Outside Sales Representative

Pickle Roofing Solutions; Waukesha (WI); On-site; USD 70,000 - 150,000; Full time

Benefits offered by this job

Health insurance

Vision insurance

Dental insurance

Flexible schedule

Training and mentorship

Career path opportunities

Job summary

Briggs Family Home Development (BFHD) in Wisconsin is seeking an Outside Sales Representative to meet homeowners in person, design exterior projects, and guide clients through insurance claims. This field-based role offers commission-based earnings with uncapped potential and the freedom to manage your schedule.

You will present contracts, close deals, and build lasting client relationships while working with a supportive production team.

Qualifications

• 1–2 years of proven sales experience.
• Valid driver's license and reliable transportation.
• Comfortable knocking doors, meeting clients in person, and presenting solutions face-to-face.
• Self-motivated, goal-oriented, and comfortable working independently.
• Eligible to work in the U.S.

Responsibilities

• Meet with homeowners to design custom exterior projects – roofing, siding, gutters, and more.
• Guide clients through the insurance claim process, helping them understand and maximize coverage.
• Prepare and present contracts, close deals, and manage client relationships with professionalism.
• Prospect and generate new business through networking, referrals, and local outreach.
• Coordinate with the production team to ensure smooth project execution.
• Represent the BFHD brand with integrity, energy, and customer-first service.

Job description

Schedule:

Full

Workplace:

Onsite

Indeed Job Posting Title: Outside Sales Representative - Roofing & Storm Restoration, $70K-$150K+

Turn your sales drive into a six-figure career with full training, uncapped commissions, and a clear path to leadership. Join a family-owned company where your effort, integrity, and growth are genuinely rewarded.

Briggs Family Home Development (BFHD) is a trusted leader in storm restoration and exterior remodeling, helping homeowners across Wisconsin rebuild and protect their homes after storm damage. We combine expert craftsmanship, competitive pricing, and community care to deliver outstanding results. We're a family-owned company with deep Midwest roots -- known for professionalism, quality, and putting our people's success first. We provide the tools, training, and support; you bring the drive.

Position: Outside Sales Representative Location: In-person / field-based. Serving Waukesha, Milwaukee, Ozaukee, Dane, and surrounding Wisconsin counties. Headquarters in Waukesha, WI. Employment Type: 1099 Independent Contractor | Commission-Only | Full-Time

Role Overview

As an Outside Sales Representative, you'll meet directly with homeowners to design custom exterior projects, guide them through the insurance claim process, and close deals with professionalism. This is a face-to-face, field-based role with the flexibility to manage your own schedule and maximize your results.

What You'll Do

• Meet with homeowners to design custom exterior projects -- roofing, siding, gutters, and more.
• Guide clients through the insurance claim process, helping them understand and maximize their coverage.
• Prepare and present contracts, close deals, and manage client relationships with professionalism.
• Prospect and generate new business through networking, referrals, and local outreach.
• Coordinate with the production team to ensure smooth project execution.
• Represent the BFHD brand with integrity, energy, and customer-first service.

Who Thrives Here

Required:

• 1-2 years of proven sales experience.
• Valid driver's license and reliable transportation.
• Comfortable knocking doors, meeting clients in person, and presenting solutions face-to-face.
• Self-motivated, goal-oriented, and comfortable working independently.
• Eligible to work in the U.S.

Preferred:

• Experience in construction, roofing, home improvement, or insurance.
• Strong communication and relationship-building skills.

What You Can Expect

Compensation: $70K-$150K+ first-year earning potential (Commission-Only). Uncapped -- top reps earn $150K+ annually, plus performance-based bonuses for top closers.

• Health, Vision, and Dental insurance available for qualifying full-time team members
• Flexible schedule -- manage your own day
• Training and mentorship to help you succeed and grow
• Career path opportunities as we continue expanding throughout Wisconsin

Support & Tools Provided: Hands-on training and mentorship, established brand reputation, and coordination with a dedicated production team so you can focus on selling.

Our Culture

We're a family-owned company built on craftsmanship, professionalism, and integrity. At BFHD, your success is our priority -- we work hard, take pride in our work, and support each other every step of the way.

Ready to Build Your Future?

If you're driven to achieve, ready to grow, and passionate about helping homeowners, this is your chance to join a company that rewards hard work.

Compliance Statement

Briggs Family Home Development 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. For this 1099 opportunity, 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.