Painting Estimator
Full Time • Winnipeg
Benefits:
- Competitive salary
- Flexible schedule
- Training & development
Painting Estimator — Integrity Painting | Winnipeg, MB
$45,000–$90,000+ (Recoverable Draw + Commission) | Seasonal with Full-Time Potential
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
Member businesses are independently owned and operated. Your application will go directly to the member business, and all hiring decisions will be made by the management of that business. All inquiries about employment at these businesses should be made directly to the business location, and not to the International Window Cleaning Association.
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Extensive Training & Ongoing Support
Equipment & Uniforms Furnished
Competitive Pay