CareerPlan

Director, Benefits & Wellness

LB - Wormhole HQ (CA)Full-time$170k–$255k2026-10-19 → 2026-11-10

Core

Lead the strategy and execution of transitioning from a fully insured to a self-insured medical plan, while building wellbeing programs and managing leave, disability, and workers' compensation.

Role type

Director, Benefits & Wellness

Builds

Self-insured medical plan, wellbeing/perks programs, leave/disability/comp programs

Domain

US Healthcare Benefits & Employee Wellness

Required skills

self-insured plan management, plan design, stop-loss, TPAs, PBMs, claims analysis, financial modeling, vendor negotiation, ERISA compliance

Preferred skills

fully insured-to-self-insured transition leadership, team management, leave/disability/comp program management, multi-site experience

Technologies

None stated

Responsibilities

Lead the self-insured medical plan transition; monitor plan financial and operational performance; build and evaluate wellbeing/perks programs; lead benefits communications; develop financial models for benefits performance; oversee leave, disability, accommodation, and workers' compensation programs.

Seniority

Director, strategic leadership with hands-on execution