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

Roofing Territory Development Representative

$80k - $140k

Maverick Roofing

Job Description

Job Description

Roofing Sales Representative – $80K–$140K+ First Year, W2 or 1099 Options

Description:

Earn $80K–$140K+ your first year with hands-on training from the owners themselves, your first 5–7 deals seeded into your pipeline, and a choice between W-2 base salary or uncapped 1099 commission. Join a fast-growing roofing company where the owners still knock doors — and promote from within.

About Maverick Roofing

Maverick Roofing LLC is a growing roofing company with offices in Rockledge and downtown Orlando, serving homeowners across Greater Orlando, Daytona Beach, and down to Port St. Lucie. Founded three years ago by three co-owners who all started as door-to-door canvassers, Maverick has built its reputation on integrity: honest commission structures, on-time pay, and transparent communication. We're scaling fast and actively building our future sales leadership from within — which means early hires have real advancement opportunity.

Position: Roofing Sales Representative (Door-to-Door) Location: Field-based across Greater Orlando / Daytona Beach to Port St. Lucie, FL (offices in Rockledge & Orlando — minimal office time) Employment Type: Full-Time | W-2 (Base + Commission) or 1099 (Commission-Only)— final structure determined with ownership based on your experience

The Role

As a Roofing Sales Representative, you'll canvass neighborhoods, offer homeowners free roof inspections, help them file insurance claims for storm damage, and close retail roofing contracts. This is a true field role with schedule flexibility and direct, hands-on mentorship from the company's owners.

You'll Be Responsible For:

  • Canvassing residential neighborhoods 4–6 hours per day (door-to-door)
  • Performing roof inspections and identifying storm damage
  • Guiding homeowners through the insurance claim process
  • Closing retail roofing contracts
  • Managing your pipeline in JobNimbus CRM
  • Meeting performance targets: ~1 insurance claim per week or 2–3 roofs closed per month

Who Thrives Here:

Required:

  • Full-time availability — this role is designed as your primary income source (part-time/side-hustle arrangements are not a fit)
  • Willingness to door-knock 4–6 hours per day in the field
  • Located in (or able to reliably work) the Greater Orlando / Daytona Beach / Port St. Lucie territory
  • Ability to pass a standard background check

 

Preferred:

 

  • Experience in roofing sales, door-to-door sales (solar, pest control, alarms), or other commission-based sales
  • Competitive, self-driven mindset — former athletes, military, and entrepreneurial backgrounds excel here
  • No roofing experience? Still apply — our W-2 path with hands-on owner training was built for driven candidates newer to the industry

 

What You Can Expect:

Compensation Structure (two options — one role):

  • 1099 Commission-Only: Expected first-year earnings of $80,000–$140,000for consistent performers; established reps (years 2–3) earn up to $200,000 . Uncapped commissions. Full schedule autonomy — no mandatory office check-ins.
  • W-2 Base + Commission: $40,000 base salary plus commission, with expected additional commission earnings of $20,000–$40,000in year one. 

  Commission Disclosure: For the 1099 option, this is a commission-only independent contractor position. Earnings figures represent expected ranges based on performance and are not guaranteed. Insurance claim commissions typically pay out 3–4 months after filing.

  Support and Tools Provided:

 

  • Hands-on training directly from the owners — ride-alongs, joint door-knocking, live inspections, and claim filing together
  • Your first 5–7 claims seeded into your pipeline by the owners to jumpstart your earnings
  • Company shirts, hats, and business cards provided
  • JobNimbus CRM access
  • Clear promotion path into sales management as the company scales — we promote from within

  Our Culture

We're a team built by door-knockers, for door-knockers. No micromanagement, no mandatory morning stand-ups for 1099 reps, no shady pay games. We work hard, pay on time, and grow our leaders from the field up. When you succeed, we all succeed.

Ready to Take the Next Step?

If you're ready to build a high-income sales career with real training, real support, and no cap on your earnings — we want to hear from you. Apply today and start your interview process this week.

Compliance Statement:

Maverick Roofing LLC is an Equal Opportunity recruiter and welcomes applicants from all backgrounds, without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status. We may use automated tools, including artificial intelligence (AI), to screen and assess candidates as part of our hiring process. These tools are used to support and not replace human decision-making. By applying, you consent to the collection and use of your personal information for recruitment purposes, in accordance with applicable data protection laws based on your location. Employment may be at-will depending on state law and the employer's terms. For 1099 opportunities, applicants are considered independent contractors and not employees. If you require accommodation during the application or interview process, please contact us directly. All applications are kept confidential.

Vacancy posted 8 days ago
Similar jobs that could be interesting for youBased on the Roofing Territory Development Representative in Kissimmee, FL vacancy
  •  .... We combine industry expertise with a straightforward, client-first approach—delivering real protection. We're growing into new territories and seeking disciplined individuals who want to take ownership of their career and work in an environment where performance is recognized... 
    Suggested
    For contractors
    Self employment

    Executive Financial Partners

    Kissimmee, FL
    2 days ago
  •  ...and energetic Outside Sales Representative to join our team. In this role...  ...customers within your territory, evaluating their needs, and...  ...to climb ladders and walk on roofs (single story) Use best practices...  ...Compensation Training & Development provided Career Growth Opportunities... 
    Suggested

    Greenway Of Florida Inc

    Kissimmee, FL
    3 days ago
  • $65k

     ...Territory Sales RepresentativeAbout Würth USA - We are a leading automotive distribution company, delivering high-quality parts, cutting...  ...: Würth USA is looking for an enthusiastic Territory Sales Representative to maintain and grow a territory while also strengthening... 
    Suggested
    Work experience placement
    Work at office

    Wurth USA

    Kissimmee, FL
    1 day ago
  • $100k - $150k

     ...are helping homeowners that already have storm damage get new roofs through their insurance company. Just being capable of holding...  ...uncapped commissions*** Benefits:Flexible scheduleProfessional development assistanceCareer opportunitiesNo cap incomeGrowth within the company... 
    Suggested
    Monday to Friday
    Flexible hours

    Priority Roofing Lakeland

    Kissimmee, FL
    2 days ago
  •  ...Alert Responsible for maximizing the sale of dock and door equipment and parts & service for dock & door within a specified territory to meet sales objectives. Develop existing accounts & seek new business. Analyze opportunities, identify key personnel, & develop... 
    Suggested
    Work at office

    Crown Equipment Southeast Asia

    Kissimmee, FL
    2 days ago
  •  ...Job Duties: Responsible for maximizing the sale of dock and door equipment and parts & service for dock & door within a specified territory to meet sales objectives. Develop existing accounts & seek new business. Analyze opportunities, identify key personnel, & develop... 
    Work at office

    Crown Equipment

    Kissimmee, FL
    17 hours ago
  • $10k - $30k

     ...but not required. We are interested in proven performers from home improvement, automotive, furniture, flooring, kitchens, windows, roofing, HVAC, solar, or other high-ticket sales environments. We provide the product and process training. You must bring... 
    Full time
    Afternoon shift

    ClearWater Shower Bath

    Kissimmee, FL
    4 days ago
  • $45k - $50k

     ...opportunity for you. Paul Gough Media is growing our sales team in Celebration, Florida, and we’re looking for a Sales Development Representative to join us. You might already have experience as an SDR or in outbound sales and be ready for your next challenge.... 
    Full time
    Work at office
    Monday to Friday

    Paul Gough Media

    Kissimmee, FL
    5 days ago
  •  ...Physician Account Representative Drive meaningful physician partnerships that expand access...  ...decision-makers across an assigned territory. This role promotes SimonMed's imaging...  ...environment. Strong sales and business development skills: You proactively generate new... 
    Work at office

    SimonMed Imaging

    Kissimmee, FL
    1 day ago
  • Run your own business, or want to? This 100% remote, 1099 independent-contractor life insurance sales role suits self-starters who want to serve families that already asked for coverage information. What you'll actually do Manage your own pipeline of people who've requested...
    Remote job
    Contract work
    For contractors
    Freelance

    The Wood Agency Life

    Kissimmee, FL
    1 day ago
  • $47.4k - $80.8k

     ...products to present and prospective accounts in his/her assigned territory in accordance with company's policies and programs. Provide...  ..., and competitive conditions beneficial to other Marketing representatives and company operationsPerforms other duties as assignedComplies... 
    Full time
    Part time
    Work at office
    Local area
    Remote work
    Flexible hours

    Centene Corporation

    Kissimmee, FL
    4 days ago
  •  ...builds the rest.Your own transportation, phone, laptop, and reliable internet: you'll be meeting business owners in person, in your territory — our most successful Publishers make it a daily rhythm.Community focus: a genuine interest in building and nurturing local... 
    For contractors
    Local area

    Best Version Media

    Kissimmee, FL
    1 day ago
  •  ...a dynamic and motivated Outside Sales Representative to join our vibrant team and propel the...  ...to travel within the assigned territory and manage a flexible schedule. Valid...  ...training and continuous professional development. A supportive team environment with... 
    Flexible hours

    Intuitive Life Financial

    Kissimmee, FL
    4 days ago
  • $100k

     ...glove experiences directly in the customer’s home. Field Sales Representatives at AT&T are driven to connect – every interaction is an...  ...Direct Sales Representative, Residential Sales Representative, Territory Sales Representative or Field Sales Executive – Home Solutions... 
    Temporary work
    Local area
    Afternoon shift

    AT&T

    Kissimmee, FL
    1 day ago
  •  ...Sales Representative Wanted!Unlock Your Sales Potential with Baker Distributing Company!We...  ...supporting a Sales Center in a designated territory.Essential Duties/...  ...ones.Take a proactive approach to sales development and problem solving.Resolve customer relations... 
    For contractors
    Work at office

    Baker Distributing

    Kissimmee, FL
    17 hours ago
  • $70k - $100k

     ...to work at least one weekend day, and 4 days during the week • Reliable transportation and comfortable traveling locally — your territory is your office Backgrounds that do well here include sales, hospitality, customer service, retail, and other fast-paced client... 
    Full time
    Work at office
    Local area
    Flexible hours
    Weekend work

    3 Day Blinds (Sales)

    Kissimmee, FL
    1 day ago
  • ROLE DESCRIPTION: Oswaldo Velazquez Agency is searching for a competitive Producer who can recognize opportunities and strategically turn leads into long-lasting customer relationships. As our Insurance Account Manager State Farm, your knowledge of insurance products...
    Work at office
    Local area

    OSWALDO VELAZQUEZ INSURANCE AGENCY INC.

    Kissimmee, FL
    4 days ago
  •  ...based on performanceCompetitive salaryFlexible scheduleOpportunity for advancementPaid time offTraining & development ROLE DESCRIPTION: As Account Representative - State Farm Agent Team Member for Jose Cerda - State Farm Agent, you are vital to our daily business operations... 

    Jose Cerda State Farm Agent

    Kissimmee, FL
    2 days ago
  • $40k - $60k

     ...Account Representative - State Farm Agent Team MemberAs Account Representative - State Farm Agent Team Member for Jose Cerda - State Farm...  ...results-oriented individuals that are serious about their development. We take pride in using our years of valuable experience to... 
    For contractors
    Work at office
    Immediate start

    Jose Cerda - State Farm Agent

    Kissimmee, FL
    1 day ago
  •  ...Position Overview As a new Sales Account Representative with Anchora Financial, you’ll begin...  ...and hands-on experience in your local territory. You’ll work side-by-side with a...  ...hours clocked. • Ongoing professional development, advanced sales workshops, and leadership... 
    Work experience placement
    Start working today
    Local area
    Flexible hours

    Anchora Financial

    Kissimmee, FL
    4 days ago
  •  ...virtual classes and hands-on mentoring in your assigned sales territory. Your mentor will guide you through the entire sales process and...  ...achieved rather than time worked Continuing professional development classes, advanced sales trainings, and leadership development... 
    Weekly pay
    Work experience placement
    Local area

    Alleviation Enterprise LLC

    Kissimmee, FL
    4 days ago
  • $100k - $150k

     ...are helping homeowners that already have storm damage get new roofs through their insurance company. Just being capable of holding...  ...commissions*** Benefits: Flexible schedule Professional development assistance Career opportunities No cap income Growth... 
    Full time
    Monday to Friday
    Flexible hours

    Priority Roofing Lakeland

    Kissimmee, FL
    20 days ago
  •  ...CommissionSimple IRABonus based on performanceCompetitive salaryFlexible scheduleOpportunity for advancementPaid time offTraining & development ROLE DESCRIPTION: As Account Associate - State Farm Agent Team Member for Jose Cerda - State Farm Agent, you are vital to our... 

    Jose Cerda State Farm Agent

    Kissimmee, FL
    2 days ago
  •  ...DescriptionJob DescriptionBenefits: Bonus based on performanceCompetitive salaryOpportunity for advancementPaid time offTraining & development My team's mission is to help people manage the risks of everyday life, recover from the unexpected and realize their dreams.We... 
    Work at office

    Brian Pancake State Farm Agent

    Kissimmee, FL
    2 days ago
  • $40k - $60k

     ...Account Representative - State Farm Agent Team Member As Account Representative - State Farm Agent Team Member for Jose Cerda - State...  ...Opportunity for advancement Paid time off Training & development Responsibilities Provide information about insurance products... 
    For contractors
    Work at office
    Immediate start
    Flexible hours

    Jose Cerda - State Farm Agent

    Kissimmee, FL
    1 day ago
  • Job DescriptionJob DescriptionPosition Overview: Are you outgoing and customer-focused? Do you enjoy working with the public? If you answered yes to these questions, working for a State Farm independent contractor agent may be the career for you! State Farm agents market...
    For contractors
    Flexible hours

    Julio Caban State Farm Agent

    Kissimmee, FL
    2 days ago
  • $40k - $70k

     ...committed to excellence and personal achievement. Our team is comprised of results-oriented individuals that are serious about their development. We take pride in using our years of valuable experience to mentor individual team members and prepare them for successful... 
    For contractors
    Work at office
    Immediate start
    Flexible hours

    Jose Cerda - State Farm Agent

    Kissimmee, FL
    1 day ago
  •  ...IRABonus based on performanceCompetitive salaryFlexible scheduleOpportunity for advancementPaid time offSigning bonusTraining & development ROLE DESCRIPTION: As Account Manager - State Farm Agent Team Member for Jose Cerda - State Farm Agent, you are vital to our daily... 

    Jose Cerda State Farm Agent

    Kissimmee, FL
    2 days ago
  • We are seeking a motivated and people-oriented Customer Service & Sales Representative to join our growing team. This role combines customer support, relationship building, and sales execution to deliver an exceptional customer experience while helping drive company growth... 
    Full time

    NXTWave Financial

    Kissimmee, FL
    4 days ago
  • $65k

     ...brighter future for every client. Role Overview: As a Benefits Representative, you play a pivotal role in helping families protect their...  ...frequently! Grow with Us: Dive into continuous learning and development opportunities. Application Process: 1. Submit Your... 
    Full time
    Flexible hours

    DiFilippo Whittingham Agencies

    Kissimmee, FL
    3 days ago

Do you want to receive more vacancies?

Subscribe and receive similar vacancies to Roofing Territory Development Representative. Be the first to apply!