Head of Human Resources

PropertyPilot•Manasquan, NJ

3d•Hybrid

About The Position

This is a foundational hire. PropertyPilot needs someone who can own the full spectrum of people operations and core business functions—HR, payroll, benefits, recruiting, and basic accounting (AP/AR)—as a team of one. You won't be managing a department; you'll be building one from the ground up while keeping the day-to-day running smoothly. At a startup, the person in this seat touches everything. You'll run payroll on Monday, screen engineering candidates on Tuesday, negotiate a benefits renewal on Wednesday, process vendor invoices on Thursday, and help onboard a new hire on Friday. If you need a tidy org chart and narrowly defined swim lanes to be effective, this isn't the role. If you thrive when you're the person holding it all together, keep reading.

Requirements

5+ years of experience in HR, people operations, or office management, with direct ownership of payroll and benefits administration.
Hands-on experience with payroll platforms (Gusto, Rippling, ADP, Justworks, or similar).
Working knowledge of AP/AR processes and comfort with basic accounting workflows. You don't need to be a CPA, but you need to be accurate and organized.
Solid understanding of employment law and HR compliance across multiple states (multi-state employer experience preferred).
Demonstrated experience recruiting for both technical and non-technical roles, including sourcing and pipeline management.
Proficiency with HR and recruiting tools (e.g., HRIS systems, applicant tracking systems, Google Workspace or Microsoft 365).
Experience in a startup or small company environment where you were the sole or primary HR/operations person.

Responsibilities

Develop and maintain HR policies, procedures, and an employee handbook appropriate for an early-stage company.
Manage the full employee lifecycle: onboarding, performance management, employee relations, offboarding.
Ensure compliance with federal, state, and local employment laws and regulations.
Serve as the primary point of contact for all employee questions related to policies, benefits, and workplace matters.
Foster a healthy, direct, and accountable team culture as the company scales.
Own end-to-end payroll processing, ensuring accuracy and timeliness across all pay cycles.
Administer employee benefits programs—health insurance, retirement plans, PTO, and other perks.
Evaluate, select, and manage relationships with benefits providers and payroll platforms (e.g., BambooHR, Rippling, Justworks, or similar).
Handle payroll tax filings, W-2s, 1099s, and related compliance requirements.
Partner with hiring managers to define roles, write job descriptions, and build hiring plans.
Manage the full recruiting pipeline: sourcing, screening, scheduling, interviewing, and offer management.
Build and maintain a candidate pipeline for technical and non-technical roles.
Represent PropertyPilot's culture and mission to prospective hires—you are often the first impression.
Process vendor invoices, manage payment schedules, and maintain accurate AP records.
Track and follow up on outstanding receivables, ensuring timely collections.
Reconcile transactions and work closely with external accountants or bookkeepers as needed.
Maintain organized financial records and support month-end and year-end close processes.