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Chief Estimator Construction (General Contracting)

Career Postings
Woodstock, Ontario, Canada
Full-time

About this role

Chief Estimator – Construction (General Contracting)

Full‑time | Executive Estimating Leadership

Our client is a leading General Contractor recognized for delivering complex commercial, industrial, and institutional projects. They are seeking a Chief Estimator to lead their estimating department, drive bid strategy, and elevate preconstruction excellence across the organization.

This is a senior leadership role responsible for overseeing all estimating activities, ensuring accuracy, competitiveness, and profitability while mentoring a high‑performing team and collaborating closely with executive leadership.

What You Will Lead

  • Provide strategic leadership to Senior Estimators, Estimators, and Junior Estimators.

  • Establish and enforce estimating standards, policies, and best practices.

  • Mentor and develop staff, ensuring strong succession planning and future leadership growth.

  • Manage departmental workload across multiple tenders and deadlines.

  • Lead go/no‑go bid decisions with executive leadership.

  • Oversee conceptual budgets, schematic estimates, detailed bids, and procurement strategies.

  • Review and approve all final estimates to ensure alignment with profitability and risk frameworks.

  • Ensure estimates achieve targeted gross margins by project type.

  • Lead bid risk identification and management reviews.

  • Direct major tender closings and ensure compliant, accurate, strategic submissions.

  • Lead project handoff meetings to Operations, ensuring full transfer of assumptions, risks, and pricing strategies.

  • Collaborate with Operations and Business Development to align estimating strategy with company objectives.

  • Act as a senior preconstruction contact for clients and consultants.

  • Provide executive‑level input on bid strategy, value engineering, constructability, and delivery models.

  • Track market trends, subcontractor pricing, and material costs to maintain competitiveness.

  • Build and maintain strong relationships with clients, developers, consultants, and trade partners.

  • Support contract negotiations through cost breakdowns, scope clarifications, and risk analysis.

  • Champion estimating technology, digital workflows, and scalable systems.

  • Oversee historical cost data, benchmarking tools, and lessons‑learned integration.

  • Monitor KPIs including bid‑win ratios, estimate accuracy, and proposal quality.

  • Participate in GC leadership team planning and strategy.

Requirements

  • What You Bring

  • Diploma

  • or degree in Construction Management, Civil Engineering, Architectural

  • Technology, or related field.

  • 8–12

  • years of progressive estimating experience in commercial, industrial, or

  • institutional construction.

  • Proven

  • success leading complex bids and mentoring estimating teams.

  • Strong

  • knowledge of construction methods, contracts, and delivery models (Lump

  • Sum, CM, Design‑Build).

  • Proficiency

  • with estimating software (OST, Bluebeam, Procore, etc.) and Microsoft

  • Office.

  • Strong

  • financial, analytical, communication, negotiation, and presentation

  • skills.

  • Ability

  • to manage multiple bids under tight deadlines.

  • Established

  • subcontractor and supplier relationships considered an asset.

Benefits

  • Compensation: $190,000 – $230,000 + full package

  • Disclaimers

  • Use of Artificial Intelligence (AI) Artificial

  • intelligence (AI) is not used to screen, assess, or make hiring decisions for

  • this role. All applications are reviewed and evaluated by our recruitment team.

  • Vacancy Status This posting represents a current

  • vacancy.

  • Additional Notes Compensation discussions and

  • negotiation guidance will be provided during the hiring process as appropriate.

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