Caledon, On Senior estimator Jobs – 7 Openings This Week

Senior Construction Estimator
DiGregorio Group —Caledon, ON
- Full-time
- Microsoft Word
- AutoCAD
- CPR Certification
- Dental care
- Paid time off
Quick apply
Senior Landscape Estimator- Kamloops, BC
Lyons Landscaping Ltd. —Ontario
- $40–$48 an hour
- Full-time
- Sales
- Construction experience
- Store discount
- Profit sharing
Quick apply
4h
Senior Estimator
TalentSphere —Woodbridge, ON
- $130,000–$180,000 a year
- Full-time
- Construction experience
- Budgeting
- Leadership
Quick apply
Senior Glazing Estimator / Business Development Manager
Low Iron Glass Ltd —Mississauga, ON
- $55,000–$90,000 a year
- Full-time
- AutoCAD
- Microsoft Excel
- Business development
- Dental care
Quick apply
Senior Construction Estimator
Anacond Contracting Inc. —Woodbridge, ON
- $95,000–$110,000 a year
- Full-time
- Microsoft Word
- AutoCAD
- Microsoft Excel
- Disability insurance
- Dental care
Quick apply
4d

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Senior Estimator - Project Manager
Todd Brothers Contracting Limited —Whitchurch-Stouffville, ON
This includes managing the entire lifecycle of the project - from initiating with the tendering process, preparing accurate cost estimates, and ensuring that…
Quick apply
Senior Estimator
BITS Recruiting —Thornhill, ON
Collaborate with field operations and project management teams. Mentor junior estimators and support team development. Strong Microsoft Excel and Word skills.
$130,000–$165,000 a year
Quick apply

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Senior Construction Estimator

DiGregorio Group
Caledon, ON

Quick apply

Job details

Full-time

Qualifications

Microsoft Word
AutoCAD
Paving
CPR Certification
Bluebeam
Microsoft Excel
Microsoft Outlook
Engineering
Project management
HeavyBid
First Aid Certification
Contracts
Primavera P6
Construction experience
Microsoft Project
Civil Engineering
Communication skills
Construction estimating
Time management

Full job description

Role Overview

Reporting to the President, the Senior Construction Estimator is a key leadership role responsible for overseeing the full bidding and tendering lifecycle for municipal infrastructure projects, with a strong focus on road construction, asphalt paving, and concrete works.

You will lead estimates from initial opportunity review through to submission, while supporting the execution of awarded projects. This role requires a hands-on understanding of roadbuilding operations, production rates, and cost drivers across asphalt and concrete scopes.

Key Responsibilities

Estimating & Tendering (Primary Focus)

Review and evaluate municipal tenders, recommending opportunities in collaboration with senior management
Lead full-cycle estimating: from initial review to final tender submission
Prepare detailed cost estimates for asphalt paving, concrete (curb, sidewalk), grading, excavation, and roadworks
Perform accurate quantity take-offs from drawings, profiles, and specifications
Interpret complex technical documents, including municipal standards and contract requirements
Develop estimates covering labour, equipment, trucking, materials, and production rates
Apply adjustments for site conditions, traffic control, staging, and seasonal impacts
Solicit, evaluate, and incorporate pricing from subcontractors and suppliers

Bid Management & Documentation

Assemble complete bid packages, including summaries (lead sheets) and supporting documentation
Ensure full compliance with client requirements, tendering procedures, and submission deadlines
Generate and manage RFIs with clients and Engineers of Record; lead responses through to closure
Liaise with owners, consultants, and contract administrators throughout the bidding process
Present estimates and bid strategies to senior leadership

Project Support & Cost Control

Participate in pre-construction planning, scope development, and constructability reviews
Support awarded projects by estimating change orders, extras, and revisions
Develop and maintain cost tracking, forecasting, and reporting systems
Prepare regular cost and expenditure forecasts throughout project lifecycles
Conduct post-bid and post-award reviews to improve estimating accuracy

Qualifications & Experience

10+ years of estimating experience in municipal infrastructure, with a strong emphasis on: Road construction, Asphalt paving, Concrete works (curb, sidewalk, structures)
5+ years of experience in project management, coordination, or contract administration in civil construction
Proven experience with roads, highways, underground services, and municipal projects
Degree or diploma in Estimating, Civil Engineering, Construction Management, or equivalent experience

Skills & Competencies

Strong understanding of roadbuilding methods, paving operations, and concrete placement
Knowledge of production rates, labour efficiencies, and heavy equipment utilization
Exceptional attention to detail and ability to meet tight deadlines
Ability to manage multiple tenders in a fast-paced environment
Strong leadership, communication, and stakeholder management skills
Problem-solving mindset with the ability to develop practical, cost-effective solutions

Technical Requirements

In depth Understanding and Experience working with Ontario municipal standards (OPSS/OPSD)
Advanced proficiency in Microsoft Excel, Word, Outlook, and MS Project
Experience with Bluebeam, HeavyBid, AutoCAD, or similar estimating/takeoff software
Strong ability to interpret civil drawings, cross-sections, and specifications

Assets

Background in road rehabilitation, resurfacing, and intersection improvements
Certifications such as Standard First Aid/CPR

Job Type: Full-time

Benefits:

Dental care
Extended health care
Life insurance
On-site parking
Paid time off

Application question(s):

Do you have a thorough understanding of the Ontario municipal standards (OPSS/OPSD)

Experience:

Municipal Infrastructure/ Roads Estimating: 10 years (required)
Construction estimating: 10 years (required)

Work Location: In person

Quick apply

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