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Added 29 mins ago
C
Senior Product Owner- Digital Banking
CGI
Halifax, NS
- Full-time
We are seeking an experienced and visionary Senior Product Owner to lead and shape the future of our Digital Banking Application tailored specifically for Canadian Credit Unions. This role…
Added 29 mins ago
C
Senior Site Reliability Specialist (SRE) – Equity Trading Platform
CGI
Montreal, QC
- Full-time
We’re looking for a Senior Site Reliability Engineer to join our Montréal team. You’ll deploy, support, and improve the Equity platform across the Americas, helping provide the best…
Added 29 mins ago
DA
Corporate Tax Partner
DSW ABL Advisory
Burlington, ON
- Full-time
Added 59 mins ago
IH
Sr. Accountant
Impact HR
Calgary, AB
- Full-time
The Senior Accountant is responsible for maintaining the accuracy and integrity of the organization’s financial records and supporting its financial reporting, cash management, and…
Added 59 mins ago
BT
Senior Accountant
Baker Tilly Canada
Moncton, NB · Greater Moncton, NB
- Full-time
We are looking for a Senior Accountant to join our team - a role where your expertise will drive meaningful outcomes and your ambition will help shape what comes next. Here, you’ll…
Added 59 mins ago
WP
M&A Associate
Westonview Partners
Toronto, ON
- Full-time
Analyze financial statements, normalize EBITDA and prepare valuations and financial models
Added 59 mins ago
BT
Senior Manager Level 3
Baker Tilly Canada
Owen Sound, ON
- Full-time
We are looking for a Senior Manager Level 3 to join our team - a role where your expertise will drive meaningful outcomes and your ambition will help shape what comes next. Here, you’ll…
Added 59 mins ago
IH
Senior Accountant
Impact HR
AB · Edmonton, AB
- Full-time
ImpactHR is pleased to be partnering with District Mechanical on an exciting search for their next Senior Accountant. We work closely with our clients to understand not just the role, but…
Added 59 mins ago
J
Senior Property Accountant
JLL
Calgary, AB · Toronto, ON · CAN-CORP Toronto-Toronto, Canada
- Full-time
JLL is seeking a Senior Property Accountant to drive financial excellence across our property portfolio. In this pivotal role, you'll take ownership of monthly accounting activities,…
Added 1 hour ago
PC
Capital Markets Transactions - Senior Associate
Pwc Canada
Calgary, AB · Vancouver, BC
- Full-time
A career within CMAAS will provide you with the opportunity to be responsible for complex financial reporting issues around transactions and other transformational events. You’ll tackle…
Added 1 hour ago
H
Client Director
helloDarwin
Montreal, QC
- Full-time
You'll also be accountable for the financial performance of your portfolio. That means tracking mandate profitability, making sure the team's workload is well balanced and making the calls…
Added 1 hour ago
X
Sales Development Representative (Hybrid) (Toronto)
Xe.com
Toronto, ON
- Full-time
Partner with senior SDRs, BDMs and Marketing to progress opportunities.
Added 1 hour ago
O
Sr. Manager Corporate Development
OpenText
Toronto, ON
- Full-time
Business Case Development: Develop financial and operational business cases to evaluate strategic alternatives, quantify opportunities, and support decision-making
Added 1 hour ago
H
Senior Account Manager
helloDarwin
Montreal, QC
- Full-time
Nous cherchons un·e gestionnaire de comptes sénior pour prendre en charge un portefeuille de clients actifs. Le rôle est centré sur la relation client : comprendre les enjeux d’affaires de…
Added 1 hour ago
DI
Senior iOS Developer
Dawn InfoTek
Toronto, ON
- Contract
Dawn InfoTek Inc. is a professional IT consulting firm that partners with major financial institutions, investment firms, and government organizations. We are committed to delivering…
Added 1 hour ago
DI
Senior Android Developer
Dawn InfoTek
Toronto, ON
- Contract
Dawn InfoTek Inc. is a professional IT consulting firm that partners with major financial institutions, investment firms, and government organizations. We are committed to delivering…
Added 2 hours ago
AC
Senior Financial Analyst
Aston Carter
Calgary, AB
- $40 to $45 CAD / hour
- Contract
Financial Analyst, Service Operations (Contract)
Added 2 hours ago
RB
Manager, Business Management & Optimization
Royal Bank of Canada
Toronto, ON
- Full-time
Work collaboratively with Fund Accounting, AIS, Pricing, Tax Reporting, and Financial Reporting teams to understand pain points and develop solutions
Added 2 hours ago
RB
Relationship Manager, Commercial Financial Services - Agriculture
Royal Bank of Canada
Mississippi Mills, ON
- Full-time
…professional relationship management and delivering top-tier financial advice to clients involved in the Agriculture and Agri-Food industry, whose specialized approach aligns sales,…
Added 2 hours ago
RB
Associate, Corporate Development
Royal Bank of Canada
Toronto, ON
- Full-time
Along with senior Corporate Development colleagues, help define and scope strategic initiatives by preparing thoughtful business cases, to ensure decisions are based on comprehensive…
Added 3 hours ago
NF
Senior Underwriter: Healthcare, Education and Social Services & Senior Care
Northbridge Financial
Toronto, ON
- Full-time
- Other
What it’s like to be a Northbridge Senior Underwriter
Added 3 hours ago
H
Controller
Hays
Markham, ON
- $110,000 to $125,000 CAD / year
- Full-time
Reporting directly to senior leadership, you will lead the accounting function and be responsible for the accuracy and timeliness of financial reporting across a multi-provincial operation.
Added 3 hours ago
W
Senior Finance Manager
WalterFedy
Kitchener, ON
- Full-time
As our Senior Finance Manager, you'll play a key role in guiding strategic decisions across multiple businesses, including our architecture and engineering consulting practice and our…
Added 3 hours ago
B
Mortgage Specialist
BMO
Victoria, BC
- Full-time
Addresses customer service issues according to established parameters, escalating persistent or complex matters to more senior staff or other departments for resolution.
Added 3 hours ago
MR
Senior Bookkeeper
MoveSmart Rentals
Mississauga, ON
- Full-time
MoveSmart Rentals is hiring an experienced Senior Bookkeeper to maintain complete, accurate, and well-organized financial records across our Canadian operations.

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

Not detected in the job text

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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