k
...Orkin Home Improvement Sales Representative If you're great at sales, we... ...succeeded in home improvement, roofing, HVAC, solar, remodeling,... ...brand and unlimited earning potential. As a Home Improvement Sales... ...Minimum requirements High school diploma or equivalent...Suggested- ...FRESH HAIL! Infinity Roofing and Siding LLC is the... ...customers. Our values and the high standard we hold... ...individuals to join our roofing sales team as an independent... ...and engage with potential customers. Open and... ...own schedule; uncapped earning potential You can apply...SuggestedFor contractors
- ...connected Independent Salesperson to sell high-quality and affordable new websites.... ...commission-only position with no cap on your potential earnings. Commission starts at 25%. We will... ...pay weekly. You will develop leads and sales through your contacts and by actively contacting...SuggestedWeekly payFull timeContract workWork experience placementLocal area
$60k
Gilder Search Group is seeking Medical Sales Representatives to engage with physicians and medical practices nationwide. This role is... ...includes a $60,000 base salary and a lucrative commission structure, allowing high earning potential. #J-18808-Ljbffr Gilder Search GroupSuggestedRemote job- ...Roofing Sales Representative Opportunity On Target Earnings (Average): Year 1: 70-80K | Year 2: 90-100K | Year 3: 110K+ Potential to surpass listed ranges based on performance Your Opportunity to Raise the Roof: Are you a natural connector, problem-solver,...Contract workLocal area
- ...National Brand Apple Roofing is looking for experienced roofing sales professionals who are ready... .... Work Smarter, Earn Faster : We streamline production... ...Excellence : Provide high-touch, professional... ...falls through the cracks. Represent the Brand : Be a visible...Second jobImmediate start
- ...Remote Sales Must be authorized to work in the US, no work visas... ...for insurance sales representatives whom we can train to become a... ...and no ceiling Your income potential is uncapped! Fully remote... ...your first three months: Earn up to 20% cash bonus on placed...Remote jobFull timePart timeWork visa
- Home Genius Exteriors seeks a Construction Sales Representative to drive residential roofing, siding, window, and exterior projects. In this field-based... ...and sales training, marketing support, and strong earning potential in a performance-driven, team-oriented culture...Contract work
$100k - $125k
...Job Description Senior Logistics Sales Executive – High-Value & Data Center Logistics Location... ...salary threshold Uncapped Earnings Leadership growth opportunity Our... ...sleeves, build meaningful revenue, and potentially help build and lead a larger sales organization...Remote workFlexible hours$120k - $200k
...120,000 - $200,000+ Annual Earnings Pre-Qualified Leads - No Cold... ...Vintage Home is seeking a high-performing sales professional to join our... ...HVAC sales, automotive sales, roofing sales, solar sales, or... ...$120,000-$200,000+ earning potential Pre-qualified appointments...$100k
Elevate Your Earning Potential with Elysian Construction. Elysian Construction is actively seeking experienced roofing sales professionals to join our expanding team of Outside Sales Representatives. As industry leaders in roof repair and exterior construction, we are committed...$100k - $250k
...Job Description Job Description Position: Roofing Sales Agent High-Earning Sales Opportunity – Training Provided Responsibilities • Generate leads in the field • Canvass and Identify homes with roofing damage • Inspect roofs (training provided) • Present...Traineeship$69k
...Remote Insurance Sales Representative | Flexible Schedule | Commission-Based... ...career Average first-year earnings of $69K through commissions... ...Increased earning potential in later years through performance... ...from experienced managers High-quality leads provided with...Remote workWork from homeFlexible hours$85k
...Direct Sales Representative Location: Chicago, Orland Park, Arlington Heights... ...Opportunity to earn up to $85,000 or more with uncapped... ...technical discussions with potential customers through demonstrations... ...be detail oriented and has highly developed organizational and...Full timeLocal area$89k
A Day in the Life of the Direct Sales Representative- MDU: Earn Up to $89,000+ with the Potential to Exceed Six Figures! Take control of your income in a role... ...base salary + commissions) Join a team where high performers are rewarded and success is recognized...Full timeContract workLocal area$85k
...Direct Sales Representative Location: Chicago, Orland Park, Arlington Heights... ...Opportunity to earn up to $85,000 or more with uncapped... ...technical discussions with potential customers through demonstrations... ...be detail oriented and has highly developed organizational and...Full timeLocal area$100k
...Join an elite group of sales professionals bringing... ...'s home. Field Sales Representatives at AT&T are driven to... ...With uncapped commission potential, your career and the... ...Sales Representatives earn between $62,900 to $10... ...smooth pivot, and are highly motivated to get it right...Temporary workLocal areaRelocation packageAfternoon shift$100k
...Sales Focus Inc. is hiring full-time B2B Outside Sales Representatives to represent Constellation Energy, one of the... ..., with top performers earning $100K+. If you enjoy... ...opportunity to build a high-income sales career.... ...vital information to potential clients about the benefits...Base plus commissionFull timeMonday to FridayFlexible hoursWeekend work- ...IVIG Sales - Chicago (Surrounding Areas) Are you driven by the opportunity to help patients... ...territory, identifying and developing high‑potential accounts for IVIG and specialty infusion... ...Strong communicator with the ability to earn trust and influence across clinical and...Full time
$120k
...Territory Sales Representative Our client is seeking a highly motivated, professional Territory Sales Representative... ...Uncapped commission (top performers earn $150K+ in year one and $200K+... ...industrial customers Strong earning potential with uncapped commissions Extensive...Work at officeWork from homeLong distance$200k - $400k
...Industrial Service Sales Representative - Manufacturing, Food Processing, Chemical... ...Our client is looking for a high-performing Industrial Sales... ...with realistic income potential of $200K-$400K Company vehicle... ...other reps and expanding earnings What We're Looking For...$70k - $100k
...Orkin Sales Inspector If you're great at sales, we've got... ...sales career – with uncapped earning potential and the backing of the most... ...generated opportunities. Represent Orkin with professionalism,... ...Minimum requirements: High school diploma or equivalent...- ...National Sales Executive O'Hara's Son Roofing (OSR) has provided new commercial roof construction... ...will focus on securing high-value opportunities... ...: Collaborate with potential clients to assess roofing... ...and Industry Presence: Represent the company at national...Temporary workFor contractorsImmediate startFlexible hours
$55k - $65k
...Commission Schedule: Mon - Fri 8am - 5pm The Carrier Sales Representative - Intermodal is responsible for developing and managing... ...execution. This role offers immediate ownership, high earnings potential, and clear pathways for long-term career advancement within...Full timeWork at officeImmediate start$150k
...In-Home Sales Representative Pre-Qualified Appointments. High-Quality Products. Unlimited Earning Potential. Window Works Chicago, a member of the Florida Window & Door family of brands, is part of one of the fastest-growing home improvement companies in the U.S...Full timeContract work$70k - $90k
...Inside Sales - Strategic Account Management - Business Development Compensation:... ...Compensation Range: $70,000 - $90,000 Uncapped earnings potential - get paid for your performance!... ...directed and fast-changing environment with a high degree of flexibility Computer...For contractorsLocal areaWork from homeHome office$150k - $300k
...Renuity Field Sales Representative Earning potential between $150k - $300k annually The home improvement industry is broken. Renuity is here to fix... ...(home-improvement-specific experience a plus). High professionalism with incredible closing skills. Great...Work at officeWeekday work$70k
...New Opening: Territory Sales Associate - Chicago, IL... ...opportunity to show your true potential in sales, this is your... ...for someone with high energy who can generate... ...move into an Outside Sales Representative role in 3-6 months, where you can earn uncapped commission....$85k
...Global Medical Technology Sales Position Our client is a global... ...company goals. Maintain a high level of product and industry... ...territory expenses and identify potential cost-saving opportunities.... ...benefits. Expected total on-target earnings are approximately $180,000$200...Contract workCurrently hiring
Do you want to receive more vacancies?
Subscribe and receive similar vacancies to Roofing Sales Representative - High Earning Potential. Be the first to apply!
- entry-level sales representative Chicago, IL
- sales consultant work from home Chicago, IL
- staffing sales representative Chicago, IL
- truck sales representative Chicago, IL
- professional sales representative Chicago, IL
- hvac sales representative Chicago, IL
- product sales representative Chicago, IL
- sales executive Chicago, IL
- industrial sales representative Chicago, IL
- sales enablement specialist Chicago, IL






