Sign up to access all features of our service.
  • Job search
  • Favorites
  • Create a CV
    New
  • Salaries
  • Subscriptions

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.

Apple Roofing
Vacancy posted 2 days ago
Similar jobs that could be interesting for youBased on the Roofing Sales Representative - 1099 in Chicago, IL vacancy
  •  ...Roofing Sales Representative The Staff Pad is proud to partner with a leading, fast-growing, nationally backed roofing company, to identify motivated...  ...support team so you can focus on selling W-2 or 1099 opportunities available based on experience What You'll... 
    Suggested
    Hourly pay
    Flexible hours

    The Staff Pad

    Chicago, IL
    4 days ago
  •  ...Job Description FRESH HAIL! Infinity Roofing and Siding LLC is the leading roofing company...  ...-oriented individuals to join our roofing sales team as an independent seller. Coming on...  ...is a plus (but not required) Benefits: 1099-Contractor job with the ability to create... 
    Suggested
    For contractors

    Stronghouse Roofing

    Chicago, IL
    4 days ago
  •  ...Job Description Job Description Independent Sales Representative – 1099 | Uncapped Commission Furniture Manufacturer Greater Chicago Area / Northern Illinois Independent Contractor (1099) | 100% Commission | Flexible Schedule Join a Family-Owned Business... 
    Suggested
    For contractors
    Local area
    Flexible hours

    Imperial Woodworks, Inc.

    Chicago, IL
    3 days ago
  • $120k - $250k

     ...Ready to build a career without financial ceilings? AmeriPro Roofing , an industry-leading name in exterior home remodeling for over two decades, is immediately hiring Outside Sales Representatives. In this role, you will be the face of our brand, using direct, door... 
    Suggested
    Work at office
    Local area
    Immediate start
    Day shift
    Afternoon shift

    AmeriPro Roofing

    Alsip, IL
    8 days ago
  •  ...Roofing Sales Representative Opportunity 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,... 
    Suggested
    Contract work
    Local area

    Apple Roofing

    Chicago, IL
    3 days ago
  • $70k - $100k

     ...Orkin Home Improvement Sales Representative If you're great at sales, we've got the career for you. $70,000$100,000+ first year | Uncapped...  ...opportunity? If you've succeeded in home improvement, roofing, HVAC, solar, remodeling, insurance, automotive, or other consultative... 

    HomeTeam Pest Defense

    Broadview, IL
    5 days ago
  • $100k

     ...Potential with Elysian Construction. Elysian Construction is actively seeking experienced roofing sales professionals to join our expanding team of Outside Sales Representatives. As industry leaders in roof repair and exterior construction, we are committed to providing... 

    Elysianbuilt

    Chicago, IL
    5 days ago
  •  ...and are looking for an experienced outside sales professional who enjoys building...  ...across the continental United States. You’ll represent a broad portfolio of vinyl, wood, and composite...  ...such as residential and commercial roofing, siding, windows, decking, soffit, doors,... 
    For contractors

    Richards Building Supply Co.

    Chicago, IL
    5 days ago
  • $55k - $65k

    Do you thrive in B2B sales and have a hunter’s mentality ? Are you driven to generate...  ...experienced, high-energy Outside Sales Representative to drive new business and manage existing...  ...considered based ONLY in home services (roofing, siding, windows) . Self-motivated hunter... 
    Night shift

    Richards Building Supply

    Chicago, IL
    5 days ago
  • $40k

     ...Summary The Account Executive, Direct Sales, is responsible for driving residential...  ...relationships with homeowners, HOA/POA representatives, homebuilders, property managers, and community...  ...telecommunications, wireless, solar, roofing, home security, or outside sales... 
    Work at office
    Local area
    Long distance
    Shift work

    Ezee Fiber

    Chicago, IL
    2 days ago
  •  ...SaaS, FinTech, or merchant services is a plus — but hunger resume. WHAT WE PROVIDE ~15+ years of industry knowledge ~ Real sales strategy and field training ~100% in-house support ~ Transparent pricing (we don’t play games) ~ Access to leadership ~ A tight... 
    Long term contract

    KORE Payment

    Chicago, IL
    18 days ago
  • $47k

     ...Media is looking for a driven, community-minded sales professional to join us as an Advertising Sales Representative.  About Best Version Media Founded in 2007,...  ...years to come. What You’ll Earn This is a 1099 independent contractor role with no base salary... 
    Full time
    For contractors
    Local area
    Flexible hours

    Best Version Media

    Chicago, IL
    15 days ago
  • $120k - $200k

     ...Round Demand American Vintage Home is seeking a high-performing sales professional to join our growing team serving Chicago's North Shore...  ...in-home sales, remodeling sales, HVAC sales, automotive sales, roofing sales, solar sales, or another commission-based sales... 

    Air Comfort Corporation

    Evanston, IL
    4 days ago
  •  ...Independent Sales Representative Scar Care & Professional Skincare Dr. Speron's Natural Skin Care, LLC is seeking experienced, motivated 1099 Independent Sales Representatives to expand distribution of our physician-developed skincare products throughout the United... 
    For contractors
    Private practice

    Salesfolks

    Chicago, IL
    2 days ago
  • $500 per month

     ...Remote Sales Representative Must be authorized to work in the US, no work visas offered at this time At The William Agency, we provide a...  ...great work life balance. As for what you can earn, this is a 1099 sales position, meaning you'll work on commission only. On... 
    Remote job
    Full time
    Part time
    Work from home
    Work visa

    Symmetry

    Chicago, IL
    4 days ago
  •  ...Sales Representative Are you on the lookout for your next thrilling career opportunity in the world of sales? Look no further, as your journey...  ...restrictions; our uncapped commission structure in this 1099 position allows you to reap the rewards of your hard work.... 
    Remote job

    Pierre Strand

    Chicago, IL
    3 days ago
  •  ...Independent Sales Representative Public Safety AI Radio Company: Mermaid AI Location: Field-Based (Regional/National Travel Required) Compensation: 100% Commission (1099 Contractor) Unlimited Earnings Mermaid AI is redefining radio communications through artificial... 
    For contractors
    Live in
    Immediate start

    TDI Technologies, Inc

    Chicago, IL
    3 days ago
  • $90k - $250k

     ...Solar Sales Representative The solar industry is the future! Solar is changing the way consumers energize their homes. Solar energy isn't a...  ...Types: Full-time, Part-time Pay: $90,000.00 - $250,000.00 per year (1099 Independent contractor) Identified Talent Solutions
    Full time
    Part time
    For contractors
    Flexible hours
    Weekend work
    Afternoon shift

    Identified Talent Solutions

    Chicago, IL
    4 days ago
  •  ...Independent Sales Representative - Yearbook Chicago, IL Territory | Travel Up To 70% Remote, But You Must Reside Within The Assigned Territory...  ...communities? As a Jostens Independent Sales Representative (1099), you'll have the freedom to run your business your way,... 
    Work at office
    Local area
    Remote work

    Jostens

    Chicago, IL
    5 days ago
  • $100k - $250k

     ...Job Description Job Description Position: Sales Representative/Trainee (Roofing) We are expanding our sales team and we are hiring motivated Roofing Sales Representatives and Trainees . No roofing experience required – we train the right people. Responsibilities... 
    Traineeship
    Local area
    Immediate start

    Fresh Page Home Improvement

    Chicago, IL
    20 days ago
  •  ...Job Description Job Description Job Opening: Sales Representative Company: Notorious Roofing and Construction LLC/ Apex Roofing (sister company)Job Description Notorious Roofing and Construction LLC, a leader in the roofing and construction industry, is excited... 
    Full time
    Work experience placement
    Work at office

    Notorious Roofing and Construction LLC

    Chicago, IL
    28 days ago
  • $750 - $3,000 per week

     ...relationships. While we have an online platform, our independent sales partners are the true face and heartbeat of our network....  ...sales territory in the Chicago Metro Area . As a 1099 Independent Sales Representative, you run your own business. You control your schedule,... 
    Price work
    For contractors
    Local area
    Immediate start

    RepRally

    Chicago, IL
    13 days ago
  •  ...Job Description Job Description Work life balance. Euro-Tech an expert in windows siding roofing and doors, is hiring immediately for an outside sales position that will execute our in home sales process. No cold calling required, we provide all the pre qualified warm... 
    Immediate start

    EURO-TECH DOOR & WINDOW LLC

    Chicago, IL
    26 days ago
  •  ...Inside Sales Representative Key Responsibilities: Lead Conversion: Contact and engage with warm leads generated from marketing campaigns...  ...to accommodate client schedules Compensation: This is a 1099 contract position with a commission structure. Your earning... 
    Contract work
    Remote work
    Flexible hours

    Salesfolks

    Chicago, IL
    3 days ago
  • $100k

     ...Services is seeking driven, ambitious outside sales professionals to join our most aggressive and lucrative Sales Representative Program ever offered. Demonstrate your...  ...likely a great fit for the opportunity. This is a 1099 commision-only role APPLY NOW! Slice Merchant... 
    Local area

    Slice Merchant Services

    Countryside, IL
    2 days ago
  •  ...exterior building materials is searching for an seasoned outside sales representative in the greater Chicago market -  work with a leading company...  ...● Solid product knowledge of exterior building materials (roofing, siding) ● Great personality who can create strong client... 
    For contractors
    Immediate start

    JM Hunter Group

    Chicago, IL
    17 days ago
  • $85k - $100k

     ...Outside Sales Representative Protect Families. Build a Rewarding Sales Career. Custom Home Security | Brinks Authorized Dealer Full-...  ...in industries such as in-home sales, B2B sales, automotive, roofing, solar, insurance, medical sales, financial services, or other... 
    Weekly pay
    Permanent employment
    Full time
    Work from home

    Custom Home Security

    Oak Lawn, IL
    1 day ago
  • $1,500 - $3,000 per week

     ...Door-to-Door Fiber Sales Representative Location: Metro Chicago, IL Join One of the Fastest-Growing Fiber Sales Teams in the Midwest!...  ...door sales Outside sales Direct sales Solar sales Roofing sales Home improvement sales Pest control sales... 
    Full time

    Rare Diamond Marketing

    Chicago, IL
    2 days ago
  • $75k - $125k

     ...for our products and services has never been greater! Our Inside Sales Reps can make a real difference in people's lives. You'll work directly...  ...candidates only ~* Pay is commission only / reportable as 1099 income           About USHA - 50 Awards for Business... 
    Self employment
    Local area
    Flexible hours

    USHA - Salt Lake City (DEN-SL)

    Chicago, IL
    16 days ago
  • $70k - $80k

     ...Associate Sales Representative Location Main Street, Providence, RI, 02901, United States Base Pay $70,000.00 - $80,000.00 / Year Job Category UMS-ASRFT Description Associate Sales Representative - Field Ideal Location : New York,... 
    Weekend work
    Afternoon shift

    United Medical Systems

    Westchester, IL
    11 hours ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Roofing Sales Representative - 1099. Be the first to apply!