Demo

Roof Insurance Canvasser – Commission Only | $100K+ Opportunity

Rose Roofing & Restoration
Winchester, VA Full Time
POSTED ON 4/4/2026
AVAILABLE BEFORE 6/3/2026

Roof Insurance Canvasser – Commission Only | $100K Opportunity | Paid Weekly (Every Friday)

This is not an easy job.

This is canvassing (door-to-door sales). You will be knocking doors, talking to homeowners, climbing on roofs, and working long days.

If you are looking for a comfortable, hourly job — this is not it.

If you are willing to work hard, stay consistent, and push yourself, this can easily become one of the highest-paying opportunities you’ve ever had.

Top performers consistently earn six figures.

What This Job Actually Is

• Commission-only (1099 independent contractor)

• Neighborhood canvassing (door-to-door)

• Climbing roofs to perform inspections

• Talking to homeowners face-to-face daily

• Handling rejection and staying consistent

• Working Monday–Friday (11 AM to dusk)

Saturdays are HIGHLY recommended for top earners

      This is a grind — but it pays extremely well for the right person.

      What You Get

      • Uncapped commissions

      • Typical earnings $80,000–$200,000

      • Paid Weekly (Every Friday)

      • Monthly bonuses

      • Bi-annual 30% production bonus

      • Clear path to leadership and higher earning potential

      Elite Team Culture | Brotherhood & Mentorship

      At Rose Roofing and Restoration, you’re not just joining a company — you’re stepping into a brotherhood of high performers committed to pushing each other to levels most people never reach.

      Our culture is built around accountability, discipline, mentorship, and leadership development.

      This is not a place to stay average — it’s a place to level up.

      RISE Leadership Program

      RISE (Rose Initiation: Standards of Excellence) is our 12-week personal and professional growth program designed to develop not just top performers, but strong, grounded leaders. Inspired by the belief that true success starts from within, RISE challenges each participant to define their why, raise their standards, and push beyond comfort zones in every area of life. Through a structured mix of videos, written content, and real-world exercises, team members work toward meaningful personal goals while sharpening leadership skills and cultivating a growth mindset. Along the journey, participants earn rewards, and those who complete the program receive a $2,000 bonus at the finish line.

      Who We Are

      Rose Roofing and Restoration is a family-owned and founded company founded in 2021. It has grown from a $2 million/year company to over $25 million/year in just a few short years.

      With the backing of some of the nation’s top entrepreneurs and financiers, Rose is built to scale.

      We operate across Virginia, West Virginia, Maryland, Pennsylvania, and Ohio.

      Watch a team member describe what it’s like to work here:

      https://klik.cx/rosesales

      Requirements

      • You must have a reliable vehicle

      • You must be comfortable canvassing (door-to-door)

      • You must be willing to get on roofs

      • Strong work ethic and mental toughness

      • Ability to handle rejection and stay consistent

      • Ability to work outdoors and be on your feet for long periods

      Final Word

      This job is not for everyone.

      But if you are willing to grind, stay disciplined, and push yourself, it can change your income, your mindset, and your future.

      Apply now.

      Salary : $90,000 - $150,000

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