Assistant Director of Human Resource Operations

Little Island in New York City seeks an Assistant Director of Human Resource Operations to manage all of the park’s Human Resources workflows, including leadership of a people-first approach to HR, recruitment, onboarding, personnel management, benefits planning and education, policy development and oversight, staff development, and employee experience initiatives. The position leads a team of three direct reports on the execution of the Human Resource Department’s priorities and scope. This is an ideal opportunity for a seasoned professional to steward a vibrant, values-driven, startup organization into its next chapter.


About the Role

Application Instructions

The search for the Assistant Director of Human Resource Operations is being conducted on behalf of Little Island by Tom O’Connor Consulting Group, a New York-based executive search and consulting firm specializing in the arts and culture industries.

To apply, follow the link below and submit your materials. Your cover letter should include relevant experience, including any direct experience you’ve had with similar roles and institutions. No phone calls, please.

What It’s Like Working at Little Island 

Park employees will spend time onsite at Little Island working in outdoor weather conditions, navigating the entire park multiple times a day, 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, and rehearsal space. 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 has adopted a mandatory COVID-19 Vaccination Policy for all employees unless a reasonable accommodation is approved, which includes the booster dose if eligible. Potential employees will be given the opportunity to provide proof of up-to-date vaccination or request a reasonable accommodation at the start of employment.

Job Description 

STATUS: Full-time, Year-round, Exempt

REPORTS TO: Chief Operating Officer

SUPERVISES: A full time team consisting of the Human Resources Generalist, Assistant Manager of Recruitment, and Employee Experience Associate

The ideal candidate is a culturally responsive and competent self-starter who is invested in cultivating a meaningful employee experience and who brings experience managing a highly active, service-oriented department inside of a dynamic, creative, and driven organization. Candidates should also

bring experience across a wide variety of work environments and with a large seasonal team. In the case of Little Island, this means workplaces spanning administrative to facilities to production to the park itself supported by a fulltime team of 50 that can increase to 100 during the summer season. Candidates should have experience collaborating directly with department heads and executive leadership on the execution of organizational change management, policy and protocols, and bespoke HR projects and initiatives.

The Assistant Director of Human Resource Operations brings a passion for understanding and balancing the unique needs of an individual, department, and larger organization. Candidates should be highly skilled communicators who are comfortable facilitating and navigating complex initiatives and personnel manners with confidence, integrity, and discretion. This role also manages any external firms that support the goals of the department.

What You Bring / Qualifications 


● 7+ years of progressive experience, including leadership, working in human resources, people operations, or workforce development

● Comfort working independently on high impact projects or in high pressure situations

● A leadership style that connects to Little Island’s values of trust, hospitality, collaboration, problem-solving, and excellence.


● Spanish language fluency

● SHRM-CP, SHRM-SCP, PHR, or SPHR certification

● Experience in a nonprofit and/or performing arts organization

● Knowledge of successful hybrid work systems, policies, and practices

Not sure you meet 100% of our qualifications? Research shows that men apply for jobs when they fulfill an average of 60% of the criteria. Yet, women and other people who are systematically marginalized tend only to apply if they meet every requirement. If you believe that you could excel in this role, we encourage you to apply.

We are dedicated to considering a broad array of candidates, including those with diverse workplace experiences and backgrounds. So, whether you’re returning to work after a gap in employment, simply looking to transition, or taking the next step in your career path, we will be glad to have you on our radar.

Please use your cover letter to tell us about what you hope to bring to this role, and how your background and experience responds to the desired skills and qualities.


This is a full-time, year-round position with an annual salary of $100,000-$115,000. The standard schedule involves weekdays, with the flexibility to work nights, holidays, and weekends as required during the high season. Little Island offers a robust benefits package including generous time off, health plan (medical, dental, and vision), 401(k), commuter benefits, employee assistance program, free tickets at Little Island, and more.

This position requires a great deal of in-person onsite work during high/peak season and thus is not available on a fully remote basis. However, when scheduling and seasonality permits, team members may work from home on a limited basis.