Roofing Sales Representative

Apple Roofing; Chicago (IL); On-site; USD 70,000 - 80,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

401k

Company trips

Job summary

Apple Roofing is seeking motivated Roofing Sales Representatives in Chicago, Illinois. This role involves identifying potential clients, conducting roof inspections, and guiding customers through the sales process. Prior sales experience is preferred, but we will train the right candidate. Enjoy uncapped commission, a supportive team culture, and opportunities for professional growth. Benefits include health, dental, vision, and more, along with a company trip. Join us to redefine the roofing industry!

Qualifications

• Natural communicator who builds trust easily.
• Organized and detail-oriented even while juggling multiple clients.
• Prior sales or customer service experience preferred.

Responsibilities

• Identify potential clients and build strong local networks.
• Manage the full sales cycle keeping clients informed.
• Conduct roof inspections and prepare tailored proposals.

Skills

Communication

Organization

Resilience

Sales Experience

Job description

On Target Earnings (Average): Year 1: 70-80K | Year 2: 90-100K | Year 3: 110K+

-- Potential to surpass listed ranges based on performance --

Your Opportunity to Raise the Roof

Are you a natural connector, problem-solver, and go-getter who thrives on helping people? At Apple Roofing, we’re not just in the business of fixing roofs – we're in the business of building trust, restoring homes, and delivering a sweeter experience from the first handshake to the final shingle.

We’re looking for Roofing Sales Representatives who are ready to bring their energy, drive, and people skills to a growing company that’s redefining what it means to work in the roofing industry. You’ll be the face of Apple Roofing in your community – meeting homeowners, inspecting roofs, and guiding customers through the insurance and sales process with integrity and confidence.

What you’ll do

• Scout & Serve – Identify potential clients, knock on doors, respond to referrals, and build strong local networks.
• Own the Process – From completing roof inspections, preparing sales action plans, and securing the signed contract, you’ll manage the full sales cycle while keeping clients informed every step of the way.
• Educate & Advise – Conduct roof inspections, explain options clearly, and prepare tailored proposals that put the customer’s needs first.
• Deliver a Sweeter Experience – Deliver concierge-style service to every customer and ensure customer satisfaction.
• Stay organized – Keep accurate, up-to-date records in our CRM system and follow up consistently with leads and customers.
• Represent Apple Roofing – Be a professional, courteous brand ambassador in person, online, and in your community.

What We’re Looking For

• A natural communicator who builds trust easily.
• Organized and detail-oriented, even when juggling multiple clients.
• Hungry for growth and driven to exceed goals.
• A resilient go-getter who thrives in fast-paced environments.
• Comfortable working outdoors in a variety of weather conditions.
• Must be able to lift up to 50 lbs.
• Ability to walk roofs, climb ladders/stairs, and be on your feet for extended periods.
• Willing to work in hot, cold, or rainy conditions as needed.
• Prior sales or customer service experience preferred.
• Roofing or construction background is a plus – but not required (we’ll train the right person).
• Valid driver’s license.

Preferred Experience

• Previous experience in roofing, construction, or a related field.
• Previous experience in door-to-door, canvassing, or other direct-to-consumer sales roles.
• Familiarity with roofing systems, materials, and terminology.

Why Apple Roofing?

• Industry-Leading Support – Our training and tools are designed to set you up for success.
• Uncapped Commission – Sky's the limit when it comes to your earning potential.
• Team Culture – Work with motivated, collaborative professionals who take pride in what they do.
• Growth Opportunity – We promote from within and support your professional development.
• Benefits – We offer health, dental, vision, 401k, company trips, and more.