Chris Cutler

About Chris Cutler

I have built my reputation on navigating complexity, restoring traction in chaotic environments, and turning fragmented teams into operational powerhouses. Whether it’s acres of raw dirt or a stalled portfolio nearing collapse, I bring a steady hand, scalable systems, and a people-first mindset that gets projects moving again, with measurable results to back it up.At Lennar, I led development across 15 active communities, guiding a $331M portfolio and lots through Florida’s regulatory, political, and logistical terrain. I rebuilt a team from the ground up, expanding headcount, implementing accountability systems, and accelerating lot delivery timelines that helped push closings from 1,100 in 2022 to over 1,600 in 2024. I didn’t just lead day-to-day execution, I helped design national land development software, restructured site sequencing, and became the trusted voice at the table when leadership needed clarity and results.Throughout my career, whether running my own consultancy or partnering with city officials on complex builds, I have brought together people, process, and purpose. I’m not just focused on getting projects approved and out of the ground; I’m committed to making sure they are aligned with the bigger picture: business growth, community impact, and operational excellence.Stormwater Compliance – Advanced Storm Water Control & Management TrainingCertifications: OSHA Certified · CertifiedKey Competencies: Budget Ownership & Financial Discipline | Change Management & Continuous Improvement | Data-Driven Decision Making | Due Diligence Leadership | End-to-End Development Oversight | Feasibility & Risk Assessment | Infrastructure Planning & Cost Control | Municipal Liaison & Government Relations | Process Optimization & Operational Scalability | Project Turnaround & Recovery | Site Presentation & Asset Value Enhancement | Stakeholder Communication & Expectation Management | Strategic Negotiation & Contract Structuring | Team Leadership Across Functional Lines | Vendor Accountability & Performance ManagementTechnology : Construction Management | Project Coordination | Site & Document Control | Site & Field Management | Construction & Design Software: Bluebeam Revu · AutoCAD · Civil 3D | Productivity & Collaboration Tools,| Project Management & Scheduling: Smartsheet · Microsoft Project · Primavera P6 | CRM & Business Systems: Salesforce | Process & Compliance Tools: DocuSign · SmartGov | AI & Emerging Technologies: ChatGPT · Claude · Gemini

Experience

1. Vice President of Land Development

   Toll Brothers

   Aug 2025 — Present · Boca Raton, FL, US

Education

• Harvard Business School

  Leadership Training Program

• Lennar Homes

  Leadership Development Program

• University of Missouri-Saint Louis

  Computer Programing / Business Administration

• ITT Technical Institute-Earth City

  Associate of Applied Science, Drafting & Design

Skills

• Renovation
• Contract Management
• Value Engineering
• Contract Negotiation
• Real Estate Development
• Budgets
• Sales
• Project Estimation
• Submittals
• Project Management
• Construction
• Residential Homes
• Land Development
• New Business Development
• Construction Management
• Negotiation
• Management