[Job Radar](https://jobradar.live/) / [Jobs](https://jobradar.live/ilanlar) / Roofing Sales Representative - 1099

Active
On-site
Chicago, Illinois, United States
Posted · 13.04.2026
Ashby (US)

# Roofing Sales Representative - 1099

Apple Roofing

Own Your Business – with the Support of a National Brand
Apple Roofing is looking for experienced roofing sales professionals who are ready to go all-in. If you have a book of business, a solid reputation, and the grit to grind like your name’s on the building – this is your platform to scale.
This isn’t a side hustle. We want committed pros who are serious about growing with us – not just adding another logo to their portfolio. You’ll operate with the freedom of a 1099, but with the full backing of a national brand built to help you win.
Why Partner with Apple Roofing?
• Be Independent – Not Invisible: You run your business, but you’re fully connected. We’re here to support professionals who show up, put in the work, and stay hungry.
• Scale Your Sales, Not Your Headaches: Leverage our support team, national resources, and tech stack to close faster, get paid quicker, and grow without bottlenecks.
• Work Smarter, Earn Faster: We streamline production and back-end operations so you can stay focused on clients and contracts.
• A Brand That Works as Hard as You Do: Apple Roofing is raising the bar in roofing – and we’re building a team of sales reps who match that ambition.
What You'll Do:
• Bring Your Book: Leverage your existing network and relationships to drive immediate opportunities.
• Own the Full Sales Cycle: From inspections to signed contracts – you're in control from first contact to close.
• Inspect & Advise: Conduct accurate roofing inspections and educate clients on their options.
• Deliver Excellence: Provide high-touch, professional service that builds trust and earns referrals.
• Stay Organized: Manage your pipeline using our CRM system and ensure no lead falls through the cracks.
• Represent the Brand: Be a visible and trusted face of Apple Roofing in your community.
Requirements
• Strong experience in the roofing industry
• Active book of business or existing referral network
• Reliable transportation, smartphone, and internet access
• Access to basic inspection tools
• A confident closer and excellent communicator
• Highly organized
• An outgoing, competitive and a ‘hungry’ spirit that propels you to success
If you’re an experienced sales pro ready to go all-in with a roofing company that actually supports you – Apple Roofing is ready to back your grind with the tools and reputation to grow faster.

This job was verified from Ashby (US). Applications are completed on the original source.

[Apply on the original listing ↗](https://jobradar.live/ilan/54c98fcd-5abd-49f2-8de6-da345b42b753/git)

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