Outside Sales Representative at AmeriPro Roofing – Downers Grove, Illinois

AmeriPro Roofing, a national leader in exterior home remodeling for 25+ years offering a stable base salary + uncapped commission, is hiring Outside Sales Representatives! Outside Sales Representatives educate and guide homeowners on Roofing, Siding, Gutters, and Windows projects. You’ll prospect (door-to-door, networking, referrals), perform roof/exterior inspections, navigate retail/insurance pricing/ prepare quotes/financing options and close projects using our leading CRM, Service Titan, and mobile tools.

What sets AmeriPro Roofing apart

• Leading CRM and technology (Service Titan) for transparent pricing, margin visibility, scheduling, and seamless workflows that drive efficiency and accountability.
• Company-provided leads supplementing self-generated pipeline.
• Robust training, field support, and clear advancement paths (mentorship).

Compensation and Benefits:

• Base salary + uncapped commission
• Pay: $100,000–$250,000 per year, plus incentives.
• Vehicle allowance (for qualifying vehicles)
• Company Provided Leads (supplement self-generated efforts)
• PTO, Full medical, dental and visions Insurance Benefits, W-2 employment.
• 401(k) with 2% employer match
• Company Paid Reward Trips, tools and tech provided

Responsibilities & Activities:

• Generate Leads: Identify new clients through door-to-door outreach, networking, and referrals.
• Convert Issued Leads: Marketing will provide various lead types through internal and external channels. Leads are supplemental to your generated efforts.
• Conduct Roof/Exterior Inspections: Assess properties for storm damage and overall exterior diagnosis to identify and establish need, measure project areas, and document the condition of materials.
• Educate Homeowners: Explain and build value in our products and services, our brand, discuss the insurance claims process or retail pricing with financing, ensuring the customer understands their exterior home solution options.
• Build Relationships: Establish and maintain strong client connections to drive satisfaction and generate referrals.
• Monitor Sales Performance: Identify market opportunities, track progress, and share updates with internal team and Branch Sales Leadership
• Solve Problems: Address client concerns to ensure seamless experience from inspection to installation.

Qualifications:

• 2+ years full cycle sales experience with a proven track record preferred
• Backgrounds that thrive in this role: Residential or B2C sales, former business owners, real estate, insurance sales and B2B outside sales.
• 1-2 years’ experience using CRM (Service Titan, Salesforce, HubSpot, etc.) Proficiency with Microsoft Office 365.
• Valid driver's license, reliable and insured vehicle; working availability of 45 hours including some evenings/weekends.
• Excellent communication, negotiation, time management and organizational skills
• Self-directed, coachable, resilient and motivated by performance-based compensation
• Comfortable with outdoor field work and using mobile apps, mobile device for photos/notes/lead entries.

Location: North, Northwest, and Western Chicago land suburbs.

Day in the Life (Example)

• Morning: Route planning, review yesterday’s follow-ups, confirm inspections.
• Midday: Door-to-door canvassing and neighborhood networking.
• Afternoon: Scheduled inspections, documentation, estimates in Service Titan.
• Evening: Customer follow-ups, proposal reviews, pipeline updates.