Painting Estimator

Integrity Painting; Winnipeg; On-site; CAD 60,000 - 90,000; Full time

Benefits offered by this job

In-house health and wellness benefits

Commission paid on every project sold

Opportunity to grow

Job summary

A growing painting company in Winnipeg is seeking a Painting Estimator/Sales Representative to provide accurate estimates and close deals on interior, exterior, and commercial projects. The successful candidate must have painting industry experience and strong communication skills, as they will manage customer relationships and represent the company professionally. This role offers a base salary plus commission, with on-target earnings between $50,000 and $90,000+ annually. If you are motivated, detail-oriented, and enjoy working with clients, this opportunity is for you.

Qualifications

• Experience in the painting industry (residential, commercial, or both).
• Comfortable earning a large portion of pay through commission.
• Valid driver's license and ability to travel to appointments.

Responsibilities

• Attend pre-booked estimate appointments.
• Measure, assess surfaces, and prepare detailed, accurate painting estimates.
• Represent the company professionally at all times.

Skills

Experience in the painting industry

Estimating, sales, or project quoting

Strong attention to detail

Strong communication and follow-up skills

Job description

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!