At a Glance
- Tasks: Lead major infrastructure bids and shape billion-dollar project outcomes.
- Company: Tier 1, employee-owned contractor with a focus on infrastructure.
- Benefits: Executive salary, bonuses, equity, and full relocation support.
- Other info: Opportunity for long-term stability and world-class lifestyle in Canada.
- Why this job: Make impactful decisions that build nations and drive large-scale projects.
- Qualifications: 20+ years in estimating and proven leadership on $100M+ projects.
The predicted salary is between 120000 - 150000 € per year.
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?
- 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
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.
Chief Estimator - Infrastructure - (Relocation to Canada) in Bolton employer: Contract Scotland
Join a leading Tier 1, employee-owned contractor in Mississauga, Canada, where your expertise as a Chief Estimator will directly influence billion-dollar infrastructure projects. With a strong focus on employee growth, competitive executive compensation, and full relocation support for you and your family, this role offers a unique opportunity to thrive in a dynamic work culture that values innovation and leadership. Experience the stability of a government-backed pipeline while enjoying a world-class lifestyle in a country that embraces families relocating for long-term success.
StudySmarter Expert Advice🤫
We think this is how you could land Chief Estimator - Infrastructure - (Relocation to Canada) in Bolton
✨Tip Number 1
Network like a pro! Reach out to industry contacts and attend relevant events. We all know that who you know can sometimes be just as important as what you know, so get out there and make those connections!
✨Tip Number 2
Prepare for interviews by researching the company and its projects. We want you to walk in with confidence, knowing exactly how your skills align with their needs. Show them you’re not just another candidate, but the one they’ve been looking for!
✨Tip Number 3
Practice your pitch! You need to be able to articulate your experience and how it relates to the role of Chief Estimator. We suggest rehearsing with a friend or in front of a mirror until you can deliver it smoothly and confidently.
✨Tip Number 4
Don’t forget to follow up after interviews! A quick thank-you email can go a long way in keeping you top of mind. We believe it shows your enthusiasm and professionalism, which are key traits for a leadership role.
We think you need these skills to ace Chief Estimator - Infrastructure - (Relocation to Canada) in Bolton
Some tips for your application 🫡
Tailor Your CV:Make sure your CV is tailored to highlight your experience in estimating and infrastructure projects. We want to see how your skills align with the role, so don’t be shy about showcasing your leadership on major bids!
Craft a Compelling Cover Letter:Your cover letter is your chance to shine! Use it to tell us why you’re the perfect fit for this Chief Estimator role. Share specific examples of your past successes and how they relate to the responsibilities outlined in the job description.
Showcase Your Strategic Thinking:This role is all about strategy, so make sure to highlight your experience in bid strategy and risk analysis. We want to know how you’ve driven successful outcomes in previous projects, so don’t hold back!
Apply Through Our Website:We encourage you to apply through our website for a smoother application process. It’s the best way for us to receive your application and get you one step closer to joining our team in Canada!
How to prepare for a job interview at Contract Scotland
✨Know Your Numbers
As a Chief Estimator, you'll need to demonstrate your expertise in estimating strategies. Brush up on your knowledge of cost optimisation and risk analysis. Be ready to discuss specific projects where you've successfully led bids and how your strategies contributed to winning those projects.
✨Showcase Leadership Skills
This role requires strong leadership capabilities. Prepare examples of how you've mentored teams and driven performance in high-pressure environments. Highlight your experience in leading estimating teams on large-scale infrastructure projects, as this will resonate with the interviewers.
✨Understand the Market
Familiarise yourself with the current trends in the Canadian infrastructure market. Be prepared to discuss how government-backed pipelines and investments are shaping the industry. This shows that you're not just a numbers person but also someone who understands the broader context of your work.
✨Engage with Stakeholders
Since stakeholder engagement is key in this role, think about how you've successfully collaborated with clients, consultants, and partners in the past. Prepare to share specific instances where your communication skills made a difference in project outcomes, demonstrating your ability to build relationships.
