Outside Sales Representative

AmeriPro Roofing, a national leader in exterior home remodeling for 25+ years offering a stable base salary + uncapped commission, is immediately hiring Outside Sales Representatives! Outside Sales Representatives educate and guide homeowners on Roofing, Siding, Gutters, and Windows projects.

This position is perfect for candidates in the following industries in a "hunter," sales role: Tech & Software (SaaS, PaaS, IaaS), Logistics & Transportation, Business & Professional Services, Manufacturing & Industrial/Construction, Medical and Pharmaceutical, Finance & Insurance, Hospitality & Sales Services.

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).

Day in the Life:

• Morning: Route planning, review yesterday’s follow-ups, confirm inspections.
• Midday: Door-to-door canvassing and neighborhood networking, perform exterior inspections, assist homeowner in claim process or retail quote. Enter data using our mobile canvass application.
• Afternoon: Door-to-door canvassing, Run scheduled inspections (leads), documentation, estimates in our leading CRM Service Titan.
• Evening: Customer follow-ups, proposal reviews, pipeline updates.

Compensation and Benefits:

• Base salary + uncapped commission
• Pay OTE: $120,000–$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.

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