Roofing Sales Representative – High Earning Potential

thestaffpad; Chicago (IL); Remote; USD 70,000 - 110,000; Full time

Job summary

The Staff Pad partners with a leading roofing company to recruit Roofing Sales Representatives for the Chicago, IL area. This high-income opportunity offers uncapped commissions, comprehensive training, strong support, and real potential for growth. No roofing experience?

No problem — motivated, coachable professionals can succeed. You will meet homeowners, generate new business, guide clients through the insurance and sales process, and close deals with a focus on building referrals.

Qualifications

• Valid driver’s license and reliable transportation.
• Comfortable working outdoors and climbing ladders.
• Self-motivated and goal-oriented with strong communication skills.

Responsibilities

• 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.

Skills

Sales

Customer service

Communication

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

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