At a Glance
- Tasks: Estimate painting projects, manage your own pipeline, and close deals.
- Company: Integrity Painting, a trusted name in Winnipeg's painting industry.
- Benefits: Competitive salary, flexible schedule, training, and development opportunities.
- Other info: Join a supportive team that values service, growth, and tenacity.
- Why this job: Earn based on your skills and drive; the sky's the limit!
- Qualifications: 1+ years of painting estimating experience and self-starter mentality.
The predicted salary is between 3750 - 3750 $ per month.
Benefits:
- Competitive salary
- Flexible schedule
- Training & development
If you’re a strong estimator, you already know your value. The question is whether the company you’re working with is set up to actually let you earn it. We provide the leads, the admin support, the systems, and the brand. You bring the expertise and the drive. What you earn from there is up to you.
About Us: Integrity Painting is a quality-focused residential and commercial painting company in Winnipeg, operating under Insight Service Solutions — we serve hundreds of clients across the city. We’re growing, and we take our craft seriously.
The Role: We’re looking for an experienced painting estimator who knows how to walk a job, price it right, and close the deal. This is not an entry-level position — we need someone who has done this before and can hit the ground running. We’ll provide a steady flow of company-generated leads to start. When volume slows, the expectation is simple: you go find the work. The estimators who turn this into a full-time role are the ones who don’t wait to be handed opportunity — they build their own pipeline and earn at a higher rate for doing it.
Commission Structure:
- 7% of net sale — company-generated leads
- 10% of net sale — self-generated leads
A recoverable draw of $3,750/month is available while your pipeline builds. Paid weekly once the deposit is collected and the contract is signed. Your earning rate goes up the more you self-generate — the income ceiling here is yours to set.
What We’re Looking For:
- Minimum 1 year of painting estimating experience — residential, commercial, or both
- Proven ability to close, follow up, and manage your own pipeline
- Experience using an estimating tool or standardized system (software, calculator method, or equivalent)
- Self-starter mentality — when company leads slow down, you don’t
- Detail-oriented: accurate scope documentation, CRM discipline, and clean proposals
- Valid driver’s license and reliable, presentable vehicle
- Professional presentation — company-branded attire provided
Who We Are: We run on five values: Service, Intentional, Growth, Humble, and Tenacity. We have clear systems, real support, and a team that takes pride in doing things right. If that’s the environment you want to work in, we want to hear from you.
Compensation: $45,000.00 – $90,000.00 per year
Serving Winnipeg for Over 35 Years: Integrity Painting was built on a simple idea — do the job right and stand behind your work. For over 35 years, we’ve helped homeowners and businesses across Winnipeg with reliable, high-quality painting and a process you can trust from start to finish. Today, that same commitment continues with a renewed focus on communication, consistency, and delivering results the right way.
Painting Estimator in Winnipeg employer: Integrity Painting
Join a dynamic and growing painting company in Winnipeg that values its employees and fosters a supportive work culture. With competitive base salaries and high-earning commission opportunities, we prioritize your professional growth and success while providing a collaborative environment where your contributions are recognized. Experience the unique advantage of working in a thriving local market, where your skills in customer relationship management will shine and lead to meaningful rewards.
