Painting Estimator
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Location and Position Details
Location: Winnipeg, MB
Job Type: Full-time
Pay: $60,000–$90,000+ per year (Base + Commission)
Experience Required: Painting industry experience preferred
About the Role
We are a growing, professional painting company specializing in interior, exterior, and commercial painting projects . We are looking for a Painting Estimator / Sales Representative to meet with customers, provide accurate estimates, close deals, and hand projects off to production.
This is a high-accountability, high-reward role for someone who understands painting, enjoys working with people, and is motivated to earn a large portion of their income through commission.
If you’ve worked as a painter, foreman, estimator, or project manager and want to move into a sales-focused role with strong earning potential , this position is for you.
What You’ll Do
- Attend pre-booked estimate appointments
- Walk customers through their property to understand project needs
- Measure, assess surfaces, and prepare detailed, accurate painting estimates
- Present pricing and explain our process clearly and professionally
- Follow up with customers until they make a decision
- Help customers finalize colour selections and project details
- Hand off sold projects to the production team with clear scope and notes
- Maintain accurate records in our CRM system
- Represent the company professionally at all times
What We’re Looking For
- Experience in the painting industry (residential, commercial, or both)
- Experience in estimating, sales, or project quoting
- Comfortable earning a large portion of pay through commission
- Strong attention to detail (measurements and scope matter here)
- Friendly, approachable, and professional with homeowners and property managers
- Strong communication and follow-up skills
- Valid driver’s license and ability to travel to appointments
Ideal Backgrounds
- Former painter or foreman
- Painting estimator
- Construction estimator
- Project manager
- Outside sales in trades or home services
Compensation & Benefits
- Base salary + commission (on-target earnings $50,000–$90,000+)
- In-house health and wellness benefits
- Commission paid on every project sold
- Company support and production team in place
- Opportunity to grow
- Stable, year-round work with a growing company
We Value
- Clear communication
- Accountability
- Teamwork
- Quality work
- Long-term relationships with customers and staff
If this sounds like the right job for you, please send us your resume with a cover letter attached about why you'd be a great fit for the role
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