Job Description
CHIEF ESTIMATOR – INFRASTRUCTURE
Mississauga (Toronto), Canada
Executive-Level Salary + Bonus + Equity (Employee-Owned)
️ Full VISA Sponsorship + Relocation
This is not just estimating.
This is where strategy wins projects.
If you’ve led bids on major infrastructure…
this is your opportunity to step into a role where you shape billion-dollar outcomes.
Why Canada — And Why Now?
Because infrastructure is moving at scale.
• Massive investment across transit, highways, bridges & airports
• Long-term, government-backed pipelines
• Stability + world-class lifestyle
• A country that supports leaders and families relocating long-term
This is timing. And it’s big.
️ The Opportunity
A Tier 1, employee-owned contractor is expanding its Infrastructure division and hiring a Chief Estimator to lead from the front.
You’ll report directly to the Pre-Construction Director and take ownership of:
• Major transit & transportation bids
• High-value infrastructure pursuits
• Estimating strategy across multiple large-scale projects
This is not a back-office role.
You are driving how projects are won.
What You’ll Be Leading
• Roads, highways & interchanges
• Bridges & major structures
• LRT / BRT transit systems
• Airports & large infrastructure programs
️ What You’ll Own
• Full oversight of pre-construction & estimating performance
• Bid strategy, risk analysis & cost optimisation
• Conceptual estimating → tender submission
• Constructability input & innovation strategies
• Leadership of high-performing estimating teams
• Stakeholder engagement across clients, consultants & partners
Who This Is For
️ 20+ years across estimating + construction delivery
️ Proven leadership on $100M+ infrastructure projects
️ Strong experience in Design-Build / CM / IPD models
️ Ability to lead teams, mentor talent & drive performance
️ Commercially sharp — you understand how to win work profitably
️ Comfortable operating at senior leadership level
Why This Role Stands Out
Executive compensation + bonus + ownership (shares)
Long-term pipeline of major infrastructure work
Full relocation support for you & your family
️ A role where your decisions directly impact multi-million/billion-dollar outcomes
If you’ve reached the top of estimating — this is the next level.
* Relocate. Lead. Win the work that builds nations.