Senior Estimator: Lead Bid Strategy & Costing

Chesapeake Contracting Group; Annapolis (MD); On-site; USD 90,000 - 140,000; Full time

Benefits offered by this job

Healthcare

401K match

Wellness programs

Job summary

Chesapeake Contracting Group seeks an Sr. Estimator to lead the bid lifecycle, analyze project documents, and prepare cost estimates for competitive proposals. The role includes coordinating with teams, performing quantity takeoffs, and turning over awarded projects to the PM team.

You will develop tab sheets, gather subcontractor proposals, and build relationships with subcontractors and suppliers in line with core values. Location options include Owings Mills, Herndon, or Annapolis.

Qualifications

• Proficiency in estimating software with emphasis on On-Screen Takeoff and Bluebeam.
• Strong math and computer skills.
• Proficiency with MS Office (Word, Excel, Outlook).
• Experience across multiple trades (Divisions 2-16).
• Team participation and ability to work in high-stress environments.

Responsibilities

• Lead teams through the full bid lifecycle and ensure smooth handovers.
• Review plans and specs to confirm complete scope.
• Identify risk issues and estimate impacts.
• Manage responses to invitations to bid and perform quantity takeoffs.
• Participate in conceptual budgets with oversight.
• Develop subcontractor quotes and bid tabulations.
• Coordinate scopes with bid team and manage subcontractor relationships.

Skills

Team collaboration

Communication

Deadline orientation

Software familiarity

Tools

On-Screen Takeoff

Bluebeam

MS Office

Job description

Chesapeake Contracting Group seeks an Sr. Estimator to lead the bid lifecycle, analyze project documents, and prepare cost estimates for competitive proposals. The role includes coordinating with teams, performing quantity takeoffs, and turning over awarded projects to the PM team.

You will develop tab sheets, gather subcontractor proposals, and build relationships with subcontractors and suppliers in line with core values. Location options include Owings Mills, Herndon, or Annapolis.