Roofing Sales Representative – High Earning Potential

The Staff Pad

Milwaukee (WI)

On-site

USD 70,000 - 110,000

Full time

14 days+

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Job summary

The Staff Pad in Milwaukee, WI, is partnering with Apple Roofing to hire Roofing Sales Representatives. This role offers uncapped commissions, comprehensive training, and fast-track growth opportunities, with leads provided and strong support to help you succeed.

No roofing experience is required; you’ll be trained and outfitted with the tools you need. Meet homeowners, inspect roofs, guide clients through insurance and the sales process, close deals, and build referrals in a high-income,

Qualifications

  • Self-motivated and goal-oriented with strong communication skills.
  • Comfortable working outdoors and climbing ladders.
  • Valid driver’s license and reliable transportation.

Responsibilities

  • Meet with homeowners and generate new business.
  • Conduct roof inspections (training provided).
  • Guide customers through the insurance and sales process.
  • Close deals and manage your sales pipeline.
  • Build referrals and develop repeat business.

Skills

Self-motivated
Strong communication
Outdoor work
Ladder climbing
Valid driver’s license

Job description

Roofing Sales Representative – High Earning Potential

Milwaukee, United States | Posted on 08/12/2026

The Staff Pad is proud to partner with Apple Roofing,a leading, fast-growing, nationally backed roofing company, to identifymotivated Roofing Sales Representatives to join their Milwaukee, WI team.

Looking for a career where your income is in yourhands?

This is a high-income sales opportunity offeringuncapped commissions, comprehensive training, strong support, and realpotential for growth.

No roofing experience? No problem. If you’remotivated, driven, and coachable, you’ll receive the training and tools neededto succeed.

What You’ll Earn
  • Year1: $70K–$80K
  • Year2: $90K–$100K
  • Year3: $110K+
  • Uncappedcommissions with top performers earning well beyond these ranges
  • Unlimitedearning potential based on performance
Why Candidates Apply
  • Leadsprovided with uncapped earning potential
  • Noexperience required — paid training provided
  • Fast-trackgrowth into leadership opportunities
  • Dedicatedsupport team so you can focus on selling
  • W-2or 1099 opportunities available based on experience
What You’ll Do
  • Meetwith homeowners and generate new business
  • Conductroof inspections (training provided)
  • Guidecustomers through the insurance and sales process
  • Closedeals and manage your sales pipeline
  • Buildreferrals and develop repeat business
Who This Is Perfect For
  • Salesprofessionals, Canvassers and anyone with experience in commission-basedroles
  • Hospitality,retail, and customer-facing professionals ready to increase their earningpotential
  • Formerathletes or competitive, driven individuals with a strong work ethic
  • Roofingor construction sales professionals looking for accelerated growth
  • Anyonelooking for acareer change into high-income sales
What We Are Looking For
Requirements
  • Validdriver’s license & reliable transportation
  • Comfortableworking outdoors and climbing ladders
  • Self-motivatedand goal-oriented with strong communication skills
Bonus If You Have
  • Door-to-dooror outside sales experience
  • Existingnetwork or book of business (for experienced reps)
Why This Role Stands Out

This is a true sales opportunity where your earningpotential is driven by your performance—not an hourly wage or a capped salary.

You’ll have the support, resources, and provensystems to focus on what you do best—selling and building relationships—including:

  • Strongbrand and market presence
  • Dedicatedproduction and operations support
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