Regional Director - Port Charlotte - Punta Gorda FL

Job Description

Job Description

Job Title: Regional Director

Department: Property Management
Reports to: Vice President of Property Management
Revision Date: Abril 22, 2026

Position Overview

The Regional Director provides strategic leadership, operational oversight, and financial management for a portfolio of community associations within an assigned geographic region. This executive-level leadership position is responsible for driving operational excellence, developing high-performing teams, ensuring exceptional client service, and supporting the company's strategic growth initiatives.

The Regional Director serves as the primary leadership resource for Community Association Managers (LCAMs), Board Members, executive leadership, and internal departments while fostering strong client relationships and ensuring each community receives consistent, high-quality service. This position requires a collaborative, results-driven leader with exceptional communication, financial, and organizational skills who can effectively balance operational priorities, client expectations, and business objectives.

The Regional Director is expected to maintain a visible presence within the assigned portfolio through regular community visits, Board meetings, leadership meetings, and collaboration with internal departments to ensure operational consistency and client satisfaction.

Core Responsibilities

• Provide strategic leadership and operational oversight for an assigned portfolio of condominium and homeowners' associations.
• Lead, mentor, coach, and develop Community Association Managers (LCAMs) and support staff to achieve operational excellence and professional growth.
• Establish performance expectations, conduct performance evaluations, provide ongoing coaching, and develop succession plans for direct reports.
• Foster a culture of accountability, collaboration, professionalism, and exceptional customer service throughout the region.
• Partner with Community Association Managers to resolve complex operational, governance, financial, and homeowner issues.
• Build and maintain strong relationships with Boards of Directors, committee members, homeowners, developers, vendors, and business partners.
• Attend Board meetings, annual meetings, budget meetings, and membership meetings as necessary to support managers and clients.
• Provide guidance regarding governing documents, association operations, Florida statutes, and industry best practices.
• Collaborate with executive leadership and legal counsel regarding escalated community matters, risk management, and compliance issues.
• Review monthly financial statements, budgets, reserve funding, delinquency reports, and operational reports to ensure financial performance aligns with company and client expectations.
• Partner with Community Managers and Accounting to develop annual operating budgets and long-term financial planning strategies.
• Identify financial trends, operational risks, and revenue opportunities while implementing corrective action plans as necessary.
• Monitor contract compliance, vendor performance, capital improvement projects, and operational service delivery throughout the portfolio.
• Ensure consistency in company policies, operational procedures, and service standards across all assigned communities.
• Support new business development initiatives by participating in client presentations, proposal development, community interviews, and transition planning.
• Develop and maintain strong relationships within the community association industry to support business growth and client retention.
• Collaborate with Human Resources to recruit, interview, hire, onboard, and retain high-performing Community Association Managers and support personnel.
• Conduct regular one-on-one meetings, team meetings, property visits, and operational reviews to ensure continuous improvement.
• Approve scheduling, time-off requests, payroll coordination, and staffing recommendations for assigned team members.
• Promote continuous improvement initiatives designed to enhance operational efficiency, employee engagement, client satisfaction, and overall portfolio performance.
• Represent the company professionally while demonstrating leadership, integrity, accountability, and a commitment to exceptional service.
• Perform other duties as assigned.

Qualifications

• 2 years of Active Florida Licensed Community Association Manager (LCAM) license required.
• Minimum of five (5) years of Community Association Management experience required.
• Minimum of two (2) years of leadership, multi-site management, or regional management experience required.
• Bachelor's degree in Business Administration, Management, Finance, or a related field preferred.
• Strong knowledge of Florida condominium and homeowners' association operations, governing documents, and applicable Florida statutes.
• Demonstrated experience leading high-performing teams and managing multiple communities simultaneously.
• Strong financial management experience, including budgeting, financial statement analysis, reserve planning, and operational forecasting.
• Excellent leadership, communication, presentation, coaching, and relationship management skills.
• Ability to effectively manage multiple priorities while maintaining exceptional organizational and decision-making abilities.
• Advanced proficiency in Microsoft Office Suite, including Excel, Word, Outlook, and PowerPoint.
• Experience with community association management software; CINC Systems experience preferred.
• Valid Florida driver's license and reliable transportation required.

Key Skills

• Executive Leadership
• Team Development & Coaching
• Community Association Management
• Board Relations
• Financial Management & Budgeting
• Strategic Planning
• Operational Leadership
• Client Relationship Management
• Business Development
• Conflict Resolution
• Project Management
• Decision Making
• Communication & Presentation
• Vendor Management
• Regulatory Compliance
• Performance Management
• Cross-Functional Collaboration
• Process Improvement
• Problem Solving
• Organization & Time Management
• Professionalism & Accountability

Work Requirements

• Hybrid position requiring regular travel throughout the assigned regional portfolio.
• Conduct frequent onsite property visits and inspections.
• Attend Board meetings, annual meetings, budget meetings, leadership meetings, and community events, including evenings and occasional weekends as business needs require.
• Sit, stand, walk community grounds, climb stairs, and work on a computer for extended periods.
• Lift office materials and supplies up to 25 pounds occasionally.
• Work outdoors during community inspections in varying weather conditions