Demo

Sales Rep - High Earning (Full Training)

Vertical Solutions Roofing & Construction
Madison, WI Full Time
POSTED ON 4/17/2026
AVAILABLE BEFORE 5/16/2026
  • 4.84 out of 5 stars on Indeed* People love working here!!

$84,332 - $164,690/year - Full-time

Location: Madison City Office

Full Job Description

A few things to get out of the way real quick

  • This role requires you to be in-person (We have offices in Austin, Oklahoma City, Dallas-Ft. Worth, Kansas City, & now Wichita). You'll need your own, reliable car or truck to travel to job sites in the surrounding area.
  • You must be available during the day and occasional evenings/weekends to meet with homeowners and property owners.

If the above is good for you here are the rest of the details about the position, plus directions to apply (incomplete applications will not be considered).

About Us

Since 2021, Vertical Solutions Roofing has been a trusted partner to residential homeowners across Texas, Oklahoma, Nebraska, and Kansas. We're a family-owned and operated company rooted in integrity, professionalism, and quality craftsmanship.

Our mission is simple but bold: Elevating the Standard of Service, Professionalism, and Craftsmanship. We don't just fix roofs, we restore peace of mind.

Whether we're helping a homeowner navigate storm damage or guiding a commercial client through a re-roofing project, we're committed to delivering an exceptional customer experience at every stage.

How We Do It

Our team is built on hustle, heart, and high standards. We combine the latest technology, strong internal systems, and in-depth training to ensure our consultants are equipped to succeed. We're known for educating our clients (not hard-selling them) and helping them make smart, stress-free decisions about their property.

At Vertical Solutions, we back our team with the tools, training, and support they need to win. Our reputation is everything--so we do things the right way, every time.

Our Company Core Values

  • Teamwork
  • Communication
  • Extreme Accountability
  • Strive for Greatness
  • Commitment to Our Word

We are a company that cares about relationships and results - not punch cards or time sheets. The clock isn't the great determinator of value. Your results and relationships are.

If you are looking for "just another job" this is not the role for you. We believe great people thrive with clear expectations, quality support, and the freedom to own their success. If you're ready to play full out and be part of something special, keep reading.

Details About the Position

Who You Are

  • You thrive in a fast-paced environment.
  • You love the variety that a sales job in roofing will bring.
  • You pride yourself on being able to strike up a conversation and build instant rapport with everyone you meet.
  • You control your earning potential, goals, and schedule.
  • You're a confident communicator, a natural relationship builder, and a self-starter driven by helping others.
  • You're not afraid to knock on a door and start a conversation.
  • You are a quick learner who works autonomously and takes on challenges.

What You'll Be Doing

Sales & Lead Generation

  • Door knock and call to get new homeowner leads.
  • Conduct property inspections and generate job scopes.
  • Prepare and deliver professional estimates using company software.
  • Prospect and network to generate new leads.
  • Build long-term relationships through follow-up and top-level customer service.
  • Represent the company at community and industry events.

Job Management Support

  • Educate homeowners and property managers about roofing systems, storm damage, and repair/replacement options.
  • Submit project details and client handoff to the production team.
  • Guide clients through the insurance claims process.
  • Follow up post-project to ensure client satisfaction.

Why You Should Be Interested

This job has the potential to change the trajectory of your bank account, leadership, and impact. This role is perfect for you if you consider yourself an intrapreneur, thinking like an entrepreneur with the backing of an established business. This is not a desk job; it's a high-energy, high-reward role with uncapped earning potential and flexibility. You'll be supported by a tight-knit, values-driven team.

Compensation

This is a 1099 role transitioning to a W-2 role, unlike any other roofing companies.

  • Uncapped commission structure with average first-year earnings between $62,000-$131,000
  • Weekly payouts
  • Pre-commissions paid at certain milestones
  • Performance-based bonuses and incentives
  • First 90 days monthly bonus program
  • Referral bonuses exceeding $5,000
  • $3,000-$7,000 draw-based hiring incentive
  • Recession-resistant industry

Job Type: Full-time

Pay: $84,332 - $164,690/year

Compensation Package

  • 1099 to W2 Role
  • Bonus opportunities
  • Commission pay
  • Uncapped commission

Schedule

  • Monday to Friday
  • Saturday's day

Experience

  • Sales: 1 year preferred

Salary : $62,000 - $131,000

If your compensation planning software is too rigid to deploy winning incentive strategies, it’s time to find an adaptable solution. Compensation Planning
Enhance your organization's compensation strategy with salary data sets that HR and team managers can use to pay your staff right. Surveys & Data Sets

What is the career path for a Sales Rep - High Earning (Full Training)?

Sign up to receive alerts about other jobs on the Sales Rep - High Earning (Full Training) career path by checking the boxes next to the positions that interest you.
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Income Estimation: 
$80,062 - $120,119
Income Estimation: 
$104,680 - $202,844
Income Estimation: 
$122,633 - $166,569
Income Estimation: 
$116,413 - $176,962
Income Estimation: 
$129,120 - $252,029
Employees: Get a Salary Increase
View Core, Job Family, and Industry Job Skills and Competency Data for more than 15,000 Job Titles Skills Library

Job openings at Vertical Solutions Roofing & Construction

  • Vertical Solutions Roofing & Construction Oklahoma, OK
  • Join our team as a Residential Build Superintendent! We are seeking a motivated and detail-oriented Site Superintendent to oversee and ensure successful jo... more
  • 12 Days Ago


Not the job you're looking for? Here are some other Sales Rep - High Earning (Full Training) jobs in the Madison, WI area that may be a better fit.

  • Legends Sales & Marketing, LLC Madison, WI
  • LEGENDS & ASM GLOBAL Two powerhouse companies have joined forces to redefine excellence in sports, entertainment, and live events. Together, we combine unm... more
  • 2 Months Ago

  • FGS-WI LLC Milton, WI
  • Company Overview: Freedom Graphic Systems is a leading innovator in the print and direct mail industry, dedicated to delivering cutting-edge solutions that... more
  • 3 Days Ago

AI Assistant is available now!

Feel free to start your new journey!