About The Position

The People Operations Generalist owns the day-to-day employee experience, supporting employees from onboarding through development and retention. As webAI scales beyond 200 employees, this role will help evolve People Operations into a strategic function by driving consistency, improving systems and processes, and partnering with leaders to strengthen culture and performance across a distributed team. The position combines employee experience, operations, and manager support, with collaboration with Legal and Compliance on clear escalation pathways. During the leave coverage period, the Generalist will provide practical HR support to employees and managers, handle routine employee relations matters, assist with benefits and leave administration, and coordinate employment changes and offboarding. The role also supports the People Operations Support Specialist, partners with the VP of Operations on matters requiring additional HR experience or judgment, and coordinates with internal teams on employee matters. The position requires discretion, confidentiality, sound judgment, and consistent application of established People Operations procedures and policies.

Requirements

  • 3–5+ years of experience in Human Resources, People Operations, or an HR Generalist role.
  • Strong experience supporting employee relations and day-to-day HR matters.
  • Working knowledge of federal and state employment laws and HR compliance requirements.
  • Experience supporting benefits, employee leaves, offboarding, and employment changes.
  • Ability to provide practical HR guidance to employees and managers and appropriately escalate higher-risk matters.
  • Strong judgment, discretion, and experience handling confidential employee information.
  • Excellent written and verbal communication skills.

Nice To Haves

  • Rippling experience.

Responsibilities

  • Serve as a day-to-day People Operations resource for employees and managers during the leave coverage period.
  • Respond to employee questions about company policies, benefits, leave, workplace practices, and general HR matters.
  • Guide managers on routine employee relations matters, policy interpretation, attendance concerns, documentation, and employee issues.
  • Support employee relations matters by gathering information, documenting concerns, and escalating complex or high-risk matters to the VP of Operations and appropriate leadership.
  • Support employee offboarding, including resignations and terminations, required communications, and coordination with the People Operations Support Specialist and other internal teams.
  • Assist with benefits administration, including employee questions, qualifying life events, and vendor-related issues.
  • Support employee leave administration, including communications, documentation requirements, and coordination with applicable vendors.
  • Assist with promotions, compensation adjustments, title changes, transfers, and other employment updates.
  • Provide HR guidance and support to the People Operations Support Specialist as questions or more complex situations arise.
  • Partner with the VP of Operations on People-related matters requiring additional HR experience or judgment.
  • Coordinate with Finance, IT, Recruiting, Legal, and department leaders on employee matters as needed.
  • Support ongoing employee engagement, culture, recognition, and existing People Operations initiatives.
  • Assist with HR reporting, compliance requests, and other People Operations needs during the coverage period.
  • Maintain confidentiality and appropriate documentation when handling sensitive employee matters.
  • Ensure established People Operations procedures and policies are followed consistently throughout the contract period.
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