Senior Estimator

Trueline • Bay Shore, NY

2d • $160,000 - $200,000

About The Position

Trueline, a long-established, family-owned heavy highway and civil contractor serving major public infrastructure markets throughout the Northeast, is seeking a Senior Estimator in the Long Island, New York area. The Senior Estimator will own the estimating function, help build and develop the department, mentor a Junior Estimator, and contribute to the company's growth. The role covers heavy highway, transportation, pavement, bridge, and related civil construction projects, including public-agency work. As the estimating function develops, the position may expand into foundation waterproofing and weathersealing scopes.

Requirements

• 10+ years of heavy highway, heavy civil, transportation, or comparable construction estimating experience.
• Ability to independently own estimates from opportunity review through final submission.
• Strong experience with public infrastructure and DOT bidding.
• Hands-on knowledge of NYSDOT and CTDOT bidding standards, specifications, and procedures.
• Strong understanding of construction means and methods, production rates, labor, equipment, materials, and subcontractor pricing.
• Ability to read and interpret complex plans, specifications, and contract documents.
• Experience managing multiple bids and deadlines simultaneously.
• Strong communication and relationship-building skills.
• Leadership mindset and genuine interest in building a team and mentoring developing estimators.
• Willingness to estimate across multiple scopes rather than remain narrowly specialized.

Nice To Haves

• MassDOT or Port Authority estimating experience.
• Bridge, tunnel, airport, or other complex transportation infrastructure experience.
• Pavement cutting, joint and crack sealing, waterproofing, or specialty heavy highway experience.
• Experience building or leading an estimating department.
• Existing relationships or a book of business within the Northeast heavy civil market.
• Proficiency with Bluebeam, Estimating Link, or comparable estimating platforms.
• Bachelor's degree in Civil Engineering, Construction Management, or a related discipline.

Responsibilities

• Lead estimates for heavy highway, transportation, pavement, bridge, and related civil construction projects from initial review through final bid.
• Review drawings, specifications, contracts, and bid documents to determine scope, risk, quantities, and project requirements.
• Perform and oversee detailed quantity takeoffs for roadway, bridge, pavement cutting, groove work, joint and crack sealing, and related scopes.
• Develop labor, material, equipment, subcontractor, and supplier pricing.
• Lead estimating efforts for NYSDOT, CTDOT, and other public-agency projects.
• Solicit, analyze, and level subcontractor and supplier proposals.
• Prepare competitive bid packages, proposals, schedules of values, and supporting documentation.
• Participate in pre-bid meetings, site visits, bid reviews, and strategy discussions.
• Work with ownership, Project Managers, and field personnel to validate production assumptions, constructability, and pricing.
• Build and maintain relationships with general contractors, customers, subcontractors, and industry partners.
• Maintain historical cost information and improve estimating processes, systems, and tools.
• Help structure and grow the estimating department as the company expands.
• Mentor and develop a Junior Estimator, progressively increasing their estimating responsibilities.
• Expand estimating into additional scopes, including foundation waterproofing and weathersealing, as the function develops.

Benefits

• Performance-based bonus opportunity tied to project and company results.
• Health insurance with employer contribution.
• Dental insurance.
• Vision insurance.
• 401(k).
• Potential relocation flexibility for an exceptional candidate.
• Hybrid flexibility as trust and familiarity with the organization develop.
• Direct access to hands-on company ownership and leadership.
• Opportunity to build and shape an estimating department.
• Opportunity to mentor and develop the next generation of estimating talent.
• Long-term advancement within a growing heavy civil organization.
• Stable, family-owned environment with decades of history and major public infrastructure relationships.

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed