Sales Representative - 1099 | $80K-$110K+ | AI-Proof Career in Storm Restoration

Application Deadline: 30 September 2026

Department: Sales - 1099

Employment Type: Full Time

Location: Des Moines

Reporting To: Gavin Olson

Compensation: $80,000 - $110,000 / year

Description

The jobs AI is eliminating aren't the ones you'd expect. Accountants. Paralegals. Marketing analysts. Entire white-collar functions are being automated out of existence, and recent graduates are feeling it first.

Roofing sales isn't on that list. It never will be. This career is built on showing up, reading people, and earning trust face-to-face - skills no model can replicate. If you're looking for a career that compounds with experience instead of competing with software, this is it.

About the Role

Premier Roofing is a national storm restoration company - roofing, siding, and gutters - with 20+ years in business and 14 locations across the country. We started with two people and a pickup truck. The model is simple: when storms damage homes, homeowners need someone they can trust to navigate the insurance process and restore their property. That's what our sales reps do.

This is a field role. You'll be in the neighborhoods, meeting homeowners, identifying damage, and guiding them through the insurance claim and restoration process. It's a consultative, relationship-driven career - not a call center, not a desk, not a quota sheet.

What You'll Do

• Canvass storm-affected neighborhoods to identify damage and introduce Premier's services
• Meet with homeowners, inspect damage, and build enough trust to earn a second conversation
• Educate homeowners on their options and support them through the insurance process
• Schedule inspections and coordinate with our production team through project completion
• Participate in weekly training and ongoing skill development

Compensation & Structure

This is a 1099 independent contractor role. Your income is commission-based, tied directly to the projects you close. There is no salary.

To help you ramp up, we provide a startup draw of $500 per week for your first 8 weeks while you're building your pipeline. After that, your earnings reflect your production.

Realistic earning range: $80,000-$110,000 in a productive year. Top performers earn more. (First-year averages coming - ask your recruiter for current rep data.)

The upfront cost to get started is straightforward: you need a valid driver's license and reliable transportation. That's it.

Training
We don't put people in the field unprepared. You'll go through paid classroom onboarding, field shadowing, and structured skill development in roofing fundamentals, insurance process, and sales technique. 70% of candidates in our research said hands-on training was extremely important to them before joining a company like this. We built our program around that expectation.

Schedule
You control your schedule. Most reps work full-time hours during storm season and scale back in slower months. Evenings and weekends are sometimes necessary depending on homeowner availability and market conditions - that's the reality of field sales. It's also why the flexibility to work around your life is built into the model.

Who We're Looking For

• Coachable. You don't need experience - you need to be willing to learn and apply feedback.
• Comfortable with people. This career is built on conversations.
• Self-directed. There's no manager setting your daily schedule. You own your output.
• Physically mobile. You'll be outside, in neighborhoods, sometimes on rooftops. A valid driver's license and reliable vehicle are required.
• Resilient. Rejection is part of the job. So is the income that comes from pushing through it.
• Sales experience is a plus. It's not a requirement.

Apply NowIf the income opportunity is clear enough, the structure makes sense, and you're willing to do the work - apply. Your recruiter will reach out to walk through first-year expectations, market-specific data, and what the first 90 days look like.

This is a 1099 independent contractor position. Compensation is commission-based. The startup draw is a recoverable advance, not a guaranteed salary.