Reminder: No timed entry reservations are required through mid-March.

Director of Operations (Full Time, Year-Round)

About the Role

Little Island’s Director of Operations will be responsible for leading and managing our Horticulture, Park Operations (safety, maintenance and custodial), and Visitor Experience departments in service to Little Island’s values and standards.The ideal candidate is a sophisticated people leader (with a staff ranging from 30-75 staff depending on the season), someone who can develop and execute a thoughtful, detailed operational plan and budget, and manage a diverse team that must maintain a dynamic public park daily with a high standard of excellence, care and collaboration--all to ensure an overall quality experience for all of our visitors. This leader and department are responsible for the management and maintenance of a complex landscape and innovative public park design, and the delivery of an unparalleled level of hospitality in a public space with an engaging, informative, and responsive staff. Candidates with experience operating dynamic and complex cultural institutions, parks, or public spaces are encouraged to apply.

This role reports to our Executive Director and is a member of the senior leadership team along with our Chief Operating Officer, Director of Education and Community Relations, and Producer.

Key Responsibilities

  • Collaborate with the Executive Director and direct reports on the planning and execution of all park operations to ensure organizational consistency and accuracy in service to the mission, values, and safety of Little Island.
  • Identify metrics of success for direct reports (Head of Horticulture, Park Operations Manager, Visitor Experience Manager) as it relates to budgets, staff management, vendor management, park safety and visitor experience
  • Manage the identification and delivery of all Little Island capital maintenance projects, overseeing all budgets and execution in partnership with the Park Operations and Horticulture departments and any external construction management firms or vendors
  • Oversee the management of Little Island’s key external vendors including horticulture and security, ensuring relationships are managed with excellence and in service to the proper maintenance and safety of Little Island
  • Oversee the Operations department budgets, ensuring all planning, projects, initiatives, and goals are executed with fiscal responsibility, responsiveness and transparency
  • Act as executive advisor for all Little Island safety initiatives, planning, and trainings, to ensure all department heads are prioritizing staff education, safety, and proper protocols

Collaborate closely with the Chief Operating Officer regarding any legal and insurance related issues to manage exposure and ensure the park’s operations are sustainable and in compliance with all operational agreements and permits

Collaborate closely with Hudson River Park Trust and act as the primary liaison in matters related to the long-term maintenance and safety of the park

  • Initiate and manage other administrative and/organizational projects as required and assigned by the Executive Director
  • Miscellaneous duties as assigned

What you Bring

  • 7+ years operational leadership experience in parks and public space, arts and entertainment, attractions, or hospitality
  • Experience overseeing complex vendor relationships and executing capital projects
  • Experience working with internal staff as well as external stakeholders in operational settings in a manner that models accountability and demonstrates discernment and professionalism
  • Excellent administrative, writing, and verbal communication skills; Expertise negotiating with vendors and stakeholders in a variety of park and public space fields (construction, maintenance, horticulture, urban planning, etc.)
  • Proven track record of leading a diverse range of teams and managers to success as they take on new projects and enhance existing workflows
  • A vision for fostering an operational plan and organizational culture that balances excellence, hospitality, and inclusion
  • Excellent organizational and analytical skills; a creative approach to problem solving, collaborating cross-departmentally, and managing multiple projects, deadlines, and details with finesse
  • Availability to work nights, weekends, and holidays, as needed, and to respond to emergency situations on an “on call” basis.
  • Availability to start ASAP

What To Expect

  • Little Island will be open year-round, 6am to 11:30pm in spring/summer/fall and 6am to 8pm in winter.
  • Little Island has 3 distinct performance spaces hosting a wide variety of artistic programs throughout the season including a 687-seat amphitheater
  • Park employees should expect to work evenings, weekends, and holidays as needed.
  • Park employees will spend time onsite at Little Island, navigating the entire park and interacting with park visitors to ensure operations are running effectively. Little Island is ADA compliant, and park employees are committed to fostering an inclusive environment for each other and our park’s visitors.
  • Little Island’s Headquarters, located near the park, provides an open floor plan office, shared work areas and kitchen, a locker room, rehearsal space, and storage for the park. It is a dynamic and multi-use space where employees and artists can collaborate, connect, and unwind in between shifts, meetings and events.
  • Little Island is a park open for all New Yorkers in the midst of the COVID-19 pandemic.All park employees are expected to actively participate in our communal commitment to employee safety and health and all related employee policies, which are reinforced with our current employees often and will be shared throughout the interview process.

In accordance with Little Island's duty to provide and maintain a workplace that is free of known hazards, we have adopted a mandatory COVID-19 vaccine policy to safeguard the health of our employees and their families; our visitors; and the community at large during the pandemic. This policy is based on guidance from the Centers for Disease Control and Prevention and local health authorities and should be interpreted in alignment with applicable law. All Little Island employees are required to be fully vaccinated against COVID-19 as determined by the CDC, by November 15, 2021, unless a reasonable accommodation is approved. Potential employees will be given the opportunity to provide proof of vaccination or request a reasonable accommodation at the onset of employment.


  • Competitive salary (commensurate with experience)
  • 20 days vacation, 7 sick, 3 personal days
  • Medical, dental & vision care
  • Contribution into a 401(k) retirement plan
  • Commuter benefits
  • Flexible spending accounts
  • Basic Life Insurance, Short & Long-Term Disability

How To Apply

Please email a resume and cover letter directly to you require reasonable accommodation in completing this application, interviewing, or otherwise participating in the employee selection process, please let us know at

Little Island is a proud equal opportunity employer and considers applicants for all positions without regard to race, color, religion, creed, gender identity or expression, national origin, age, disability, familial or veteran status, sexual orientation, or any other legally protected status.

Submit cover letter & resume