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Connect Search, LLC

Chief Estimator

Connect Search, LLC, Chicago

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As Chief Estimator / Estimating Manager, you will lead the estimating department for a well-established general contractor, overseeing all preconstruction efforts and ensuring accurate, competitive, and strategic bids across a diverse portfolio of commercial, healthcare, education, and industrial projects . This leadership role is pivotal in shaping the company’s growth and profitability through disciplined cost analysis, process development, and team mentorship.


Responsibilities

  • Lead and manage the estimating team, including training and mentoring junior estimators
  • Oversee the preparation of conceptual and detailed cost estimates for all project phases
  • Review plans, specifications, and bid documents to ensure complete scope coverage
  • Develop and maintain historical cost data and unit pricing databases
  • Coordinate with project managers, architects, engineers, and clients during preconstruction
  • Analyze subcontractor bids and ensure competitive pricing and scope alignment
  • Establish and refine estimating procedures, tools, and workflows
  • Participate in bid strategy meetings and final proposal reviews
  • Ensure quality and consistency in all estimate submissions
  • Represent us in pre-bid meetings, site walks, and client presentations


Qualifications


  • 8+ years of experience in construction estimating, with at least 3–5 years in a leadership role
  • Proven track record in commercial, institutional, and industrial construction
  • Proficiency in estimating software (e.g., ProEst, Bluebeam, Timberline, or similar)
  • Strong understanding of construction means, methods, and market pricing
  • Excellent communication, negotiation, and analytical skills
  • Bachelor’s degree in Construction Management, Engineering, or related field preferred