Contract Scotland
Chief Estimator - Infrastructure - (Relocation to Canada)
Requirements
Candidates should have over 20 years of experience in estimating and construction delivery, with proven leadership on projects exceeding $100 million. Strong experience in Design-Build, CM, and IPD models is essential, along with the ability to mentor talent and drive performance.
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.
Skills
About Contract Scotland
๐ช๐ฒโ๐ฟ๐ฒ ๐ป๐ผ ๐ผ๐ฟ๐ฑ๐ถ๐ป๐ฎ๐ฟ๐ ๐ฟ๐ฒ๐ฐ๐ฟ๐๐ถ๐๐บ๐ฒ๐ป๐ ๐ฐ๐ผ๐ป๐๐๐น๐๐ฎ๐ป๐ฐ๐. Weโre a specialist technical and professional recruiter with the ambition of redefining the recruitment process. We donโt work to a traditional target and commission model, which gives us the unique ability to provide our candidates and clients with an objective and transparent service that delivers true value and lasting impact to their lives and businesses. ๐ข๐๐ฟ ๐ ๐ถ๐๐๐ถ๐ผ๐ป: Deliver exceptional recruitment experiences that create real VALUE, GROWTH and LASTING IMPACT for years to come. ๐ง๐ต๐ฒ ๐๐ฒ๐ฐ๐๐ผ๐ฟ๐ ๐๐ฒ ๐ฐ๐ผ๐๐ฒ๐ฟ ๐ฎ๐ฟ๐ฒ: โข Civil Engineering โข Construction & Building โข Engineering Consultancy โข Cost & Property Consultancies โข Housing & Property โข M&E Building Services โข Architecture โข Business Support Services โข International What We Do: Construction & Technical Staffing Solutions We specialise in matching construction, engineering and property professionals with the right employers โ for both permanent placements and temporary workforce solutions. Rather than being a generalist recruiter, Contract Scotlandโs team deeply understands the niche demands of construction and related industries, enabling us to connect skilled candidates with roles where they can thrive. Our construction recruitment focus covers roles including: Project Managers Site Managers & Site Agents Estimators & Pre-Construction Managers BIM & Planning specialists Commercial and Technical professionals Permanent, contract & interim positions โฆplus other key positions required by building contractors, main contractors, M&E firms and consultancies. Our breadth of coverage means businesses of all sizes โ from local contractors to multinational firms โ can find experienced talent quickly and reliably. How We Are Different: Ethics, Expertise & Results. Our recruitment model stands apart from typical agencies