Head of Global Leaves and Benefits

10+ years of progressive experience in benefits and/or leave administration, with at least 3 years of people management.

Deep expertise in U.S. benefits and leave programs, complemented by meaningful experience managing international benefits.

Proven track record of not just administering programs, but designing and executing strategy from the ground up.

Experience leading technology migrations (e.g., leave platforms, BenAdmin systems, or HRIS integrations).

Strong analytical skills for cost modeling and the ability to translate complex benefits topics into clear narratives for senior leadership.

Proven ability to drive accountability and value from brokers, carriers, and TPAs.

Set the global benefits roadmap across health, retirement, wellness, and perks, ensuring alignment with Asana’s total rewards philosophy.

Own the annual benefits renewal cycle, including plan design evaluation, carrier negotiations, and cost modeling for leadership recommendations.

Drive global benefits harmonization efforts, balancing a consistent employee experience with local market competitiveness and compliance.

Lead the global leave of absence program strategy, including parental, medical, and statutory leaves, ensuring they are competitive and clearly communicated.

Mentor, coach, and develop a team of three: US Benefits Manager, International Benefits Manager, and Leave of Absence Program Lead.

Partner with Legal and Finance to ensure compliance with global regulations (ERISA, ACA, HIPAA, FMLA, etc.) and support new-market entries or M&A activity.