Executive Assistant to the Chief of Staff

About the role

We are looking for a proactive Executive Assistant to support our Chief of Staff at a fast‑growing, multi‑specialty healthcare platform operating 16 clinics across Chicagoland. This role goes beyond calendar management; you will be the operational hub that keeps the Chief of Staff focused on strategic decisions.

Key responsibilities

• Own and optimize the Chief of Staff’s calendar and inbox, anticipating conflicts before they arise.
• Coordinate travel arrangements and logistics for a multi‑site organization.
• Prepare meeting materials, take notes, and follow up on action items across clinical operations, physician recruiting, payer relations, real estate, and board matters.
• Lead ad‑hoc operational projects such as market research, vendor evaluations, and internal process design.
• Act as a filter, prioritizing information and tasks that require the Chief of Staff’s attention.

Required profile

• 2+ years of experience supporting a senior executive in a fast‑moving environment.
• Sharp, low‑ego attitude with a genuine desire to be useful.
• Excellent written communication; able to turn rough requests into clear documents quickly.
• Ability to learn quickly and execute without extensive supervision.

Required skills

What we offer

• Close exposure to how a healthcare platform is built and operated.
• Opportunity to learn across clinical, operational, and strategic functions.
• Potential career growth into operations, growth, or leadership roles.