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.
$75k - $100k
Roofing Sales Representative - High Earning Potential Chicago, United States | Posted on 09/22/2026 Work Experience Roofing or construction experience is a plus Salary $75,000- $100,000 per year City Chicago Country United States Job Description The Staff Pad is proud to...SuggestedHourly payWork experience placement- ...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
- ...experienced outside sales professional who... ...States. You’ll represent a broad portfolio... ...Long‑term growth potential as the business expands... ...+ additional earning opportunities (discretionary... ...is comprised of highly motivated... ...residential and commercial roofing, siding, windows,...SuggestedFor contractors
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