Account Manager Insight Service Solutions & Integrity Painting | Winnipeg, MB $65,000 Base + Commission Full-Time | Monday–Friday Insight Service Solutions is a leader in commercial exterior building maintenance and cleaning services in Winnipeg — including window cleaning, gutter cleaning, and dryer vent cleaning.

Integrity

Painting is our residential and commercial painting division. Together, we operate as one team with over 40 employees and 15+ service vehicles, serving hundreds of commercial and residential clients across the city. We're growing, and we're looking for the right person to help us grow faster.

This is a revenue-generating sales position that spans both companies. Farming our existing customer list to generate new work — we bring you the customer list, you work it, and build a pipeline of recent service opportunities. Prospecting and closing self-generated commercial painting opportunities — you identify, build relationships, and close the work.

Hunting new commercial maintenance contracts for Insight Service Solutions — you identify buildings and property managers who need our services and develop them into clients. You'll also be in the field meeting prospects, on the phone building pipeline, and in our CRM keeping your opportunities moving. You have a proven track record in sales — ideally in a role where part of your responsibility was to develop a pipeline.





You can follow a structured sales process and use a CRM (Pipedrive and Aspire) consistently and accurately. You are comfortable with cold outreach — calling, emailing, dropping in, networking at industry events.

Experience in the painting, property maintenance, restoration, or cleaning industry is a strong asset — but not required. Base Salary — so you have cash flow while your pipeline builds. Commission 10% on GP — for both project and maintenance work. Year-2 residual commissions on renewed maintenance contracts you bring in — your book of business pays you back.

Realistic

Year-1 earning potential of $70,000–$80,000+ based on hitting targets across both companies. Mileage reimbursement at $0.50/km for work‑related travel. You bring your own vehicle and cell phone. A company that has clear systems, defined processes, and real support — we've built the infrastructure, we just need the right person to plug into it.

Making prospecting calls and site visits to commercial property managers and building owners. Following up on outstanding proposals and moving pipeline deals forward. Attending a weekly team meeting with your pipeline report prepared.

Networking at industry events (BOMA, PPMA) as opportunities arise. Respond to this post with your resume and cover letter to let us know why you think you’d be a great fit for our team! ca to learn more about our mission and our crew. #

📌 Remote Account Manager (Winnipeg)
🏢 Insightservicesolutions
📍 Winnipeg