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Added 8 mins ago
1E
Marketing Manager
1Click Energy Solutions
Toronto, ON
- $85,000 CAD / year
- Full-time
Own the day-to-day management and operations of the marketing department, including team priorities, project delivery, and campaign execution.
Added 8 mins ago
E
Senior Program Director
Edelman
Toronto, ON
- Full-time
Edelman is looking for a Senior Program Director, Project Management to join our Toronto team. This is an exciting opportunity for an experienced project management leader who thrives on…
Added 24 mins ago
M
Director, Learning & Development (L&D)
Movati
Toronto, ON
- Full-time
…growth. We are seeking a strategic, innovative and people-focused Director, L&D to lead our Learning & Development function and shape how our employees learn, develop and…
Added 39 mins ago
LC
Manager, Supply Chain Systems
Loblaw Companies Limited
Brampton, ON
- Full-time
· Strong project delivery, problem-solving, change management and analytical skills; ability to manage multiple priorities in a fast-paced environment.
Added 54 mins ago
F
Events Manager
Fasken
AB · Vancouver, BC · Ottawa, ON · Toronto, ON · Calgary, AB
- Full-time
Reporting to the Senior Director, Communications, the Events Manager is accountable for the design, development and delivery of Fasken’s Firmwide events strategy and its internal events…
Added 54 mins ago
Technology Strategy Coordinator
Office of the Chief Information Officer
St. John's, NL
Reporting to the Director of Technology Advancement, the Technology Strategy Coordinator’s responsibilities center on connecting with team members and stakeholders to organize the…
Added 1 hour ago
Director, IT Infrastructure & Cybersecurity
Winnipeg Airports Authority
Winnipeg, MB
The Director is accountable for the stability, integrity and security of WAA’s technology ecosystem. This includes oversight of IT infrastructure operations (network, server, cloud, and…
Added 1 hour ago
AG
Senior Manager, HR Operations
Altus Group
Toronto, ON
- Full-time
Reporting to the Senior HR Director, you will lead the evolution of HR Operations at Altus Group, building the processes, governance, technology and service practices needed to support our…
Added 1 hour ago
AC
Senior Manager, Guest Communication & Engagement
Armstrong Collective
Vancouver, BC
- Full-time
Reporting to the Director, Guest Engagement & Experience Design, the Senior Manager, Guest Communication & Engagement is responsible for the strategy, governance, delivery, and continuous…
Added 1 hour ago
SO
Director, Northern & Indigenous Health
Spirit Omega Inc.
Remote, Canada
- $128,000 to $160,000 CAD / year
- Full-time
- Remote
Our client is looking for an inspiring Director, Northern & Indigenous Health to lead an important portfolio of work focused on improving health outcomes, advancing culturally safe care and…
Added 1 hour ago
SG
Producer
Smoking Gun Interactive
Remote, Canada
- $115,000 to $130,000 CAD / year
- Full-time
- Remote
…contact with external publishers, and are able to communicate the project status and identify potential risks clearly at any time. You have robust experience producing and releasing PC and…
Added 1 hour ago
SC
Chief Estimator
Sierra Construction Group
Woodstock, ON
- Full-time
Lead go/no-go bid decisions in collaboration with executive leadership, evaluating project fit, capacity, risk, and profitability.
Added 1 hour ago
T&
Senior Project Leader
Turner & Townsend
Ottawa, ON
- Full-time
Turner & Townsend is seeking an accomplished Executive Project Director to provide strategic leadership on a landmark institutional infrastructure development program. This is a unique…
Added 1 hour ago
K
Print Production Manager
Klick
Toronto, ON
- Full-time
The Print Production Manager brings creative concepts to life through expert print execution. Reporting to the Director, Print Production, this role consults with Creative teams, defines…
Added 1 hour ago
S
Senior Director, Indigenous Health
Sanya’k̓ula
Vancouver, BC
- Full-time
The Senior Director works horizontally and vertically within the organization and closely with the EVP and is responsible for cultivating partnerships within PHSA’s middle leadership and…
Added 1 hour ago
CO
26-171 Deputy Director of Finance (RFT)
City of Maple Ridge
Maple Ridge, BC
- Full-time
Reporting to the Director of Finance, the Deputy Director of Finance is accountable for the effective leadership, management, and delivery of the City’s corporate accounting, financial…
Added 1 hour ago
LS
Gestionnaire de projet / Project Manager
LIDD Supply Chain Consultants
Montreal, QC
- Full-time
Ability to handle multiple mandates simultaneously under the supervision of a project director
Added 1 hour ago
SG
Producer
Smoking Gun Interactive Inc.
Vancouver, BC
- $115,000 to $130,000 CAD / year
- Full-time
…contact with external publishers, and are able to communicate the project status and identify potential risks clearly at any time. You have robust experience producing and releasing PC and…
Added 1 hour ago
A
Transformation Director : Toronto, ON (Hybrid) : FTE
AceStack
Toronto, ON
- Full-time
· Create proper project documentation and oversight the delivery of third-party Infrastructure documentation (like network, rack layouts and electrical documentation.
Added 1 hour ago
O
National Accounts Director
OPENLANE
Brampton, ON
- $100,000 to $125,000 CAD / year
- Full-time
A National Account Director who will serve as the primary account relationship manager for commercial sellers. The core focus of this role is (1) to retain our high-value client base to…
Added 2 hours ago
Construction Director
JDS Energy & Mining
Saskatoon, SK
The Construction Director will lead multidisciplinary construction teams and oversee contractors, subcontractors, and construction management personnel throughout all phases of project…
Added 2 hours ago
Construction Director
JDS Energy & Mining
Vancouver, BC
The Construction Director will lead multidisciplinary construction teams and oversee contractors, subcontractors, and construction management personnel throughout all phases of project…
Added 2 hours ago
MD
Chief Operations Officer - Core Operations Director
Minnesota Direct Care and Treatment
Saint-Paul, NB · St.-Paul, NB
- Full-time
Added 2 hours ago
K
Print Production Manager
Klick
Toronto, ON
- Full-time
The Print Production Manager brings creative concepts to life through expert print execution. Reporting to the Director, Print Production, this role consults with Creative teams, defines…
Added 2 hours ago
BH
Trouble Program Manager 2
BC Hydro
Surrey, BC
- $131,100 to $165,800 CAD / year
- Full-time
A minimum of 6–8 years of progressively responsible experience in project management, program delivery, utility operations, or a related field within an electric utility, engineering firm,…

Sierra Construction Group

Chief Estimator

Woodstock, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Dec 2, 2026
Experience: 12+ years of progressive estimating experience in commercial, industrial, or institutional construction, with proven success in leading complex bids.
Posting language: English
Posted: Nov 2, 2026

Original job description

The Chief Estimator is responsible for leading the estimating department, overseeing the preparation of all bids, budgets, and cost estimates for the company’s construction projects. This role ensures accuracy, competitiveness, and profitability in all estimates while providing strategic leadership, mentoring staff, and collaborating with executives on business development and preconstruction strategies. The Chief Estimator manages the full estimating process from concept through tender, establishes best practices, and maintains strong relationships with clients, consultants, and subcontractors.

Key Responsibilities:

Provide leadership and direction to the estimating department, managing Senior Estimators, Estimators, and Junior Estimators.
Establish and enforce estimating standards, policies, and best practices to ensure consistency, accuracy, and competitiveness across all bids.
Mentor and develop estimating staff, ensuring professional growth, succession planning, and a strong pipeline of future leaders.
Manage departmental workload, balancing resources across multiple tenders to meet deadlines and client expectations.
Lead go/no-go bid decisions in collaboration with executive leadership, evaluating project fit, capacity, risk, and profitability.
Oversee the preparation of conceptual budgets, schematic estimates, detailed bids, and procurement strategies for major projects.
Review and approve all final estimates, ensuring they align with company profitability goals, contractual requirements, and risk frameworks.
Ensure estimates achieve targeted gross margins by project type.
Lead bid risk identification reviews and management efforts.
Lead major tender closings, ensuring submissions are compliant, accurate, and positioned strategically for success.
Lead the transition from successful tender to Operations through formal project handoff meetings, ensuring complete transfer of estimating assumptions, risk registers, subcontractor commitments, and pricing strategies.
Collaborate with Operations, and Business Development teams to align estimating strategies with overall company objectives.
Act as a senior contact with clients and consultants during preconstruction, supporting presentations, interviews, and proposal discussions.
Provide executive-level input on bid strategies, value engineering options, constructability reviews, and innovative delivery models.
Track and analyze market trends, subcontractor pricing, and material costs to maintain competitiveness and improve cost forecasting.
Develop and maintain productive long-term relationships with key clients, developers, consultants and trade partners to increase negotiated and repeat business opportunities.
Support contract negotiations by providing cost breakdowns, scope clarifications, and risk analyses.
Champion adoption of estimating technologies, digital workflows, and databases that improve accuracy, efficiency, and scalability.
Oversee maintenance of historical cost data and benchmarking tools to support budgeting and forecasting.
Lead lessons-learned sessions and integrate feedback into continuous improvement initiatives for the estimating function.
Monitor departmental KPIs such as bid-to-win ratios, estimate accuracy vs. actual costs, and proposal quality, reporting results to the Preconstruction Director.
Ensure estimating practices remain current with evolving delivery models, contract types, and industry innovations.
Participate in the GC leadership team, contributing to strategic, annual, and resource planning activities.
Adhere to all company policies and procedures
Perform any other duties that may be assigned, whether specifically or generally related to the role

Required Knowledge and Experience:

Diploma or degree in Construction Management, Civil Engineering, Architectural Technology, or a related field.
12+ years of progressive estimating experience in commercial, industrial, or institutional construction, with proven success in leading complex bids.
Demonstrated experience leading and mentoring estimating teams.
Strong knowledge of construction methods, contracts, and delivery models (Lump Sum, Construction Management, Design-Build).
Strong financial and analytical skills with a high degree of accuracy.
Excellent communication, negotiation, and presentation skills.
Proven ability to manage multiple bids simultaneously under tight deadlines.
Established relationships within the subcontractor and supplier community considered an asset.

Artificial Intelligence (AI) Disclosure

Sierra Construction Group does not use artificial intelligence (AI) to screen, assess, or select applicants during the recruitment and hiring process. All applications are reviewed and evaluated by members of our recruitment and hiring team.

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More about this job

Responsibilities

Lead the estimating department and oversee budgets, bids, tender submissions, risk reviews, and final estimates to support accurate, competitive, and profitable construction projects. Collaborate with executives, clients, consultants, Operations, and Business Development on bid strategy, project handoffs, staff development, market analysis, and continuous improvement.

Requirements

Requires a diploma or degree in Construction Management, Civil Engineering, Architectural Technology, or a related field, plus 12 or more years of progressive construction estimating experience. Candidates should have experience leading and mentoring teams, managing complex bids, and demonstrate strong knowledge of construction methods, contracts, delivery models, financial analysis, communication, and negotiation.

Skills

Construction Cost Estimating
Bid Management
Budgeting
Risk Management
Team Mentoring and Development
Resource Planning
Financial Analysis
Contract Knowledge
Negotiation
Preconstruction Strategy
Value Engineering
Constructability Reviews
Market and Cost Analysis
Estimating Technology Adoption

Visa sponsorship

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Keywords

Construction Estimating
Conceptual Budgets
Schematic Estimates
Detailed Bids
Tender Management
Procurement Strategies
Lump Sum
Construction Management
Design-Build
Bid Risk Reviews
Risk Registers
Gross Margins
Project Handoffs
Subcontractor Commitments
Value Engineering
Constructability Reviews
Cost Forecasting
Historical Cost Data
Benchmarking
Estimating Technologies
Digital Workflows
Bid-To-Win Ratios
Estimate Accuracy
Contract Negotiations
Preconstruction
Business Development
Commercial Construction
Industrial Construction
Institutional Construction

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