Lead Estimator- Transit

Scarborough, Ontario • Direct Hire • February 25, 2026 • 85499

Base Salary Range: $125 - $150

Job Title: Position: Lead Estimator
Job ID: 85499
Location: Scarborough, Ontario


Overview:
Our client is searching for an experienced and dynamic Lead Estimator for our Transportation Estimating team in Southern Ontario. Based in Scarborough, this is an exciting opportunity to take on a leadership role supporting large-scale transit and MTO infrastructure projects. As a Lead Estimator, you will provide technical leadership, mentor junior estimators, and take full ownership of client-facing estimating activities. You’ll play a pivotal role in securing new work and shaping estimate strategies.


What you will be doing:
Leadership & Team Development

  • Lead, mentor, and coach junior estimators, supporting their technical growth and ensuring consistent, high-quality output.

  • Oversee workload distribution, review estimates, and provide direction on methodologies and best practices.

  • Champion a collaborative, supportive team culture grounded in accuracy, accountability, and continuous improvement.

Client Engagement & Business Development

  • Serve as a client-facing estimating lead for MTO, transit agencies, and major transportation stakeholders.

  • Lead client meetings, clarifications, scope discussions, and negotiations to finalize competitive and compelling bids.

  • Build and maintain strong relationships with owners, consultants, suppliers, and subcontractors to support future opportunities.

  • Support the close-out and award process, ensuring all stakeholder requirements are met.

Estimating Leadership

  • Lead the preparation of electrical and civil estimates for transportation and transit projects, including:

    • Streetlighting

    • Traffic signal intersections

    • Intelligent Traffic Systems (ITS)

    • Duct banks and utilities

  • Oversee the full tendering cycle, including strategy development, risk assessments, bid reviews, and final proposal submissions.

  • Ensure accuracy in costing of materials, labour, equipment, and subcontractor pricing based on detailed drawings and specifications.

  • Review and enhance cost?monitoring systems and reporting processes.

  • Guide development of tender construction schedules, scope-of-work narratives, and methodologies.

  • Maintain and advance the Bid2Win database, ensuring robust cost history and data integrity.

  • Identify and propose innovative estimating approaches and alternative solutions in collaboration with engineering and project delivery teams.


What you must have:

  • Degree or diploma in Electrical Engineering, Civil Engineering, or Construction Fundamentals.

  • Background in utilities or electrical trades is considered an asset.

  • 8+ years of estimating experience, including exposure to transportation or transit projects.

  • Previous experience supervising, mentoring, or leading others is strongly preferred.

  • Proficiency in MS Office and Bid2Win (or equivalent) estimating software.

Core Competencies

  • Strong leadership presence with the ability to mentor and influence team members.

  • Exceptional communication skills and a client-first, solutions-driven mindset.

  • High attention to detail paired with strategic thinking and problem-solving capability.

  • Ability to manage multiple priorities and lead estimates under tight deadlines.


Salary/Rate Range: $125,000 - $150,000


Thank you for your interest in this opportunity. If you are selected to move forward in the process, we will contact you directly. If you do not hear from us, we encourage you to continue visiting our website for other roles that may be a good fit.


For more information about TEEMA and to consider other career opportunities, please visit our website at www.teemagroup.com

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