Drimva

CVS Health

Executive Director, Oak Street Health Regional Leader - Illinois

$132K–$303K

Field-Illinois (Chicago) · Field · Director · Full-time · Posted Oct 28, 2026

Experience
10+ years in healthcare provider operations; 5+ years in leadership roles.
Education
Bachelor's degree or equivalent

About the job

Leads operations, teams, and financial and clinical performance across approximately 6–8 Oak Street Health clinics in an Illinois region.

What you'll do

  • Oversee clinic operations and P&L, driving clinical quality, patient acquisition, and financial results.
  • Lead cross-functional teams and partner with the Senior Medical Director and shared services on strategic priorities.
  • Build partnerships with healthcare and community stakeholders to support growth and patient outcomes.

What they ask for

  • 10+ years of healthcare provider operations experience, including leadership in physician group management, health plan operations, or clinic administration.
  • 5+ years in leadership roles, with a track record of operational excellence, strategic impact, and leading cross-functional teams.
  • Knowledge of provider performance, retention strategies, and value-based contracting operations; experience managing P&L and driving growth.
  • Must reside in/near Chicago and be willing to travel regularly to Illinois clinics; 80% travel expected (4 days per week to the site locations).

Pay

$131,500.00 - $303,195.00 USD base salary

Model-written summary · the original posting is authoritative

First seen Oct 29, 2026 · Last verified Nov 6, 2026 (UTC)