Painting Estimator​/Sales Representative

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

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.

• 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

• 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

• Former painter or foreman
• Painting estimator
• Construction estimator
• Project manager
• Outside sales in trades or home services

• 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

• 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!