Benefits Analyst

Legora
New York, NY
On-siteCareer-pivot friendly

Who this role is best for

Strong fit for early-career benefits professionals who build processes and operate in fast-scaling environments, with a focus on US-based compliance and global collaboration.

Best fit for

  • Early-career benefits professionals looking to own process-building in a fast-scaling company
    — “This is a hands-on seat for someone early in their benefits career who wants real ownership.”
  • Candidates with a background in US benefits compliance and HRIS platforms
    — “Working knowledge of US benefits compliance (ERISA, ACA, COBRA, HIPAA, FMLA)”
  • Individuals comfortable with ambiguity and contributing to shaping new systems
    — “Comfort operating in a fast-paced, still-forming environment where the processes themselves are still being built.”

Things to consider

  • The role requires in-office presence in New York City despite being a remote-friendly industry
    — “In-person environment: Union Square office designed for ambitious builders”
  • Candidates should expect to manage international benefits programs as the function scales
    — “Support benefits administration outside the US as needed”

How to stand out

  • Highlight experience with benefits process-building and system configuration in your resume
    — “You'll help build the processes, not just run them.”
  • Emphasize your ability to audit data and reconcile billing discrepancies accurately
    — “Reconcile benefits billing and carrier invoices monthly, auditing for discrepancies”
  • Showcase your communication skills with empathy, especially in sensitive benefits scenarios
    — “Clear, empathetic communicator, comfortable helping employees through sensitive or complex benefits questions”
  • Demonstrate familiarity with modern HRIS platforms like HiBob in your application materials
    — “Experience with modern HRIS platforms (e.g., HiBob, or similar)”
  • Include examples of cross-functional collaboration with Payroll, Finance, and HR teams
    — “Partner with Payroll, Finance, and People Business Partners on cross-functional benefits questions”
Pace · SteadyCollaboration · MediumAutonomy · MediumDecision Impact · Team

Derived from job-description analysis by Serendipath's career intelligence engine.

What success looks like

  • administered day-to-day benefits programs
  • supported open enrollment
Typical background
2-4+ years of experience in benefits administration

Skills & requirements

Required

Benefits AdministrationData AccuracyEmployee CommunicationLeave Of Absence AdministrationCompliance

Preferred

International Benefits ExperienceHRIS Management

Stack & domain

Benefits AdministrationHRISErisaACACobraHIPAAFMLAAnalyticalCommunicationLegalHuman Resources

About the role

Original posting from Legora via Ashby

ABOUT US

Legora is redefining how legal work gets done. Not built for lawyers, built with them. We work alongside the world’s best legal teams, who expect excellence, precision, and speed, and we hold ourselves to the same bar.

Our AI-native workspace lets legal professionals move faster, think more clearly, and operate with sharper precision. By analysing thousands of documents in minutes and powering end-to-end workflows, we cut through complexity, teams can focus on what matters: judgment, strategy, and outcomes.

2,100+ customers across 80+ countries trust us, including Cleary Gottlieb, Goodwin, Linklaters, White & Case, Dentons, and Barclays. We’ve scaled to $200M+ in ARR, with teams across Europe, North America and APAC, and continue to expand through acquisitions including Qura, Walter AI, Graceview, Cadastral, and Wexler.

We partner with world-class performers: including Aaron Judge and the New York Yankees, Ludvig Åberg (and his caddie), and campaigns featuring Jude Law.

Joining Legora means three things.

  • We lean in: ownership over titles, outcomes over intentions.
  • We fight for excellence: high standards, direct, ego-free feedback.
  • We grow together: as a team and with our customers.

Mission before ego. Everyone contributes. No one coasts.

If you’re driven by impact, pace, and raising the bar. This is the place.

THE ROLE

Legora is building the benefits infrastructure to support a fast-scaling, globally distributed company. We're looking for a Benefits Analyst to be the analytical and administrative backbone of our benefits function: someone who keeps enrollment data accurate, catches billing discrepancies before they become problems, and gives employees clear answers to their benefits questions. You'll report to the Senior Manager, Global Benefits and support day-to-day benefits administration across the US, with growing exposure to our international programs as the function scales.

This is a hands-on seat for someone early in their benefits career who wants real ownership. You'll help build the processes, not just run them.

WHAT YOU'LL DO

  • Administer day-to-day benefits programs, including medical, dental, vision, life, disability, FSA/HSA, and voluntary benefits, covering enrollments, qualifying life event changes, and terminations
  • Serve as a primary point of contact for employee benefits questions, resolving issues with accuracy and care
  • Support open enrollment end to end, from system configuration and testing through employee communications
  • Support leave of absence administration (FMLA, statutory leave, disability, parental leave), keeping cases moving with empathy and compliance
  • Reconcile benefits billing and carrier invoices monthly, auditing for discrepancies and reporting cost trends
  • Maintain benefits data accuracy in our HRIS, including routine audits and resolving data issues with carriers
  • Build and maintain SOPs, benefits guides, and employee communications so people understand and use what Legora offers
  • Support compliance work across ERISA, ACA, COBRA, HIPAA, FMLA, and international statutory requirements as the program expands
  • Partner with Payroll, Finance, and People Business Partners on cross-functional benefits questions and escalations
  • Support the regional Senior Manager, Total Rewards and Total Rewards Analyst with benefits administration outside the US as needed

WHAT YOU BRING

  • 2-4+ years of experience in benefits administration or a related HR/analytical function
  • Advanced Excel/Google Sheets skills (pivot tables, VLOOKUP, formulas)
  • Working knowledge of US benefits compliance (ERISA, ACA, COBRA, HIPAA, FMLA)
  • Experience with HRIS platforms and benefits administration systems, including system testing and configuration support
  • Strong attention to detail and follow-through, especially when reconciling data across systems and vendors
  • Clear, empathetic communicator, comfortable helping employees through sensitive or complex benefits questions
  • Comfort operating in a fast-paced, still-forming environment where the processes themselves are still being built
  • Experience with modern HRIS platforms (e.g., HiBob, or similar) and using data to guide plan decisions
  • Knowledge working with Human Resources Outsourcing (HRO) providers is a plus
  • Exposure to international or multi-country benefits programs is a plus

REPORTING LINE

This role reports directly to Legora's Senior Manager, Global Benefits.

WHAT’S IN IT FOR YOU

  • Global collaboration: Partner with teams and clients across Europe, APAC, and North America.
  • Competitive package: Comprehensive salary, benefits, and tools for success.
  • Meaningful work: Your efforts shape how thousands of lawyers use AI daily.
  • In-person environment: Union Square office designed for ambitious builders and company provided lunch daily.
  • Benefits & Perks: We invest in our people with a comprehensive, thoughtfully designed benefits package:

Medical, Dental & Vision

  • Multiple medical plan options through Aetna and Kaiser Permanente
  • HSA or Healthcare FSA (based on plan selection)
  • Dental plans via MetLife
  • Vision plans via Vision Care

Family Support

  • Generous parental leave
  • Free access to Maven Clinic
  • Dependent Care FSA
  • Free One Medical membership for employees and dependents

Additional Perks

  • Pre-tax commuter benefits
  • Life Insurance + STD/LTD
  • 401(K) with generous company match
  • Unlimited PTO
  • Robust voluntary benefits, including identity protection (via Aura), legal coverage via MetLife, pet savings programs, and more

Legora is an Equal Opportunity Employer

At Legora, we believe great teams are built on diversity of thought and experience. We’re proud to be an equal opportunity employer and committed to creating an inclusive, high-performance culture where everyone can do their best work. We welcome people of all backgrounds and don’t discriminate based on race, color, religion, national origin, gender, gender identity or expression, sexual orientation, age, disability, veteran status, or any other characteristic protected by law.

Source: Legora careers (Ashby)

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