Chief Estimator

Sykesville, MD | On-Site

You live for the chase – complex site and heavy civil bids, tight deadlines, and the satisfaction of knowing your number is the one that wins the work.

In this Chief Estimator role, you’ll own the entire bid process for public and private paving and excavation projects – from first look at the civil drawings to final proposal on the Executive Team’s desk.

You’ll be the go-to authority on mass excavation, light grading, paving, roadwork, earthwork, site utilities, and stormwater management, providing leadership and guidance on all things estimating and pre-construction.

Your work will directly decide which projects get built – and how profitably.

If you’ve led heavy civil and site construction estimates from front to back, we want to talk to you.

You’ll be at the center of estimating and pre-construction for a range of heavy civil and site projects, including:

• Public and private paving projects
• Mass excavation and light grading packages
• Roadwork and earthwork scopes
• Site utilities and storm water management systems
• Projects driven by detailed civil drawings and geotechnical reports
• Pre-bid meetings and client-facing estimating discussions
• Subcontractor and supplier pricing on specialized scopes
• Value engineering opportunities across site and civil work

You’ll work heavily in Microsoft Word, Excel, and Outlook, with exposure to HCSS Heavy Bid as a plus.

Every bid you touch will influence real dollars, real schedules, and real outcomes in the field.

• Manage the entire bid process for heavy civil and site construction projects
• Review project plans, specifications, and geotechnical reports to develop accurate scopes and pricing
• Perform detailed quantity take-offs for mass excavation, grading, paving, utilities, and related work
• Evaluate project specifications and past performance to sharpen bid strategy
• Source, solicit, and organize subcontractor and supplier bids
• Analyze subcontractor and supplier proposals for completeness and competitiveness
• Develop preliminary project schedules to support bid submissions
• Generate accurate, thorough, and competitive bid proposals
• Lead bid negotiations and support final pricing decisions with the Executive Team
• Provide leadership and guidance on estimating and pre-construction for multiple projects
• Develop and maintain strong relationships with subcontractors, vendors, and clients
• Identify project risks, opportunities, and value engineering options to improve competitiveness

• Construction estimating experience with 10 years in site construction or heavy civil projects
• 5 years in a senior estimating role or with clear leadership responsibility
• Strong background in public works and heavy civil projects
• Ability to read and understand civil drawings, including grading, utilities, erosion and sediment controls
• Familiarity with roadwork, earthwork, site utilities, and storm water management
• Bid negotiation experience and comfort leading the commercial conversation
• Proficiency in Microsoft Word, Excel, and Outlook
• Excellent communication, analytical, organizational, and problem-solving skills
• Proven ability to manage multiple bids and deadlines simultaneously
• Valid driver’s license with a good driving record and ability to pass pre-employment drug screen and background check

You’ve been the point person driving winning heavy civil and site development bids, especially in public works, where precision, compliance, and relationships matter. You’re as comfortable dissecting grading and utility plans as you are in a bid review with executives or across the table in a negotiation.

You bring a disciplined estimating approach, a sharp eye for risk and value engineering, and you thrive in a fast-paced, deadline-driven environment where your numbers have real impact.

High-signal experience: heavy civil construction estimating • public works estimating • site construction estimating • paving bids • excavation bids • roadwork estimating • earthwork take-offs • site utilities estimating • storm water management scopes • civil drawings review • Microsoft Excel • Microsoft Word • Microsoft Outlook • HCSS Heavy Bid

This is a true Chief Estimator position – you’re not a cog in a giant estimating department. You’re reporting directly to the Executive Team and owning the estimating and pre-construction function for meaningful projects.

You’ll have visibility, autonomy, and the ability to shape how the company chases and wins work in the heavy civil and site market.

The role is full-time, salaried, and comes with competitive wages plus a strong benefits package including medical, dental, vision, PTO, 401(k) with employer match, paid holidays, and voluntary life, disability, and accident insurance.

This is a full-time, in-office position based in Eldersburg, MD.

Regular office work with occasional travel to construction sites, pre-bid meetings, and client sites (PPE required as needed).

Ability to start workdays between 6:00 am and 8:00 am, depending on workload, deadlines, and client demands.

Valid driver’s license with a good driving record, and ability to pass a pre-employment drug screen and background check.

Must be able to sit and stand for prolonged periods, drive up to 3 hours a day, walk, bend, kneel, twist, talk, hear, and occasionally lift up to 50 lbs.

If you’re ready to step in as the Chief Estimator and put your heavy civil expertise to work where it counts, let’s connect confidentially.

Please send your resume to

Chuck LaBenski

Chief Estimator, Senior Estimator, Estimating Manager, Heavy Civil Estimator, Sitework Estimator, Paving Estimator, Excavation Estimator, Roadwork Estimator, Earthwork Estimator, Public Works Estimator, Construction Estimator, Civil Construction Estimator, Site Utilities Estimator, Storm Water Management, mass excavation, light grading, paving, roadwork, earthwork, site utilities, civil drawings, erosion and sediment control, value engineering, bid negotiation, construction estimating, Microsoft Excel, Microsoft Word, Microsoft Outlook, HCSS Heavy Bid, ASPE, OSHA 30, RPC E&S, SHA Yellow Card, Eldersburg MD construction jobs

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