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Senior Benefits Systems & Leave of Absence Partner

Premier Talent Partners
San Mateo, CA Contractor
POSTED ON 6/17/2026 CLOSED ON 6/26/2026

What are the responsibilities and job description for the Senior Benefits Systems & Leave of Absence Partner position at Premier Talent Partners?

Location: Remote (San Francisco Bay area candidates preferred)

Work Schedule: M - F from 9:00 AM - 5:00 PM

Compensation: $60.00 - 62.00/hour

Contract Length: 6 months


Role Overview


We are seeking a Senior Benefits Systems & Leave of Absence (LOA) Partner on a 6-month contract to support the transition of an acquired company to U.S. benefits and leave programs.


This role will play a critical part in ensuring a smooth operational transition across benefits enrollment, leave administration, and benefits systems integration. The ideal candidate combines deep expertise in U.S. benefits operations, leave management, and Workday Benefits systems, with experience supporting benefits migrations, implementations, or open enrollment rollouts.


This position will work closely with internal HRIS and benefits teams, external vendors, and our broker partner Newfront (WTW) to ensure accurate benefits administration and a seamless employee experience during the transition.


Key Responsibilities


Melio Benefits & Leave Transition

  • Support the transition of acquired employees onto Xero’s U.S. benefits programs, ensuring accurate eligibility, enrollment, and payroll deductions.
  • Lead operational support for new hire enrollment, including auditing enrollment data and eligibility files.
  • Coordinate the transition of leave of absence programs and third-party leave
  • administrators, ensuring continuity of service and compliance.
  • Serve as a key operational partner supporting employee benefits and leave inquiries during the transition period.

Vendor & Broker Partnership

  • Partner closely with Newfront (WTW) to support benefits administration and carrier coordination.
  • Assist with vendor implementations, including carrier connectivity, eligibility file validation, and data reconciliation.
  • Ensure vendors and leave administrators are aligned with Xero’s operational standards and compliance requirements.

Benefits Systems & Workday Implementation

  • Support the transition of benefits administration from PlanSource to Workday Benefits.
  • Audit and validate Workday benefits enrollment EIBs and eligibility data.
  • Lead and coordinate User Acceptance Testing (UAT) for benefits implementations and enhancements.
  • Partner with HRIS teams to ensure accurate data flow between Workday, payroll, and benefits carriers.

Benefits Administration & Compliance

  • Support the administration of U.S. benefits and leave programs, ensuring compliance with federal and state regulations.
  • Assist with complex leave cases in partnership with internal teams and third-party leave administrators.
  • Ensure accurate benefits data management and reporting throughout the transition.


Required Experience

  • 5 years of experience in U.S. benefits administration, including health and welfare programs.
  • 2 years of Workday Benefits experience, including benefits administration and system support.
  • Participation in at least two Workday implementations, benefits migrations, or open enrollment rollouts.
  • Experience supporting benefits system integrations, eligibility file audits, and enrollment data validation.
  • Experience managing or coordinating leave of absence programs and third-party leave administrators.


Preferred Experience

  • Experience supporting benefits transitions during M&A or organizational integrations.
  • Familiarity with PlanSource and Workday Benefits administration.
  • Experience working with benefits brokers or consulting partners such as Newfront (WTW).


Skills & Competencies

  • Strong expertise in benefits systems, particularly Workday Benefits.
  • Deep understanding of U.S. benefits administration and leave compliance.
  • Exceptional attention to detail in benefits data validation, enrollment audits, and systems testing.
  • Ability to work cross-functionally with HRIS, payroll, vendors, and benefits partners.
  • Strong problem-solving skills in fast-moving implementation environments.



At Premier Talent Partners, we are a people-centered recruitment firm with a strong focus on skills-based hiring. We specialize in placing individuals in roles ranging from entry-level to VP level across various fields, including Customer Success, Sales & Marketing, Finance & Accounting, Administrative, HR, Operations, and Technology. Our expertise spans contract/temporary, temporary-to-permanent, permanent, and employer-of-record services, and we are committed to equitable & inclusive hiring practices on a national scale.


Benefit offerings and eligibility are based on employment status and applicable plan terms.


If you have an interest in exploring other positions similar to this one, please note that compensation ranges and benefits offerings may vary by role and assignment.


We do consider applications from qualified candidates with prior arrests and conviction records, in accordance with applicable regulations.


Work authorization: At this time, we are unable to offer employment sponsorship.

Salary : $60 - $62

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