Senior Estimator

Company: The Middlesex Corporation
Location: Orlando
Posted on: January 7, 2026

Job Description:

The Middlesex Corporation is a nationally recognized and award-winning leader in the heavy civil construction industry. Since 1972, the family business founded by Robert W. Pereira has developed an extensive client and project list through its consistent efforts to safely build America’s infrastructure. The Middlesex Corporation specializes in building and reconstructing highways, bridges, marine, rail, and transit facilities through its collaborative team approach and focus on core values. In addition, Middlesex Asphalt in Central Florida is one of the largest and most productive asphalt plants in the United States with Middlesex Paving earning an equally solid regional presence and reputation. Position Summary: The Senior Estimator is responsible for the accurate takeoff and pricing of the work, including all direct and indirect costs for heavy/civil/roadway/marine projects. The Senior Estimator directs all estimators working on the bid, manages the preparation of a pre-bid schedule, and assists with contacting, comparing, and selecting the appropriate subcontractors and vendors, and works closely with the Chief Estimator through bid closeout. Responsibilities: Comply with (and actively promote) all Safety policies and procedures including reporting all accidents, incidents and near-misses to ensure adherence to our Number One Core Value – Safety first, in everything we do. Oversee and assist with takeoff and pricing of all direct and indirect cost items associated with the project(s) under his or her direction, through closeout and submission, with all done in full compliance with company processes and procedures. Ensure that all bid documents conform with any addenda or modifications. Oversee and direct the efforts of those working on the estimate(s). Manage preparation of the pre-bid schedule. Ensure that proper subcontractor and vendor coverage is obtained for the bid, especially DBE coverage. Suggest and arrange any pre-bid testing that will increase the accuracy of the bid. Ensure that the integrity of the bid files and process is always maintained. Ensure that labor rates, bond rates, insurance, and any other job-specific information in HCSS is properly set up and maintained. Work with the Chief Estimator and the estimating staff through bid submission. Assist with the budget preparation, DBE selection and documentation on successful projects. Chair Project Turnover Meetings for new projects. Qualifications: In-depth knowledge of HCSS is a prerequisite. Bachelor’s degree in Civil Engineering or construction-related field. Minimum of 5 years of complex highway, piling, bridge and marine construction experience. Minimum of 3 years in a supervisory estimating position working on projects valued in excess of $50 million. Minimum of 2 years of design/build experience with large public heavy/civil projects. Excellent computer skills. Experience with computerized takeoff and/or design programs. Ability to lead in a fast-paced, challenging environment as an integral part of a team. Necessary Attributes: Must possess the ability to adapt to different personalities, management styles and team compositions. Strong analytical ability, the capacity to interpret data and make recommendations. Team player and with strong interpersonal skills. Ability to manage a team in an efficient and effective manner. Self-starter with excellent verbal and written communication skills. Must possess strong technology skills. Strong commitment to success of all. Possess a strong work ethic. Demonstrate the upmost professionalism in how you represent yourself. Show quality in everything you do. Lead with integrity while producing high quality work. We offer our full-time and eligible part time team members a comprehensive benefits package that’s among the best in our industry. Benefits include medical, dental and vision plans covering eligible team members and dependents, employee assistance programs, life insurance, disability, top-tier 401k with matching, tuition reimbursement, industry leading referral program, and generous paid time off .

Keywords: The Middlesex Corporation, Tampa , Senior Estimator, Engineering , Orlando, Florida