CareerPlan

Lead Director, Project Management Chief of Staff

IL - Work from home, USFull-time$100k–$232k2026-11-09 → 2026-11-10

Core

Strategic partner and operational lead for the VP of Client & Member Experience, enabling alignment and execution across Caremark's Product and Client Services teams.

Role type

Senior IC Chief of Staff (Operations & Project Management)

Builds

Operational norms, cross-functional collaboration, and special projects for the Client & Member Experience team

Domain

Healthcare / PBM / Insurance / Financial Services

Deliverable

dashboards & analysis

Required skills

Technology strategy, product/program leadership, technology operations, executive decision support, operating rhythm design, capacity and budget management, cross-functional orchestration, executive storytelling, program leadership, organizational health monitoring, decision triage

Preferred skills

MBA or master's degree, healthcare/PBM/insurance/financial services experience

Technologies

None stated

Responsibilities

Serve as trusted advisor to VP on priorities and risks; design and optimize operating rhythm for leadership meetings; manage talent strategy, headcount planning, and financial adherence; align priorities and resources across Product and Technology Operations; develop executive presentations and strategy documents; lead high-impact VP-sponsored initiatives; monitor team morale and leadership alignment; triage decisions and prepare briefing materials for complex decision-making

Seniority

Senior, hands-on IC