Accompany Health

HRIS, Benefits & Leave Lead

United States full-time Senior $135,000 - $155,000
full-time Senior level Technology & IT Salary listed Curated
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About the role

Accompany Health is on a mission to give patients with complex needs the dignified, high-quality care they deserve but rarely receive. A primary, behavioral, and social care provider, Accompany Health walks alongside patients for their entire care journey, offering at-home and virtual care, as well as 24/7 support. Partnering with innovative payors, Accompany Health is powered by remarkable care teams, elegant technology, and a commitment to evidence-based practice.

We build long-term relationships with our patients so they know, without question, that our team is here for them day or night, year after year. We focus on the health outcomes most important to our patients to make it clear that they lead the way.

To achieve our mission, we collaborate with community-based organizations, local providers, and health plans. Led by our empathetic care teams, guided by proven care models, and powered by our own technology, we deliver a level of service that our communities rightfully deserve but rarely receive.

While our headquarters is in Bethesda, MD, our teams are distributed across the country. If you’re eager to make a tangible difference in people’s lives, to help correct long-standing disparities in health care, join us.

About the role:
Our care teams show up for patients around the clock. This role makes sure we show up for them — that their data is right, their benefits work, and when life happens, their leave or accommodation is handled with clarity and care.
As the HRIS, Benefits & Leave Lead, you will own three connected areas of People Operations:

HRIS: You are our Rippling expert — the person who knows the platform inside and out, leads every configuration change and integration, and builds the reporting our leaders rely on.

Leave & Accommodations: You will bring leave of absence and ADA accommodation administration in-house from our current vendor, and become the trusted, employee-facing partner for every leave and accommodation request.

Benefits: You will run day-to-day benefits administration and lead our partnership with our benefits broker to shape plans that fit a growing, distributed workforce.

You’ll work closely with People leadership, Business Leaders, Payroll, Finance, and IT.
Responsibilities will include:
Leave of Absence & ADA Accommodations:

Lead the transition of leave and accommodation administration from our external vendor to an in-house program, including process design, employee-facing materials, templates, tracking, and a clean handoff of open cases

Serve as the primary, employee-facing point of contact for all leave requests — medical, parental, family care, military, and state-mandated leaves — guiding employees from first notice through return to work

Manage the ADA interactive process end to end: intake, medical documentation, partnering with managers to identify effective accommodations, and documenting the dialogue and outcome. Escalate complex cases to People leadership and legal counsel

Determine eligibility and track entitlements under FMLA, the ADA, and applicable state and local leave and paid family and medical leave programs across a multistate workforce

Partner with Payroll and Finance to ensure pay during leave is accurate and confirmed — including PTO usage, salary continuation, disability and state benefit coordination, benefit premium deductions while on leave, and reinstatement at return to work

Coordinate with disability carriers and state agencies on claim status and required filings

Maintain medical and accommodation records confidentially and separately from personnel files

Track leave and accommodation trends, and recommend policy and process improvements

Benefits Administration & Strategy:

Own day-to-day benefits administration: new hire enrollment, qualifying life events, terminations, COBRA, and carrier data feeds

Serve as the first point of contact for employee benefits questions — triage, resolve, and escalate to the broker or carriers when needed, with fast and empathetic follow-through

Lead the working relationship with our benefits broker: bring utilization, cost, and employee feedback data to renewal discussions, evaluate plan design options, and present recommendations to People leadership and Finance

Run annual open enrollment end to end: plan setup in Rippling, employee communications and education, and post-enrollment audit

Reconcile monthly benefits invoices against enrollment data and resolve discrepancies with carriers and the broker

Ensure compliance with ACA (including 1094-C/1095-C reporting), COBRA, ERISA, HIPAA privacy, Section 125, and required employee notices, in partnership with our broker and counsel

HRIS & People Data (Rippling):

Serve as Accompany’s Rippling owner and subject-matter expert across all modules in use: configuration, custom fields, policies, workflows, approval chains, and user permissions

Own intake, prioritization, and delivery of all HRIS change requests, assessing downstream impact on payroll, benefits, and reporting before anything goes live.

Lead integrations between Rippling and connected tools (e.g., Greenhouse, benefits carriers, payroll, finance, and IT/identity systems): scope requirements, coordinate with vendors, test, and monitor data feeds over time

Design and build sophisticated reports and dashboards — headcount, turnover, compensation, leave, benefits cost and utilization, and compliance reporting (e.g., EEO-1, ACA) — and translate the data into clear insights for People leadership, Finance, and executives

Protect data integrity through regular audits, documented controls, and role-based access based on least privilege, with particular care for sensitive and medical information

Evaluate new Rippling functionality and automation opportunities; recommend and lead rollouts and upgrades

Document configurations, integrations, and processes so our systems scale and knowledge never lives in one person’s head

Train and support employees and People team members on self-service functionality

What makes you a fit for the team:

You take ownership of accuracy. Data, pay, and compliance details matter to you because you know they matter to people

You’re a builder. You’ve stood up processes from scratch and you like making them better

You meet people well in hard moments. Employees come to you during illness, new parenthood, and family crises; you respond with warmth, clarity, and discretion

You translate complexity. You can explain a system change to IT, a leave entitlement to an employee, and a cost trend to Finance

You’re comfortable in a fast-paced, evolving environment and can prioritize across competing demands

You’re motivated by supporting a mission-driven organization scaling to serve more patients and communities

What success looks like:

First 90 days: You own the Rippling change queue, have completed an audit of core data and permissions, mapped every integration, and inventoried open leave cases with our current vendor

First 6 months: Leave and ADA administration is running in-house with documented processes, templates, and a working pay-confirmation rhythm with Finance and Payroll

First 12 months: You have led a full benefits renewal and open enrollment with data-backed recommendations, and a reporting suite is live for People leadership and Finance

Desired skills and experience

Required

Bachelor’s degree in Human Resources, Business Administration, Information Systems, or a related field, or equivalent experience

5+ years of experience across HRIS, benefits, and leave administration, with hands-on depth in at least two of the three

3+ years as a primary administrator of a modern HRIS, including configuration, workflows, permissions, and building complex reports

Direct experience administering FMLA, managing the ADA interactive process, and handling state leave programs, ideally across multiple states

Experience administering benefits and working directly with brokers and carriers, including open enrollment and invoice reconciliation

Advanced analytical and data skills in Excel/Google Sheets (e.g., pivot tables, lookups, reconciliations)

Working knowledge of ACA, COBRA, ERISA, and HIPAA requirements

Excellent judgment, discretion, and communication with both technical and non-technical audiences

Preferred

Expert-level Rippling administration, including custom workflows, custom fields, and report building

Experience with Rippling, Greenhouse, and Google Workspace

Experience building or managing system integrations (payroll, benefits, ATS) and working knowledge of APIs, data feeds, or automation tools

Experience bringing leave administration in-house or transitioning between leave vendors

Relevant certifications such as CLMS (Certified Leave Management Specialist), CEBS, SHRM-CP/SCP, or PHR/SPHR

Experience supporting a clinical or 24/7 workforce, or a background in healthcare, health tech, or a high-growth startup

Salary ranges are based on role, level, and location, and reflect the minimum to maximum target for new hire pay in each position. Depending on the role, you may also be eligible for bonus, equity, and benefits. Where you fall within the range depends on factors such as your location, skills, experience, and relevant education or training. Our talent team is happy to share more details on the specific range for your location during the hiring process.

Pay Transparency

$135,000—$155,000 USD

Originally posted on Himalayas

Interview prep

Walk in with sharper answers.

Use these suggested prompts to prepare. They are not questions supplied by the employer.

Senior
Technology & IT Accounting Administration API integration Data Analysis Excel Senior level

Practice questions

  1. Tell us about work you have done that is close to the HRIS, Benefits & Leave Lead role.
  2. How would you approach your first 30 days at Accompany Health?
  3. Which of Accounting, Administration and API integration have you used recently, and what did it help you achieve?
  4. How have you led people, improved a process, or made a hard decision in a previous role?
  5. How do you handle busy days, changing priorities, or pressure at work?

Prepare before the call

  • A recent example that proves your experience with Accounting, Administration and API integration.
  • One short story with a problem, your action, and the result.
  • Two examples that show the strengths listed on your CV.
  • A clear reason why this role and company interest you.
  • Your availability, preferred work style, and salary expectations.

Ask them

  • What would success look like in the first 90 days?
  • What are the main problems this hire should help solve?
  • How does the team give feedback and measure good work?
  • What does a normal working week look like for this role?
Practice line

I am interested in the HRIS, Benefits & Leave Lead role at Accompany Health. My relevant experience is [your example], where I [your action] and achieved [your result].

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