Associate Director, HR Generalist

Leading Educators Careers

1d•$87,243 - $111,037•Remote

About The Position

The Associate Director, HR Generalist is responsible for executing the core HR operations that keep Leading Educators running smoothly. You'll own payroll processing, benefits administration, leave and accommodation management, multi-state tax compliance, HR compliance, and employee relations documentation across our organization. This is a high-precision, execution-focused role. Accuracy is non-negotiable. When you process payroll, employees get paid correctly and on time. When you administer benefits, employees receive clear guidance and their elections are tracked precisely. When you manage leave cases, employees navigate FMLA and ADA requirements with confidence while maintaining benefits continuity. When you execute multi-state tax compliance and employer setup, the organization stays compliant across all jurisdictions and meets tax obligations in every state where we operate. When you maintain HR records, everything is audit-ready and aligned across systems. Errors in this role directly impact employee trust, organizational compliance, and financial accuracy. You'll also serve as a critical support partner for employee relations processes. You'll prepare documentation for performance improvement plans, written warnings, and termination materials with precision and consistency. You'll track employee relations cases, maintain complete and compliant documentation, and ensure all materials are aligned with organizational standards. You'll support managers and the Director, Employee Experience & Operations by ensuring all employee relations administrative work is executed accurately and on time. This is a high-visibility function where your execution directly enables the organization to manage performance and conduct difficult conversations with confidence and documentation integrity. You'll serve as the primary point of contact for the People support inbox, responding to employee questions about payroll, benefits, leave, and HR policies with clarity and timeliness. You'll identify process inefficiencies, recommend improvements, and continuously refine workflows to reduce errors and increase operational speed. This role reports to the Director, Employee Experience & Operations and is accountable for ensuring that HR operations run smoothly, accurately, and without disruption.

Requirements

5 to 7+ years of experience in HR operations, payroll, benefits administration, or HR compliance
Demonstrated experience managing payroll, benefits, and HR processes in a multi-state environment
Strong knowledge of HR compliance, including federal, state, and local employment laws
Experience managing leave and accommodation processes (FMLA, ADA, and related regulations)
Strong attention to detail and ability to maintain accuracy across multiple systems
Demonstrated ability to manage recurring operational workflows with consistency and reliability
Strong organizational and time management skills
Ability to handle sensitive information with discretion and accuracy
Strong written and verbal communication skills

Benefits

100% paid medical, dental, and vision coverage for individual employees. Additional premium costs are covered 60% by Leading Educators for partners and dependents on medical, dental, and vision plans.
4% matching 401k plan, Flexible Spending Accounts for medical, childcare and commuter expenses, and an Employee Assistance Program (EAP). Benefits are valued at or above $9,000 for employees.
First three years of employment, full time staff accrue 22 days a year.
Five additional days are accrued after the third and sixth year of employment.
Leading Educators also offer 22 additional paid days off for various holidays, including three floating holidays staff may use at their discretion.

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