Senior Chief Estimator

• Lead the full bid process — plan review, quantity takeoff, sub scope leveling, final pricing, and submittal — for all active pursuits
• Perform earthwork takeoffs using Agtek and GPS-grade plan interpretation; produce cut/fill and mass haul analysis for Florida grading projects
• Take off underground utility quantities (storm, sanitary, water) and price installation using WSD's self-perform crew cost model
• Develop and maintain unit cost standards, productivity benchmarks, and pricing databases based on WSD's actual project history
• Solicit, level, and qualify subcontractor and supplier quotes for outsourced scopes; identify pricing risk and incorporate appropriately
• Manage overlapping bid deadlines across multiple simultaneous pursuits without sacrificing accuracy
• Mentor and review the work of junior estimating staff; build a culture of accuracy and accountability in the estimating department
• Conduct post-project cost analyses — compare estimated vs. actual — and incorporate lessons learned into future bids
• Collaborate directly with project managers and field superintendents to ground estimates in real-world conditions and crew production rates
• Manage and organize all bid documentation, plan files, and estimate archives in SharePoint; coordinate team communication and bid workflow through Microsoft Teams
• Represent WSD professionally in pre-bid meetings, site walks, and client interactions related to scope and pricing

• 10+ years of civil site work estimating experience, with demonstrated success on multifamily and commercial ground-up projects in Florida
• Expert-level proficiency in Agtek earthwork software — you build and verify your own surfaces, run your own mass haul, and catch errors before anyone else does
• Expert-level proficiency in Bluebeam Revu — plan markup, quantity takeoff, multi-sheet bid documentation, and collaborative review workflows
• Proficient in Microsoft SharePoint for bid file organization, document management, and team collaboration; daily use of Microsoft Teams for internal coordination, bid communication, and project team workflow
• Thorough understanding of Florida site conditions: muck soils, high water table, dewatering, SJRWMD and SWFWMD regulatory context, wet season scheduling impacts
• Demonstrated experience pricing both self-perform crew labor and outsourced subcontracted scopes on the same bid
• Familiarity with FDOT standards, FDOT pay items, and DOT-adjacent or municipal project estimating
• HCSS HeavyBid or equivalent estimating platform experience strongly preferred
• Proven track record managing multiple bids simultaneously without errors or missed deadlines
• Experience leading or mentoring junior estimating staff
• Strong written and verbal communication skills — you can defend your numbers clearly and concisely

• Reliability — your estimates are accurate, your deadlines are met, and your team can count on you
• Transparency — you surface risks, flag scope gaps, and communicate problems early
• Accountability — when a number is off, you own it, learn from it, and fix it
• Company First — you put the bid and the team ahead of your own convenience
• Resourcefulness — you solve problems with incomplete information and you don't wait to be told what to do

• Senior leadership role with direct access to the Executive Director and VP
• Competitive base compensation commensurate with experience — this is a top-of-market position for the right candidate
• A lean, high-performance team where your work is visible and your impact is direct
• A growing platform with a clear path to department leadership as the company scales from $25M to $50M
• Central Florida's most interesting civil site work — multifamily, commercial, mixed-use — with complex scopes that reward sharp estimators

Powered by JazzHR