Chief Estimator – Heavy Civil & Bridge Construction

Chief Estimator – Heavy Civil & Bridge Construction

Greater Boston, MA | Full-Time | $150,000–$180,000 + Bonus & Excellent Benefits

A well-established, rapidly growing heavy civil contractor is seeking an experienced Chief Estimator to lead its Bridge and Heavy Civil estimating team. This is a key leadership role responsible for driving the preconstruction process, developing estimating talent, and helping shape the company's long-term growth strategy.

The successful candidate will oversee complex public infrastructure pursuits, collaborate closely with executive leadership and operations, and play a critical role in securing major transportation and infrastructure projects throughout New England.

Responsibilities

• Evaluate bidding opportunities and prioritize project pursuits.
• Lead the estimating process from opportunity review through bid submission.
• Develop estimating schedules, assign resources, and maintain workload balance.
• Direct estimate reviews and oversee bid-day activities.
• Identify project risks and develop appropriate pricing strategies.
• Lead estimating efforts for Design-Build and Joint Venture opportunities.
• Build and maintain strong relationships with subcontractors, suppliers, and industry partners.
• Coordinate estimating handoff during the post-award transition to operations.
• Recruit, mentor, and develop estimating staff.
• Work closely with project management, operations, and executive leadership.
• Support business development initiatives and strengthen client relationships.
• Continuously improve estimating procedures, systems, and best practices.

Qualifications

• 15+ years of experience in heavy civil, bridge, or transportation construction.
• Previous experience as a Chief Estimator, Estimating Manager, Director of Estimating, or Senior Lead Estimator.
• Demonstrated success managing complex public infrastructure estimates valued at $50M+.
• Strong leadership, communication, and team development skills.
• Experience with estimating software such as HCSS HeavyBid, B2W, Primavera P6, Microsoft Project, or similar platforms.
• Design-Build and Joint Venture estimating experience is highly desirable.
• Strong organizational skills with the ability to manage multiple high-profile pursuits simultaneously.

Compensation & Benefits

• Competitive base salary: $150,000–$180,000 , depending on experience.
• Performance-based bonus program.
• Comprehensive medical, dental, and vision insurance.
• 401(k) with company match.
• Generous PTO, paid holidays, and sick leave.
• Vehicle or mileage reimbursement.
• Cell phone allowance.
• Long-term career advancement with a respected and financially stable infrastructure contractor.