Estimator & Service Development Manager Winnipeg - Insight Service Solutions Inc

Estimator & Service Development Manager

Full Time • Winnipeg - Insight Service Solutions Inc

SERVICE | INTENTIONAL | GROWTH | HUMILITY | TENACITY

Benefits:
  • Bonus based on performance
  • Competitive salary
  • Dental insurance
  • Health insurance
  • Opportunity for advancement
  • Training & development

Title:
Estimator & Service Development Manager

Location:
Winnipeg, MB | Full-time, Year-Round

Salary:
$60,000 – $80,000 + Performance Bonuses


About Us:
Insight Service Solutions Inc. is a growing leader in commercial and residential exterior maintenance in Winnipeg. COR-certified and safety-driven, we provide professional window cleaning, pressure washing, gutter cleaning, dryer vent cleaning, high dusting, caulking, and more. We value dedication, precision, and a high-performance culture. Click here for a video about us!


Why You’ll Love This Role:

  • Lead a small remote team of estimators
  • Take ownership of projects from estimate to execution
  • Influence company profitability and growth
  • Monthly team events and annual retreats
  • Opportunities to learn, grow, and expand your skills
  • Work with a great team of people, click here to see what Paulette has to say about this team!

Key Responsibilities:

  • Prepare and manage customer estimate requests
  • Follow up on outstanding estimates to close deals
  • Complete RFPs with accurate pricing and documentation
  • Perform complex time/material calculations for unique projects
  • Estimate larger projects and re-price recurring services annually
  • Track customer potential vs. awarded value and farm opportunities
  • Lead a small remote estimating team
  • Maintain excellent client relationships
  • Implement efficient, consistent processes

Skills & Requirements:

  • 2+ year relevant experience
  • Excellent attention to detail and process-driven
  • Strong communication and customer service skills
  • Proactive, action-oriented, multitasker
  • Operationally minded with project management ability
  • Comfortable with Google Suite (Gmail, Calendar, Sheets, Docs)
  • Experience leading small or remote teams
  • Hands-on willingness to learn trade and services
  • Full Class 5 MB Driver’s License
  • Long-term commitment expected

Preferred Experience:

  • Construction, exterior maintenance, or property services
  • Estimating or project coordination
  • Client-facing or account management
  • Operations or process-focused roles

Benefits: Health coverage, year-round employment, team events

Apply Now: Attach your resume and tell us why you’d excel in this key role!
Compensation: $60,000.00 - $80,000.00 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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BENEFITS & PERKS

Company Vehicle
Many of our staff take there work vehicle home and drive straight to the job site.
Health Benefits
We have an in house benefits plan that fully covers medical expenses with no employee contribution.
Work Outside
Enjoy the fresh air and get a Tan! Stay active and Fit!
Company Culture Events
We have a Spring, Summer and Winter event where we always have great giveaways and prizes! We love to thank our staff for the hard work they do!
Referral Bonus
We offer our staff a $200 bonus when we hire someone that they refer to us.
Education and Learning Opportunities
We offer and pay for training to eligible employees. This could include leadership training, efficiency training and rope access training.