People Ops Generalist

WellTheory

5d•Remote

About The Position

WellTheory is seeking a People Ops Generalist to own the foundational people operations that support the company as it grows. This role oversees payroll, multi-state compliance, benefits administration, leaves and accommodations, HR policies, and employee support. It serves as the first point of contact for employees on People-related matters and collaborates with Finance, Recruiting, IT, Operations, and managers across the company. The position reports to the Head of People. The company has nearly doubled in size, employs people in more than 20 states, and is continuing to grow. The People Ops Generalist will build scalable systems, processes, and self-service resources, and will look for opportunities to automate repeatable People Ops work with AI while applying sound judgment and HR expertise.

Requirements

4–7+ years of experience in People Operations or HR, ideally at a fast-growing startup, including hands-on payroll ownership.
Experience running multi-state payroll and compliance, including registering a company in a new state, responding to agency notices, and resolving failed tax filings.
Strong working knowledge of federal and state employment law, including FMLA and state leave programs, ADA accommodations, and wage and hour rules.
Exceptional attention to detail, particularly regarding employee pay.
Discretion, empathy, steadiness, and sound judgment when handling sensitive employee situations.
Ability to build systems, identify repeatable work, and streamline or automate processes; enthusiasm for using AI tools.
Ability to thrive in a fully remote, fast-paced environment and manage multiple time-sensitive priorities.

Nice To Haves

A record of notable personal accomplishment or overcoming significant adversity, such as running a marathon, starting a company, earning a degree while working full-time, or overcoming significant adversity.
Direct experience in digital health or the autoimmune/chronic condition space.
Familiarity with Google Workspace, Slack, Notion, Claude, Gusto, and Deel.

Responsibilities

Run accurate, timely bi-weekly payroll in Gusto and Deel for employees and contractors, and keep HRIS records current for compensation, time off, benefits, onboarding, and offboarding changes.
Manage multi-state compliance, including payroll tax, workers’ compensation, and unemployment insurance registrations; reconcile failed filings; manage the inbound HR virtual mailbox; and respond to vendor and government agency correspondence.
Serve as a trusted, confidential first point of contact for employee questions and employee relations matters, escalating to the Head of People when needed.
Support employees with benefits questions and open enrollment, and manage intake and processing for leaves, accommodations, and other time-off requests with care and confidentiality.
Review and update HR policies and practices to reflect company growth and changes in federal and state employment law.
Oversee and continually improve onboarding and offboarding processes.
Identify repeatable People Ops tasks and develop ways to automate them with AI while exercising judgment, attention to detail, and HR expertise.