Director of Construction Operations & Technology

Director of Construction Operations & Technology

Nationally Award-Winning Custom Home Builder

Full-Time | Leadership Role | High-Performance Team Environment

About Us

We are a nationally award-winning custom homebuilder in St. Petersburg, FL known for exceptional craftsmanship, innovative design, and an uncompromising client experience. Our company has built a reputation for excellence by combining strong execution with a close-knit, highly accountable team culture.

We are entering an exciting growth phase and are seeking a highly driven, technologically advanced leader to help scale operations, optimize systems, and elevate project delivery across the company.

This is not a corporate middle-management role. We are looking for a builder-minded operator who thrives in a fast-moving entrepreneurial environment, embraces emerging technologies and AI, and wants to help build one of the premier custom homebuilding companies in the country.

Position Overview

The Director of Construction Operations & Technology will oversee operational systems, estimating coordination, project workflows, and technology integration across the company. This role combines construction operations leadership with process optimization, AI implementation, and systems management.

The ideal candidate has a strong background in custom homebuilding, estimating, and construction operations, while also possessing a forward-thinking mindset around automation, AI tools, and scalable operational infrastructure.

You will report directly to the Owner, working hand-in-hand with our Sr. Construction Manager and Controller. Backed by a dedicated Permit Manager and Project Coordinator, your mission is to streamline operations, tighten up financial visibility, and ensure best in class project execution.

Key Responsibilities

Construction Operations Leadership

• Oversee and improve operational workflows from preconstruction through project closeout
• Collaborate with ownership on company scaling initiatives and operational strategy
• Identify inefficiencies and implement scalable systems and processes
• Assist in scheduling coordination, vendor communication, and operational problem-solving
• Support field and office teams with process development and accountability systems

Estimating & Preconstruction

• Manage and perform estimating, budgeting, bid coordination, and cost analysis
• Develop and refine estimating templates, assemblies, and pricing systems
• Improve bid tracking, change order management, and financial forecasting workflows
• Coordinate with ownership on project feasibility and preconstruction planning

Technology & AI Integration

• Lead implementation and optimization of operational tech stack including:
• • JobTread
  • BuilderTrend
  • QuickBooks Online
  • Gusto
  • Google Workspace / Google Drive
  • AI tools including ChatGPT, Claude, and custom AI agents/bots
• Develop AI-assisted workflows for all key areas of the business :
• • SOP Creation
  • Estimating
  • Project Management
  • Client & Team Communication
  • Document & Data Organization
• Analyze, evaluate, and report to Owner on viability, process, and cost on software transition from Buildertrend to an open API platform like JobTread and recommended AI integration.
• Train and support team members in software and systems adoption.
• Continuously evaluate emerging technologies that improve efficiency and scalability

Process Development & Systems Management

• Create and maintain SOPs, workflows, templates, and operational documentation
• Improve internal communication systems and project visibility
• Organize digital file structures and information management processes
• Build scalable systems that support future company growth

Team Collaboration

• Help foster a high-performance, solutions-oriented culture
• Support leadership in maintaining accountability, organization, and operational excellence

Ideal Candidate

Required Traits

• Highly driven, proactive, and solution-oriented. "No problems - only solutions."
• Strong organizational and operational leadership abilities
• High EQ: Adept at reading, understanding, and communicating effectively with a diverse range of people
• Comfortable operating in a fast-paced entrepreneurial environment
• Technologically fluent and excited about AI integration
• Self-motivated with a high level of ownership and accountability
• Strong critical thinking and process improvement mindset

Preferred Qualifications

• Background in luxury custom homebuilding or high-end remodeling, with strong expertise in premium finishes and detailing.
• Experience in preconstruction and estimating, complemented by a comprehensive understanding of residential construction operations and full-lifecycle project management.
• Experience with:
• • JobTread
  • BuilderTrend
  • Google Workspace
  • AI platforms such as ChatGPT, Claude, and custom AI agents/bots
• Demonstrated success leading the rollout of automation, scalable operational systems, and construction technology.
• Construction Management, Construction Technology, Engineering, or related degree preferred.
• A passion for clients, the built environment, and teams.

What Makes This Opportunity Different

• Nationally recognized custom homebuilder with an excellent client reputation
• Tight-knit, highly collaborative team culture
• Direct access to ownership and company strategy
• Opportunity to help shape the future growth of the company
• High autonomy and meaningful impact
• Forward-thinking environment embracing AI and technology in construction
• Long-term growth potential into executive leadership

Compensation & Benefits

Compensation will be competitive and based on experience, capability, and leadership level.

Compensation structure to include:

• Competitive Base salary
• Collaboratively defined performance-based incentives tied to key operational milestones, with a tailored bonus structure to be established upon successful completion of the onboarding period.
• Future-focused benefits targeted for Q4 2026, including an employer-matched 401(k) and an employer-coordinated health insurance program.
• Long-term leadership and compensation growth opportunities.

To Apply

Please submit:

• Resume
• Brief introduction about your background.
• A comprehensive overview highlighting your experience across luxury custom homebuilding, estimating, operations, and technology integration.
• Any available scores from past standardized tests (SAT, ACT) or personality assessments (Myers-Briggs, Prism)—we use these to learn how you think, operate, and lead.

We are looking for someone who wants more than a job — someone with a love for our clients and team, a passion for the built environment, pride in their work, and an excitement to integrate emerging technologies to deliver the best operational efficiencies and client experience.