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

Rose Roofing and Restoration, Winchester, VA, United States


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.

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 consistentAbility 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.

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