Senior Estimator
Chesapeake Contracting Group
Senior Estimator
Chesapeake Contracting Group· Preconstruction
About this role
The Sr. Estimator analyzes all project documents to determine the overall estimated cost of a project. Estimators gather, calculate and compile data to produce construction cost estimates for competitive bid proposals in a timely manner. The Estimator is also required to perform a thorough and detailed turnover of awarded projects to the project management team. Please note this position can be in our Owings Mills, Herndon, or Annapolis location.
- Guides teams of varying sizes and expertise through the full bid lifecycle, ensuring smooth transitions and successful project handovers.
- Reviews project plans and specifications and coordinates with the team to confirm a complete and coordinated scope
- Identify risk issues and their order of magnitude
- Manages responses to invitations to bid.
- Performs quantity takeoff.
- Participates in conceptual budgets with oversight from manager.
- Develops Tab Sheets (scopes of work), gather subcontractor proposals, and prepare bid tabulation for own trade assignments.
- Coordinates scopes of work with bid team.
- Author qualifications/exclusions specific for each assigned trade.
- Builds effective relationships subcontractors, suppliers, and user groups that reflect and support company core values and meets or exceeds the customer's expectations.
- Develop subcontractor relationships.
- Attend subcontractor networking events.
- Be proficient in all computer software programs used in estimating with particular emphasis on On-Screen Takeoff software particular emphasis on Bluebeam and On-Screen Takeoff.
- Possess strong mathematical and computer skills.
- Proficiency with all MS Office products (Word, Excel, Outlook).
- Expertise in majority of trades in Divisions 2-16
- Ability to be a team member, and work in a team environment.
- Ability to professionally communicate and perform in a highly stressed environment.
- Ability and willingness to abide by Chesapeake Contracting Group’s policies and Core Values on a daily basis.
- Ability to meet deadlines and work time commensurate with workload.
- Effective oral and written communication skills.
📌 A flexible work environment
📌 State-of-the-art technology to get the job done
📌 New office spaces designed for today’s working environment
📌 Great benefits including healthcare, 401K match, wellness programs
📌 Opportunities for advancement and leadership training
Frequently Asked Questions
Is the salary disclosed for the Senior Estimator position at Chesapeake Contracting Group?
The salary for this Senior Estimator role at Chesapeake Contracting Group is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Senior Estimator position at Chesapeake Contracting Group located?
This Senior Estimator role at Chesapeake Contracting Group is based in Annapolis, Maryland, United States. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Senior Estimator role at Chesapeake Contracting Group full-time or part-time?
This is listed as a Full time position. It is posted as a Senior Estimator role in the Preconstruction department at Chesapeake Contracting Group.
Which team or department does the Senior Estimator at Chesapeake Contracting Group belong to?
This Senior Estimator position is part of the Preconstruction department at Chesapeake Contracting Group. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Senior Estimator position at Chesapeake Contracting Group?
Click the "Apply Now" button on this page. You will be redirected to Chesapeake Contracting Group's official application portal hosted on workable where you can submit your application directly.
When was the Senior Estimator job at Chesapeake Contracting Group posted?
This Senior Estimator position at Chesapeake Contracting Group was posted on Sep 8, 2026. Apply as soon as possible — early applications are often reviewed first.
Senior Estimator
Chesapeake Contracting Group
You'll be redirected to Chesapeake Contracting Group's official application page on workable.