Senior Total Rewards Analyst (Sr. Pay & Tax Analyst)

🏢 Workit Health · all Workit Health jobs
📍 United States
💰 USD 69,000 - 84,000 / annual
📅 Posted 2026-08-03 · via Himalayas
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Why Workit:

Workit Health is an industry-leading provider of on-demand, evidence-based telemedicine care. Our programs are based in harm reduction, and bring together licensed clinicians who really listen, FDA-approved medication, online recovery groups and community, interactive therapeutic courses, and care for co-existing conditions. Workit Health 's patient-centered telemedicine model is improving clinical outcomes and eliminating barriers to treatment, making long-term recovery accessible to individuals who need it, without disrupting their daily lives.

We’re excited to expand our team as our impact and coverage areas continue to grow. Our team members are dedicated and passionate about our mission of making exceptional, judgment-free care for addiction more accessible.

We believe everyone deserves respectful, effective treatment for substance use disorder at the moment they're ready for it. We're looking for driven and compassionate individuals who share this goal. Join us in reducing stigma, saving lives, and changing the way addiction is treated in America.

Job Summary:

Workit Health is seeking a remote Senior Total Rewards Analyst (Sr. Pay & Tax Analyst) to join the HR team. This role will report to the Sr. Manager, People Services (People Operations) and will own and optimize day-to-day payroll and employee tax operations for a company of 150-200 employees and contractors. In addition, the Senior Total Rewards Analyst will work closely with Accounting & Operations to lead pay and tax strategy for new state expansion efforts, own end-to-end leave administration, and serve as a senior escalation point to assist with employee benefits programs.

The successful candidate will have owned payroll operations and leave administration for a company of a similar size, be an expert in federal, state and local pay and leave laws (FMLA/ADA/PFL) in the US, have worked previously with complex tax operations common to a dispersed (remote) workforce, and have experience supporting total rewards and benefits programs.
Core Responsibilities:

- Own and optimize full-cycle payroll, tax, and leave administration operations

- Create and execute on pay and leave processes, in tandem with the employee’s manager, that adhere to the highest levels of compliance

- Provide excellent customer service to Workit’s employees in all matters and all communication formats (Slack, email, verbal, Jira, etc.)

- Drive strategy and resolution for complex multi-state pay and tax compliance issues

- Monitor and process department mail digitally sent from our physical offices

- Lead special pay, tax, and registration projects related to new state expansion efforts

- Own equity administration in Carta and serve as a senior point of contact to assist with employee benefits programs as needed

- Other pay, tax, and people services duties as assigned

Qualifications:

- 4+ years of experience working in a People Operations, People Services, or Payroll capacity (HR/payroll)

- 2+ years of experience being the primary payroll point of contact
1+ years owning or administering employee leaves

- Proven ability to own start-to-finish projects

- Demonstrated expertise in payroll, employee taxes, pay laws, and leave compliance (FMLA, ADA, multi-state PFL)

- Ability to assist with employee benefits programs, vendor management, and employee escalations as needed

- Proactive and curious approach to problem-solving

- Excellent verbal and written communication skills

- Strong organizational skills, and attention to detail

- The ability and willingness to complete several concurrent tasks with attention to time constraints, quality and sufficient detail

- Expertise with Google Suite products and experience creating documents and presentations for a professional audience

- Passion for learning about behavioral health

- Desire to become certified in HR/Payroll

Preferred Qualifications:

- 4 years of experience working in a People Operations, P

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