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Added 36 mins ago
Global Service Lines (GIFT) - Associate Director
EY
Toronto, ON
As an Associate Director within Global Service Line FP&A, you will be a critical finance adviser to Service Line CFOs and senior leaders across Assurance, Consulting, Strategy and…
Added 1 hour ago
BC
Proposal Specialist - Industrial West
Bird Construction
Edmonton, AB
- Full-time
Reporting to the Director of Proposal Development, Industrial, you will play a key role in strengthening Bird’s pursuit capability by supporting continuous improvement initiatives,…
Added 1 hour ago
IE
Manager, Supply Chain & Innovation
IMAX Enhanced | Streaming & Consumer Technology
Mississauga, ON
- Full-time
The Manager, Supply Chain Analytics & Innovation reports to the Senior Director, Supply Chain Operations and partners with Supply Chain leaders to identify, design and implement…
Added 1 hour ago
LD
Senior Product Designer
Loblaw Digital
Toronto, ON
- Full-time
…Fresh, reaching millions of Canadians weekly. Reporting to the Director of Product Design on a team of five designers, you’ll create solutions that make it easy for customers to discover…
Added 1 hour ago
LD
Design Lead - 18 Month Contract
Loblaw Digital
Toronto, ON
- Full-time
Reporting to the Senior Director of Product Design, you’ll provide day-to-day design leadership across a team of six Product Designers and one Content Designer.
Added 1 hour ago
LC
Senior Director, Pharmacy Experience and Transformation
Loblaw Companies Limited
Toronto, ON
- Full-time
Reporting to the VP, Pharmacy Operations, Clinical Excellence and Transformation, the Senior Director, Pharmacy Experience and Transformation will lead the strategy and execution of…
Added 1 hour ago
SD
Bilingual Senior Manager, Real Estate (ENG/FR)
Shoppers Drug Mart
Montreal, QC
- Full-time
We currently seeking a Senior Real Estate Manager to work out of our Montreal office and reporting to the Senior Director of Real Estate. The Senior Manager of Real Estate is responsible…
Added 1 hour ago
SD
Senior Manager, Specialty Pharmacy-2
Shoppers Drug Mart Specialty Health Network
Calgary, AB
- Full-time
Reporting to the Director, Clinic and Specialty Programs, the Senior Manager, Specialty Pharmacy is responsible for the successful operation of our Shoppers Drug Mart Specialty Health…
Added 1 hour ago
LD
Director, Strategy & Operations
Loblaw Digital
Toronto, ON
- Full-time
As a Director, Strategy & Operations, you will report to the Sr. Director, Strategy and Operations. You will partner with business and functional leadership teams at Loblaw Digital to…
Added 1 hour ago
LD
Director, Software Engineering
Loblaw Digital
Toronto, ON
- Full-time
Working closely with the Senior Director, Software Development, and acting as a member of the technology leadership team, you will ensure that the platform for the rewards program scales to…
Added 1 hour ago
LC
Merchant, Hard Discount
Loblaw Companies Limited
Brampton, ON
- Full-time
Support the Category Director in assortment optimization analysis, planogram design and in-store merchandising strategies, working in coordination with Associate Merchants, Space Planners,…
Added 1 hour ago
SD
Director, Virtual Care Technology Applications
Shoppers Drug Mart Specialty Health Network
Toronto, ON
- Full-time
We are looking for a highly technical, business-oriented Director, Virtual Care Technology Applications to help lead the strategy, modernization, and evolution of our Virtual Care program…
Added 1 hour ago
LD
Director, Software Engineering
Loblaw Digital
Toronto, ON
- Full-time
…across multiple web interfaces while driving good application design, scalability, development velocity, predictability, and…
Added 3 hours ago
SC
Director, Analytics & Insights
Securian Canada
Toronto, ON
- $130,000 to $170,000 CAD / year
- Full-time
As our Director, Analytics & Insights, you'll help shape how data drives decisions across Securian Canada.
Added 3 hours ago
SC
Actuary, Experience Studies and Special Projects
Securian Canada
Waterloo, ON
- $85,000 to $115,000 CAD / year
- Full-time
…financial reporting. Leveraging a deep understanding of product design and policyholder characteristics, you will develop robust analyses and meaningful insights, communicating…
Added 3 hours ago
SC
Director, Analytics & Insights
Securian Canada
Waterloo, ON
- $130,000 to $170,000 CAD / year
- Full-time
As our Director, Analytics & Insights, you'll help shape how data drives decisions across Securian Canada.
Added 3 hours ago
SC
Actuary, Experience Studies and Special Projects
Securian Canada
Burnaby, BC
- $85,000 to $115,000 CAD / year
- Full-time
…financial reporting. Leveraging a deep understanding of product design and policyholder characteristics, you will develop robust analyses and meaningful insights, communicating…
Added 3 hours ago
SC
Actuary, Experience Studies and Special Projects
Securian Canada
Toronto, ON
- $85,000 to $115,000 CAD / year
- Full-time
…financial reporting. Leveraging a deep understanding of product design and policyholder characteristics, you will develop robust analyses and meaningful insights, communicating…
Added 5 hours ago
R|
Project Manager, Capture and Optimization of Research Data (CORD) Platform
RI-MUHC | Research Institute of the MUHC | #rimuhc
Montreal, QC
- Full-time
…across the full study lifecycle. Reporting to the Associate Director (scientific) and the CORE Manager (administrative), the incumbent will support Principal Investigators with data…
Added 6 hours ago
W
Project Engineering Manager, Mining
Worley
Vancouver, BC
- Full-time
…engineering scope, with a primary focus on technical integrity, design quality and alignment with project objectives. Working closely with project management, procurement, project controls,…
Added 7 hours ago
ET
Senior Analog Design Engineer
ESS Technology, Inc.
Kelowna, BC
- Full-time
…the very best with a “hands-on” approach to all aspects of design, gives a working environment and quality of life that is second to none. As we expand into Class D audio amplifier design,…
Added 7 hours ago
BC
Director, Communications and Engagement – Redevelopment Projects
Brant Community Healthcare System
Brantford, ON
- Full-time
…President, Strategy, Quality, Risk and Communications, the Director, Communications and Engagement – Redevelopment Projects provides strategic direction for all communications, interest…
Added 7 hours ago
SC
Chief Estimator
Sierra Construction Group
Woodstock, ON
- Full-time
Monitor departmental KPIs such as bid-to-win ratios, estimate accuracy vs. actual costs, and proposal quality, reporting results to the Preconstruction Director.
Added 8 hours ago
HB
Regional Manager, Canada West
HUGO BOSS Canada, Inc.
Vancouver, BC
- Other
…Marketing, Human Resources, Finance, Retail Buying Team, Store Design and Retail…
Added 9 hours ago
AI
International program director - cooperative
Alinea International Ltd.
Calgary, AB
- $110,000 to $120,000 CAD / year
- Full-time
- Hybrid

Sierra Construction Group

Chief Estimator

Woodstock, ON, Canada

Full-time

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Job details

Job type: Full-time
Apply by: Oct 28, 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: Oct 11, 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.

#INDHI

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More about this job

Responsibilities

Lead the estimating department and oversee budgets, estimates, bids, tender submissions, risk reviews, and project handoffs while ensuring accuracy, competitiveness, and profitability. Collaborate with executives, operations, business development, clients, consultants, and trade partners on bid strategy, preconstruction, business growth, 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 estimating teams, strong knowledge of construction methods and contract delivery models, financial and analytical ability, and excellent communication, negotiation, and presentation skills.

Skills

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

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
Gross Margins
Bid Risk Reviews
Risk Registers
Project Handoffs
Value Engineering
Constructability Reviews
Cost Forecasting
Historical Cost Data
Benchmarking
Estimating Technologies
Digital Workflows
Bid-To-Win Ratios
Estimate Accuracy
Contract Negotiations
Subcontractor Pricing
Preconstruction
Business Development
Resource Planning

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