CareerPlan

Lead Director, Project Management Chief of Staff

IL - Work from home, USFull-time$100k–$232k2026-11-09 → 2026-11-12
Based in United States

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 / Technology Operations

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 management

Preferred skills

MBA or master's degree, Healthcare/PBM/Insurance/Financial services experience

Technologies

N/A

Responsibilities

Serve as trusted advisor to VP providing insight and recommendations on priorities and risks; Design and optimize operating rhythm for the team; Partner with HR and Finance on talent strategy, staffing, and financial adherence; Ensure alignment on priorities and resource allocation across Product and Technology; Develop executive-level presentations and strategy documents; Lead high-impact VP-sponsored initiatives and manage confidential projects; Monitor team morale, workload balance, and leadership alignment; Triaging decisions and preparing briefing materials for complex decision-making

Seniority

Senior, hands-on IC