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.

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.

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.

Lead project handoff meetings to Operations, ensuring full transfer of assumptions, risks, and pricing strategies. 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. 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. 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. ~ Proficiency with estimating software (OST, Bluebeam, Procore, etc.) and Microsoft Office. ~ Solid financial, analytical, communication, negotiation, and presentation skills. ~ Established subcontractor and supplier relationships considered an asset.

Use of Artificial Intelligence (AI) Artificial intelligence (AI) is not used to screen, assess, or make hiring decisions for this role.

📌 Chief Estimator Construction (Woodstock)
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