Sales Representative - Roofing and Gutters

Gutter Tune Up

Milwaukee, WI

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JOB DETAILS
SALARY
$150,000–$300,000
LOCATION
Milwaukee, WI
POSTED
23 days ago

SALES REPRESENTATIVE - ROOFING & GUTTERS

Gutter Tune Up - Milwaukee, WI

EARN WHAT YOU'RE WORTH

Are you tired of caps on your income? Ready to be paid for performance, not just showing up?

Top performers at Gutter Tune Up consistently earn $30K+ per month. Our commission structure rewards closers who hustle, and our best reps are making more than most corporate executives.

This isn't a job. It's a career opportunity for killers who want unlimited earning potential.

THE OPPORTUNITY

Gutter Tune Up is aggressively expanding our outside sales team in the Milwaukee area. We provide:

  • Pre-qualified, exclusive leads delivered directly to you (no cold calling, no door knocking unless you want to)
  • Fast commission payouts - get paid on what you close
  • Industry-leading compensation structure:
    • 10% base commission on all sales
    • 50% profit override on margin above cost
    • Monthly volume bonuses up to 2% (earn $4,000+ bonus on $200K month)
  • Full product training on roofing and gutter systems
  • Quick installation turnaround (within 1 week) = fast commissions
  • One-call close model - go to the appointment, close the deal, move on

Our top rep consistently does $200K+ in monthly sales volume and earns $30K+ per month.

WHAT WE'RE LOOKING FOR

We want competitive, driven sales professionals who:

  • Have a proven track record in sales (roofing/home improvement experience a plus, but not required)
  • Can handle 2-3 in-home appointments per day
  • Are coachable and hungry to learn our proven sales system
  • Understand this is 100% commission - you eat what you kill
  • Can consistently close at 40%+ on qualified leads
  • Are comfortable with physical work (measuring roofs, climbing ladders for inspections)

This is NOT for everyone. We have high standards. Our baseline expectation is $3,500 in Net Sales Per Lead Issued (NSLI). If you can't hit that consistently, this isn't your spot.

But if you're a closer? You'll thrive here.

WHAT SUCCESS LOOKS LIKE

  • Month 1: Complete training, start running appointments, close your first deals
  • Month 2-3: Hit baseline performance ($3,500 NSLI, $100K+ monthly volume)
  • Month 6+: Join our top producers earning $200K+ monthly sales volume

We track performance daily on a leaderboard. You'll know exactly where you stand, and so will everyone else. Competition drives excellence.

THE ROLE

Daily Activities:

  • Run 2-3 pre-qualified appointments per day (in-home consultations)
  • Inspect property, measure roofing/gutters, identify problems
  • Present solutions and pricing using our proven sales system
  • Close deals on the spot (one-call close model)
  • Submit completed contracts and job details for installation

Training Provided:

  • Week 1: Classroom training on products, pricing, sales process
  • Week 2: Ride-alongs with Sales Manager and top performers
  • Ongoing: Weekly team meetings, 1-on-1 coaching, continuous improvement

Schedule:

  • Expectation is to run 2-3 leads per day Monday-Saturday
  • Appointments typically run 10am-6pm, some evening availability needed

REQUIREMENTS

  • Valid driver's license and reliable transportation
  • Comfortable using iPad/technology for contracts and CRM
  • Able to climb ladders and access roofs for inspections
  • Professional appearance and communication skills
  • Available for training class starting late February 2026
  • Must pass background check

No roofing experience required - we'll train you on everything you need to know. We care about your sales ability and work ethic, not your resume.

WHY GUTTER TUNE UP?

  • Fast-growing company scaling to $10M+ in 2026
  • Proven products customers actually need (roofing, gutters, protection systems)
  • Rapidly growing reputation across Wisconsin
  • Installation team handles all post-sale work - you focus on selling
  • Sales Manager support for training, ride-alongs, and ongoing coaching
  • Transparent metrics - you always know where you stand

We're building something big. Get in now while we're scaling.

Gutter Tune Up is an equal opportunity employer. This is a 1099 independent contractor position. Compensation is 100% performance-based.

About the Company

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Gutter Tune Up