What are the responsibilities and job description for the Chief Estimator position at Leola Construction?
Are you an experienced Chief Estimator that can lead and elevate estimating and preconstruction operations within a growing, multi-entity construction organization? This senior leadership role is ideal for a results-driven leader who combines deep technical expertise with strategic vision and a passion for building high-performing teams. The position offers the opportunity to influence company-wide estimating strategy, drive operational excellence, and support scalable growth in the residential construction sector.
Key Responsibilities
Requirements and Responsibilities
Executive Leadership & Team Development
At Sole Construction Partners, we reward great work with competitive pay, comprehensive health benefits, and a 401(k) with company match. You’ll enjoy paid holidays, floating holidays, and three weeks of PTO to recharge. We’re committed to your growth in a specialized, in-demand niche, and you’ll be part of a team that values integrity, accountability, and celebrating wins together. A strong, supportive culture rooted in integrity, performance, and teamwork
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.
Key Responsibilities
Requirements and Responsibilities
Executive Leadership & Team Development
- Lead, mentor, and develop a multi-company estimating organization
- Establish performance standards, accountability systems, and professional development pathways
- Conduct regular performance conversations and evaluations
- Foster a culture of collaboration, accuracy, and continuous improvement
- Design and implement standardized estimating processes and best practices across affiliates
- Drive consistency through templates, procedures, and scalable workflows
- Ensure accuracy, efficiency, and repeatability in all estimating functions
- Oversee preparation and submission of comprehensive, competitive bid proposals
- Review cost models, risk factors, and pricing strategies
- Collaborate with operations, field leadership, and executive management on strategic pursuits
- Support long-term business development through informed bidding decisions
- Lead adoption and optimization of estimating platforms (Planswift transitioning to Stack)
- Develop and integrate internal tools that improve scheduling, communication, and data flow
- Ensure technology supports scalable growth and operational efficiency
- Analyze historical performance data, market trends, and cost drivers
- Generate executive-level reporting on estimating metrics and bid success rates
- Provide strategic insights that inform pricing models and growth strategy
- Partner with affiliate leadership, purchasing, and field teams to refine assemblies and cost assumptions
- Conduct periodic site visits to align estimating practices with real-world execution
- Ensure alignment between estimating, procurement, and operational delivery
- Maintain compliance with industry standards, company policies, and contractual requirements
- Identify and mitigate financial and operational risks during preconstruction
- 8 years of progressive experience in construction estimating, including leadership of estimating teams
- Deep expertise in shell construction and/or drywall estimating within residential construction
- Proven ability to build and scale high-performing teams
- Advanced proficiency in estimating software and construction business systems
- Strong financial acumen and strategic decision-making capability
- Exceptional communication and executive presence
- Process-driven mindset with a focus on operational excellence
- Bachelor’s degree preferred in Construction Management, Engineering, Business, or related field
At Sole Construction Partners, we reward great work with competitive pay, comprehensive health benefits, and a 401(k) with company match. You’ll enjoy paid holidays, floating holidays, and three weeks of PTO to recharge. We’re committed to your growth in a specialized, in-demand niche, and you’ll be part of a team that values integrity, accountability, and celebrating wins together. A strong, supportive culture rooted in integrity, performance, and teamwork
We may use artificial intelligence (AI) tools to support parts of the hiring process, such as reviewing applications, analyzing resumes, or assessing responses and identifying potential inconsistencies or verification signals in application materials based on available information. These tools assist our recruitment team but do not replace human judgment. Final hiring decisions are ultimately made by humans. If you would like more information about how your data is processed, please contact us.