Chief Estimator

Mississauga, ON, Canada

Compensation $180,000-$200,000 (based on experience) · Full-time

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Job details

Pay: Compensation $180,000-$200,000 (based on experience)
Job type: Full-time
Apply by: Nov 27, 2026
Experience: 10+ years of estimating experience within heavy civil construction.
Posting language: English
Posted: Oct 28, 2026

Original job description

Location: GTA

Compensation $180,000-$200,000 (based on experience)

Reference # 16817623

The Opportunity

Shape the Pursuits that build major infrastructure - We're partnering with an established heavy civil contractor delivering large, technically complex infrastructure projects across Ontario. With a strong pipeline of transportation, rail, and civil infrastructure work, they're looking for an experienced Chief Estimator to lead their estimating function and play a key role in business growth.

This is more than a leadership position - it's an opportunity to influence project selection, mentor a high-performing estimating team, and work alongside executive leadership on some of the province's most challenging infrastructure pursuits

What You'll Be Doing

Developing bid strategies that balance competitiveness with risk management.
Leading the preparation and review of detailed estimates for large civil infrastructure projects.
Providing oversight of labour, equipment, material, subcontractor, and indirect cost estimates.
Working closely with operations, engineering, commercial, procurement, and project controls to develop winning pursuit strategies.
Evaluating design alternatives and recommending the most practical and cost-effective construction solutions.
Reviewing subcontractor and supplier pricing while strengthening key industry relationships.
Supporting change management, cost forecasting, value engineering, and post-bid reviews.
Maintaining and enhancing historical cost databases and estimating best practices.
Driving continuous improvement within estimating systems, processes, and reporting.
Coaching, mentoring, and developing a team of estimators while fostering a collaborative, high-performance culture.

What You Bring

10+ years of estimating experience within heavy civil construction.
Experience delivering estimates for large infrastructure, transportation, rail, or complex civil projects.
A strong understanding of construction methodologies, productivity, costing, procurement, and risk management.
Experience leading estimating teams and developing high-performing professionals.
The ability to communicate confidently with executives, operations teams, consultants, and subcontractors.
Strong analytical skills with excellent attention to detail.
Proficiency with industry-standard estimating software and Microsoft Office.
A degree or diploma in Engineering, Construction Management, or a related discipline.

Why This Opportunity

Lead the estimating strategy for complex, high-value infrastructure projects.
Influence major bid decisions from pursuit planning through submission.
Work alongside senior operations, engineering, commercial, procurement, and executive leadership.
Join a company with a strong backlog of secured work and an aggressive growth strategy.
Build and develop a talented estimating team while helping shape the future direction of the business.
Expand your portfolio with projects that involve significant technical, financial, and operational complexity.

What To Do Next

Click apply if you think this role is for you. If you are a qualified candidate with questions, please reach out to csoules@talentsphere.ca or call me at 416-900-3435 x 728

*Only those selected for the interview process will be contacted*

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More about this job

Responsibilities

Lead estimating strategy and oversee detailed estimates for major civil infrastructure pursuits, including labour, equipment, materials, subcontractors, and indirect costs. Collaborate with cross-functional and executive teams to shape bids, improve estimating processes, manage cost and risk, and develop the estimating team.

Requirements

Requires 10+ years of heavy civil estimating experience, including estimates for large infrastructure, transportation, rail, or complex civil projects, along with experience leading estimating teams. Candidates should have strong construction, costing, procurement, and risk-management knowledge, excellent analytical and communication skills, proficiency with estimating software and Microsoft Office, and a degree or diploma in a related discipline.

Skills

Estimating
Bid Strategy
Cost Estimation
Risk Management
Heavy Civil Construction
Infrastructure Projects
Construction Methodologies
Productivity Analysis
Procurement
Value Engineering
Cost Forecasting
Change Management
Subcontractor Pricing
Historical Cost Databases
Team Leadership
Estimating Software

Visa sponsorship

Not detected in the job text

Hiring contact email

csoules@talentsphere.ca

Keywords

Heavy Civil Construction
Infrastructure
Transportation
Rail
Estimating
Bid Strategy
Detailed Estimates
Labour Costs
Equipment Costs
Material Costs
Subcontractor Costs
Indirect Costs
Construction Methodologies
Productivity
Procurement
Risk Management
Design Alternatives
Value Engineering
Change Management
Cost Forecasting
Post-Bid Reviews
Historical Cost Databases
Estimating Best Practices
Estimating Systems
Estimating Software
Microsoft Office
Team Leadership

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