In-Market D2D Sales Representative - Full Cycle (Roofing & Restoration)

In-Market D2D Sales Representative – Full Cycle (Roofing & Restoration)

Full-time (In-person) | High Commission + Performance Bonuses

About Whitney Roofing & Guttering

At Whitney Roofing & Guttering , we are a premier roofing and storm restoration company dedicated to protecting our community’s most valuable assets: their homes. We pride ourselves on delivering top-tier craftsmanship, transparent communication, and a hassle-free customer experience from start to finish.

We aren't just another roofing contractor; we are a sales-driven organization built by industry veterans who understand exactly what field reps need to succeed. We provide industry-leading training, a lightning-fast production team that actually builds the jobs you sell, and an uncapped compensation structure designed to reward top producers.

Position Overview

Due to recent severe weather and aggressive market expansion, we are looking for hungry, resilient, and highly motivated Full-Cycle D2D Sales Representatives to join our elite field team.

In this true "full-cycle" role, you are the CEO of your own territory. You will be canvassing targeted neighborhoods, offering free property inspections, identifying storm damage (hail and wind), and guiding homeowners through the entire insurance restoration process. You aren't just passing off leads—you will manage the relationship from the very first door knock, through the insurance adjuster meeting, all the way to collecting the final check.

This is a gritty, boots-on-the-ground sales role tailored for high-achievers who want to write their own paychecks. Whether you are a seasoned roofing closer or a relentless hustler looking to break into a lucrative industry, we provide the blueprint for a six-figure income.

What You’ll Do

• Canvass Targeted Territories: Actively knock doors in strategically assigned, high-potential neighborhoods to generate leads and initiate roof inspections.

• Conduct Roof Inspections: Safely set up ladders, climb onto roofs, and thoroughly document wind, hail, and structural damage using company apps and smartphone photography.

• Educate & Close: Sit down with homeowners, present your findings, educate them on the insurance claims process, and secure signed service agreements.

• Full-Cycle Management: Meet with insurance adjusters on-site to advocate for the homeowner, ensure accurate claim approvals, and serve as the primary point of contact throughout the build.

• Pipeline Tracking: Utilize our CRM to track leads, schedule follow-ups, and manage your deals from prospect to final payment collection.

Compensation & Benefits

• Aggressive Commission Structure: We offer a highly competitive, uncapped commission split that rewards self-generated leads and full-cycle management.

• Massive Income Potential: Average first-year earnings range from $80,000 to $100,000, with top full-cycle closers consistently clearing $150,000 to $250,000+ annually.

• Fast Pay: You get paid quickly when the job gets built. Our production team moves fast so you aren't waiting months for your commissions.

• Performance Incentives: Weekly cash spiffs, monthly bonuses, and annual company trips for top-tier producers.

• Total Flexibility: You are in control of your schedule. Work when the homeowners are home and optimize your time for maximum earning.

What We’re Looking For

• Not Afraid of Heights: You must be physically able and completely comfortable carrying a ladder, climbing onto residential roofs, and working safely at heights.

• Unmatched Grit: Door-to-door sales requires mental toughness. You must possess the resilience to handle rejection and keep a positive, high-energy attitude at the next door.

• Communication & Empathy: Exceptional ability to build immediate rapport, speak clearly, and simplify the complex insurance process for everyday homeowners.

• Self-Driven: You don't need a babysitter. You are strictly motivated by your goals, your income, and the desire to build your own pipeline.

• Experience: Previous D2D canvassing, solar, alarms, or roofing sales experience is highly preferred, but we will train individuals with the right drive and raw talent.

Why Join Whitney Roofing & Guttering?

• Strong Back Office: You sell it, we build it. We handle the heavy lifting on production, supplementing, and material ordering so you can stay in the field selling.

• Recession-Proof Industry: Roofs will always need to be replaced, especially after storms. You are providing a necessary solution to a painful problem.

• Winning Culture: Join a locker-room environment of winners who celebrate success, share best practices, and push each other to elevate their game.

Application Questions

• Do you have previous experience in Door-to-Door (D2D) or outside sales?

• Are you entirely comfortable carrying a ladder and climbing onto residential roofs?

• Do you have a valid driver's license and a reliable vehicle capable of transporting a ladder?

• Are you financially prepared and motivated to work a high-yield, commission-driven structure?

• How do you handle rejection, and what keeps you motivated when people tell you "no"?

Work Location: In person / Field-based License/Certification: Valid Driver’s License (Required)

Apply Today

If you are ready to stop trading your time for a capped hourly wage and want to build a highly lucrative career in the roofing and restoration industry, apply today and let’s get to work!