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.