This isn't just an entry-level sales job — it's the start of a career in roofing sales.
SmartRoof reps move from entry-level → six-figure earners → sales leadership, with a transparent path at every step.
Whether you're current to sales or bring experience from another field, we provide the training and support to help you succeed.
What You'll DoThis is a field-based roofing sales role. You'll meet with homeowners in storm-affected neighborhoods, inspect roofs for wind and hail damage, and guide homeowners through the insurance restoration process — helping them save up to 95% on a full roof replacement.
Meet with homeowners in storm-affected neighborhoods
Inspect roofs for storm damageGuide homeowners through insurance claims and the restoration processDeliver a qualified, consultative customer experience from first contact to close
Compensation & BenefitsYear 1: $70,000–$100,000+Year 2:



$100,000–$200,000+
Base pay + monthly performance bonusesUncapped commissionsPaid trainingCompany trips, contests, and performance incentivesWeekly coaching and mentorshipOpportunities to grow into leadership roles
Who We're Looking ForCompetitive, coachable, and self-motivatedDependable — shows up, follows through, takes ownershipComfortable working outdoors and on rooftops in all seasonsBackground in sales, construction, retail, customer service, hospitality, athletics, or military is a plus — not required
Why SmartRoofOver 10 years in business25,000+ roof installations$500M+ in completed projects2,500+ five-star reviewsTop 100 Roofing Contractor
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📌 Entry Level Sales Roofing Sales Earn $100k+ Year One Winnipeg
🏢 SmartRoof
📍 Winnipeg