Roofing Sales Representative – High Earning Potential

The Staff Pad; Chicago (IL); On-site; USD 75,000 - 100,000; Full time

Benefits offered by this job

Uncapped commissions

Paid training

Job summary

The Staff Pad is partnering with a leading roofing company in Chicago, IL to recruit Roofing Sales Representatives with high earning potential. You will meet homeowners, inspect roofs (training provided), guide customers through insurance and sales processes, and close deals while building a strong sales pipeline.

This role offers uncapped commissions and a clear path for growth, with paid training and ongoing support to help you succeed in a competitive market.

Qualifications

• Roofing or construction experience is a plus.
• No roofing experience required — training provided.
• Validdriver’s license and reliable transportation are required.

Responsibilities

• Meet with homeowners and generate new business.
• Conduct roof inspections (training provided).
• Close deals and manage your sales pipeline.
• Build referrals and develop repeat business.

Job description

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 partner with a leading,fast-growing, nationally backed roofing company, to identify motivated RoofingSales Representatives to join their Chicago, IL team.

Looking for a career where your income is in yourhands?

This is a high-income sales opportunity offeringuncapped commissions, comprehensive training, strong support, and realpotential for growth.

No roofing experience? No problem. If you’remotivated, driven, and coachable, you’ll receive the training and tools neededto succeed.

What You’ll Earn

• Year1: $70K–$80K
  
• Year2: $90K–$100K
  
• Year3: $110K+
  
• Uncappedcommissions with top performers earning well beyond these ranges
  
• Unlimitedearning potential based on performance
  

Why Candidates Apply

• Leadsprovided with uncapped earning potential
  
• Noexperience required — paid training provided
  
• Fast-trackgrowth into leadership opportunities
  
• Dedicatedsupport team so you can focus on selling
  
• W-2or 1099 opportunities available based on experience
  

What You’ll Do

• Meetwith homeowners and generate new business
  
• Conductroof inspections (training provided)
  
• Guidecustomers through the insurance and sales process
  
• Closedeals and manage your sales pipeline
  
• Buildreferrals and develop repeat business
  

Who This Is Perfect For

• Salesprofessionals, Canvassers and anyone with experience in commission-basedroles
  
• Hospitality,retail, and customer-facing professionals ready to increase their earningpotential
  
• Formerathletes or competitive, driven individuals with a strong work ethic
  
• Roofingor construction sales professionals looking for accelerated growth
  
• Anyonelooking for acareer change into high-income sales
  

What We Are Looking For

Requirements

• Validdriver’s license & reliable transportation
  
• Comfortableworking outdoors and climbing ladders
  
• Self-motivatedand goal-oriented with strong communication skills
  

Bonus If You Have

• Door-to-dooror outside sales experience
  
• Existingnetwork or book of business (for experienced reps)
  

Why This Role Stands Out

This is a true sales opportunity where your earningpotential is driven by your performance—not an hourly wage or a capped salary.

You’ll have the support, resources, and provensystems to focus on what you do best—selling and buildingrelationships—including:

• Strongbrand and market presence
  
• Dedicatedproduction and operations support