winnipeg mb senior project estimator Jobs – 8 Openings This Week

Senior Project Manager
Winmar Brandon —Winnipeg, MB
- $85,000–$120,000 a year
- Full-time
- Construction
- In-person
- Negotiation
- Dental care
- Paid time off
Quick apply
17h
Junior Project Estimator
DJN Services Ltd. —Springfield, MB
- $70,000–$80,000 a year
- Full-time
- Microsoft Excel
- Engineering
- Math
- Dental care
- Vision care
Quick apply
Construction Estimator (Junior/intermediate)
Paramount Services Ltd. —Winnipeg, MB
- $65,000–$75,000 a year
- Full-time
- Microsoft Word
- Microsoft Excel
- Microsoft Outlook
Quick apply
1d
Junior Estimator
Matix Lumber Inc. —Headingley, MB
- Full-time
- Microsoft Excel
- ERP systems
- Microsoft Office
- Tuition reimbursement
Quick apply
Commercial Construction Project manager/Estimator
Iris Construction Management Inc —Winnipeg, MB
- From $80,000 a year
- Full-time
- Hybrid work
- Microsoft Excel
- Engineering
- Analysis skills
- Dental care
- Life insurance
Quick apply
Data Scientist
Worker's Compensation Board of Manitoba —Winnipeg, MB
- Full-time
- Hybrid work
- Bilingual
- Microsoft Excel
- Public speaking
- Work from home
14d
Data Scientist
WCB Manitoba —Winnipeg, MB
- Full-time
- Bilingual
- Microsoft Excel
- Public speaking
Quick apply
14d
Senior Estimator (Capital Project Delivery)
Metrolinx —Canada
- $93,798 a year
- Full-time
- Microsoft Powerpoint
- Microsoft Word
- Microsoft Excel
12d

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Senior Project Manager

Winmar Brandon -
Winnipeg, MB

Quick apply

Job details

Full-time
$85,000–$120,000 a year
17 hours ago

Qualifications

Restoration
Construction
Negotiation
Driving Licence
Construction estimating

Full job description

POSITION SUMMARY

The Estimator is the full financial owner of every assigned file, responsible for driving profitability from first notice of loss through final closeout. This role controls scope, pricing strategy, negotiations, and documentation integrity while leading execution teams to deliver clean, audit-ready outcomes.

This is a performance-driven position where success is measured by gross profit, disciplined execution, and the ability to maintain control across multiple concurrent projects. The Estimator serves as the primary decision-maker on file-level financial outcomes, ensuring margin protection, scope accuracy, and operational alignment.

This role requires a high level of accountability, ownership, and precision. The Estimator is not a support function, they are the authority on performance, profitability, and execution.

ABOUT US

WINMAR® is a leader in property restoration and emergency response services, specializing in mitigation, reconstruction, and full-cycle project delivery. Our work operates in high-stakes environments where performance, precision, and accountability directly impact financial outcomes and client trust.

We are a standards-driven organization built on discipline, ownership, and execution. Every file matters, and every decision impacts profitability, client relationships, and long-term growth.

At WINMAR®, we reward performance, not tenure. Our team is composed of operators who take ownership, protect margin, and deliver results without compromise.

WINMAR® – We Do It Right.

WHAT SUCCESS LOOKS LIKE

Files are managed with full control from intake to closeout with no loss of visibility
Gross profit targets are consistently met or exceeded across all assigned projects
Scope and pricing are accurate, strategic, and defensible in all negotiations
Change orders are tightly controlled and executed without margin erosion
Documentation is complete, clean, and audit-ready at all times
Client and insurer relationships are managed professionally and effectively
Multiple files are handled simultaneously without operational breakdown
Project teams execute with clarity, accountability, and alignment
Margin leakage is prevented through disciplined decision-making
Communication across stakeholders is proactive, clear, and consistent
Opportunities for upsell and relationship expansion are identified and executed
Files close cleanly with strong financial outcomes and no audit issues

PERFORMANCE OBJECTIVES

Own and manage the full lifecycle of each file from first notice of loss through final closeout
Achieve or exceed gross profit targets across all assigned projects
Develop and execute accurate scopes of work aligned with project requirements
Establish pricing strategies that maximize profitability while remaining competitive
Lead insurer and client negotiations to secure favorable outcomes
Maintain strict control over change orders to prevent scope creep and margin loss
Ensure all files maintain audit-ready documentation at every stage
Manage multiple concurrent projects without loss of control or performance
Lead project teams to execute work aligned with scope, budget, and timeline
Protect margin by identifying and eliminating inefficiencies, waste, and rework
Maintain strong client and adjuster relationships to support long-term growth
Contribute to business growth through upselling, cross-selling, and brand representation

CORE COMPETENCIES

Financial Ownership & Accountability – Takes full responsibility for file-level P&L outcomes
Gross Profit Management – Deep understanding of margin control and profitability drivers
Scope Development & Control – Builds accurate scopes and enforces discipline throughout execution
Negotiation Skills – Effectively negotiates with insurers and clients to maximize outcomes
Project Leadership – Leads teams to execute with clarity, alignment, and accountability
Documentation Discipline – Maintains consistent, accurate, and audit-ready records
Operational Control – Manages multiple projects simultaneously without loss of performance
Decision-Making – Makes timely, informed decisions that protect financial outcomes
Client Relationship Management – Builds trust and maintains strong external relationships
Attention to Detail – Ensures precision in scope, pricing, and execution
Results Orientation – Driven by performance, outcomes, and measurable success
Adaptability Under Pressure – Thrives in fast-paced, high-stakes environments

EDUCATION & EXPERIENCE

Minimum of 5+ years of estimating experience in restoration and construction
Proven experience in both emergency mitigation and reconstruction project delivery
Strong insurance industry experience, including proficiency in Xactimate and/or Symbility
Demonstrated ability to scope, price, and negotiate insurance claims and approvals
Proven history of gross profit accountability and financial ownership
Experience contributing to or managing $2M+ in annual revenue
Strong ability to manage multiple concurrent projects with high performance standards
Consistent track record of maintaining audit-ready documentation
Client-facing, sales-capable, and confident communicator
Experience operating in a performance-driven, accountability-focused environment
Ability to think like a business owner, not just an estimator
Valid driver’s license required
Must be bondable (mandatory requirement)

COMPENSATION STRUCTURE

Base Salary: $85,000–$95,000
On-Target Earnings: $110,000-120,000 (Bonus Performance)
Incentives: Quarterly, uncapped, gross profit-based
Requirements for Incentive Eligibility:
Documentation compliance
Communication standards
Margin discipline
Audit approval (non-negotiable)
Benefits: Health Benefits, RRSP Matching

Pay: $85,000.00-$120,000.00 per year

Benefits:

Dental care
Extended health care
Life insurance
Paid time off
RRSP match

Application question(s):

Do you have experience using Xactimate and Symbility?
Have you independently scoped damage for insurance restoration projects?

Work Location: In person

Quick apply

Refine Your Search

senior project estimator jobs in winnipeg mb

Senior Project Manager

Junior Project Estimator

Construction Estimator (Junior/intermediate)

Junior Estimator

Commercial Construction Project manager/Estimator

Data Scientist

Data Scientist

Senior Estimator (Capital Project Delivery)

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