Onsite Managing Director (KFL11326)

Company Summary

RealManage is a leading national community association management company serving homeowners' associations (HOAs), condominium associations, cooperatives, luxury high-rises, municipal utility districts, master-planned communities, and nationally recognized developer and builder clients. RealManage is proud to be recognized on the Inc. 5000 list of America's fastest-growing private companies and ranked among the top firms in the community management industry. We combine experienced people, innovative technology, and proven practices to help communities thrive.

At RealManage, The RM Way is our service identity - something we live every day. It provides a shared definition of what great looks like, a common language for coaching and recognition, and a standard every associate can own. It guides how we serve our clients, how we serve each other, and how we grow.

Our commitment to an exceptional associate experience is reflected in RealManage being Great Place to Work® Certified™. We believe exceptional client experiences start with our associates, and we foster a workplace where people are supported, encouraged to grow, and empowered to deliver outstanding service.

Join RealManage and be part of a values-based organization where The RM Way shapes how we serve, work, grow, coach, and recognize one another every day - while making the communities we manage stronger because RealManage is there.

Our Guiding Values

RealManage is a values-based company with the following values as our guiding principles:

• Integrity: we always do the right thing.
• Respect: for our customers, employees and company; mutual respect is the cornerstone for every RealManage relationship.
• Selflessness: more than teamwork; we are part of something special and much larger than any of us.
• Personal Relationships: we are a professional services company; people do business with people they like.
• Always Improving: never satisfied, always learning, and always growing. At RealManage, we are always getting better.

Community Summary

This position supports a premier, large-scale community in the greater Kissimmee area. The community was developed around the concept of creating an engaging, connected, and high-quality residential lifestyle.

The community includes a substantial residential portfolio and an extensive collection of recreational, wellness, lifestyle, and community amenities.

The Association oversees a broad range of community infrastructure and services, which may include gated entrances, private roads, rights-of-way, sidewalks, golf cart paths, common areas, lakes, irrigation systems, landscaping, and other community assets and services.

Given the scale of the community, breadth of amenities, and complexity of its operations, the Association requires a highly collaborative, service-oriented, and experienced onsite management team. Team members play an essential role in maintaining the Association's financial and operational integrity, preserving community assets, supporting the Board of Directors, and delivering a high standard of service to residents.

This role offers an opportunity for an experienced executive to lead a sophisticated, large-scale community through organizational integration, operational excellence, financial stewardship, and resident-focused service.

All onsite team members are expected to embrace a unified approach to community management by fostering collaboration across departments, maintaining clear and professional communication, demonstrating accountability, and supporting the shared goal of delivering exceptional service to residents and the Board of Directors.

Role Summary

The Managing Director serves as the senior executive responsible for integrating two management organizations into one cohesive, high-performing operation, establishing unified standards, policies, financial discipline, and consistent resident experience. This position requires a seasoned operational leader with demonstrated experience navigating organizational transitions, aligning diverse teams, and fostering a shared culture of accountability, collaboration, and service excellence.

The Managing Director provides strategic direction, establishes performance expectations, and develops a strong leadership structure that empowers department managers to effectively oversee their respective operations. With a system-oriented approach and a commitment to continuous improvement, this leader ensures that organizational success is supported by sustainable processes, clear accountability, and consistent service standards.

Reporting to the Board of Directors, the Managing Director directly oversees the General Manager (LCAM), Manager Finance, Manager FitWell, Manager Events, Manager Facilities, and Manager Grounds and Landscape. The Managing Director and all reporting leaders work collaboratively with established Board committees, recognizing their important role in strategic planning, policy development, recommendations, and organizational initiatives.

The position serves as a trusted strategic partner to the Board, providing informed recommendations, transparent communication, and sound operational judgment while maintaining appropriate boundaries between governance and management. The Board establishes policy and strategic direction, while management is responsible for executing operations within approved authority. RealManage provides employment administration and management support, subject to the final governance arrangement.

Through approachable leadership, operational expertise, and a resident-focused mindset, the Managing Director cultivates a unified organization where departments work toward shared objectives, leaders are empowered and accountable, and decisions support the community's long-term sustainability and continued success.

Strategic Leadership & Board Governance

• Lead integration of the two management organizations into one structure, culture, and set of operating standards; finalize leadership roles, decision rights, and accountability between the Managing Director, department managers, and Board.
• Translate the Board’s and Strategic Planning Committee’s long-term vision into annual operating plans, budgets, and measurable priorities; collaborate with established committees in developing strategies and recommendations.
• Provide the Board with decision-ready options, analysis, recommendations, and timely follow-through, allowing directors to focus on governance rather than routine operations.
• Serve as a trusted liaison among the Board, committees, RealManage leadership, and relevant governing entities; maintain transparent, professional communication.
• Provide informed recommendations on service delivery, operational risks, long-term planning, and matters requiring Board consideration.

Financial Stewardship & Business Operations

• Own the operating and capital budget process in partnership with Manager Finance; support disciplined, justified assessments and long-term financial sustainability.
• Ensure reliable financial reporting, sound internal controls, clean audits, effective cost management, and clear explanations of budget variances.
• Oversee compliance with approved purchasing, contract administration, invoice approval, and financial control procedures within delegated authority.
• Evaluate operational processes and implement policies, procedures, and controls that improve effectiveness, consistency, and stewardship of Association resources.
• Coordinate with RealManage and CiraConnect shared services to resolve financial and operational service issues.

Department Leadership, People Development & Accountability

• Set direction, expectations, and standards for six direct reports: General Manager (LCAM), Manager Finance, Manager FitWell, Manager Events, Manager Facilities, and Manager Grounds and Landscape. Managers are accountable for running their respective departments.
• Recruit, onboard, coach, mentor, and evaluate managers; ensure timely performance reviews, staff development plans, and appropriate documentation.
• Set clear expectations, establish department goals and service standards, and hold leaders accountable for deadlines, quality, staffing, and resident experience.
• Promote effective workforce planning, succession development, interdepartmental coordination, and constructive resolution of operational challenges.
• Partner with Human Resources and RealManage leadership on employee relations, policy implementation, and escalated personnel matters.

Community Operations, Facilities & Risk Management

• Establish community-wide resident service standards and coordinate department leaders to ensure services reflect resident needs and consistent operational quality.
• Oversee major contracts, including resident landscaping services through the General Manager (LCAM), and monitor service agreements, vendor performance, capital projects, and asset preservation.
• Work with department leaders to identify safety concerns, emergency preparedness needs, insurance-related issues, and other operational risks; escalate appropriately.
• Review recurring service concerns and establish corrective action plans, follow-up mechanisms, and quality-assurance practices.
• Support asset preservation, capital planning, and coordinated responses to urgent community conditions.

Board, Resident & Stakeholder Relationships

• Build credibility and constructive working relationships with Board members, residents, committees, vendors, and community partners.
• Respond to sensitive or escalated concerns with professionalism, sound judgment, appropriate confidentiality, and timely follow-through.
• Coordinate communication across departments so residents and Board representatives receive clear, accurate, and consistent information.