Head of People Operations (HR, Payroll & Corporate Operations) - Westchester County - $150-240k+B

Head of People Operations (HR, Payroll & Corporate Operations) - Westchester County - $150-240k+B

A privately held, owner-led operating company is seeking a Head of People Operations to oversee core corporate functions, including Human Resources, Benefits Administration, Payroll, and cross-functional operational execution. This is a senior leadership role designed for a hands-on operator who can assess existing processes, implement structure, and drive consistent follow-through across both corporate and field-based teams.

Reporting directly to ownership, this individual will serve as a trusted operational partner, helping strengthen internal systems, improve efficiency, and ensure accountability across the organization.

Core Responsibilities:

People Operations – HR, Benefits & Payroll

• Oversee day-to-day HR operations, including employee relations, benefits administration, and compliance.
• Manage and execute weekly payroll through ADP, ensuring accuracy, timeliness, and adherence to applicable labor laws.
• Serve as the primary liaison with payroll and benefits vendors, setting clear expectations and ensuring responsiveness and service quality.
• Partner closely with staff and management to address workforce planning and operational challenges.
• Maintain a visible leadership presence across the organization to reinforce expectations and standards.
• Lead and support the screening and interviewing process for operational and technical roles.
• Ensure candidates meet defined experience, reliability, and performance criteria prior to hire.
• Manage external service providers related to payroll, benefits, and HR administration.

Operational Oversight

• Evaluate existing corporate and field operations to identify inefficiencies, process gaps, and execution breakdowns.
• Design, implement, and enforce practical workflows and operating procedures to improve productivity and accountability.
• Ensure operational initiatives are properly tracked, executed, and sustained over time.
• Hold vendors accountable to timelines, service levels, and organizational priorities.

Strategic & Leadership Expectations:

• Operate proactively, identifying opportunities to strengthen operations rather than reacting to issues as they arise.
• Present thoughtful recommendations and solutions to ownership with confidence and clarity.
• Take full ownership of initiatives from planning through execution, without the need for close oversight.
• Demonstrate strong professional presence and communication skills to effectively influence staff and external partners.
• Prioritize competing initiatives and clearly communicate expectations across the organization.

Qualifications & Requirements:

• Proven experience balancing hands-on HR execution with high-level operational leadership.
• SHRM certification (or equivalent demonstrated expertise) strongly preferred.
• Deep working knowledge of labor laws, HR compliance, and employment regulations, with the ability to guide leadership on people-related decisions.
• Ability to be on-site five days per week in Westchester County, during standard business hours.

Base Salary : $150-240k plus bonus and benefits

The above salary range represents Advice's good faith and reasonable estimate of the possible base compensation range at the time of posting and is not reflective of the total compensation package, which may also include benefits, equity and other non-cash incentives.

Please send your resume for immediate consideration to: View email address on click.appcast.io

If this particular role isn't the ideal fit, please feel free to forward your resume to the email above to explore other available opportunities. Please also feel free to share this posting with anyone in your network who might be open to learning more. Referrals are always appreciated!

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