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Stephanie McCray

Executive Coach

Stephanie is a seasoned executive coach, consultant, and facilitator who brings over 25 years of business experience to her work with leaders in high-stakes, high-stress, high-salaried roles.

She has extensive experience working in corporate, regional, and field capacities as a strategic leader in the healthcare and insurance industries. One of her signature accomplishments was leading a team of attorneys who won a legal liability case that set a precedent in Illinois. That precedent was significant enough to be featured in the Chicago Daily Law Bulletin.

Building on her work with attorneys, Stephanie spent eight years with a healthcare system that grew through acquisitions. As an Internal Consultant, she worked directly with Physician Leaders, Healthcare Administrators, Presidents, and CEO of the acquired organizations.

On the academic side, Stephanie brought two decades of business experience to the Executive Education program at Loyola University, where she taught MBA courses on Leadership Development, High-Performance Work Systems, and Conflict Strategies for Senior Leaders.

Stephanie is passionate about working with women and leaders of color interested in C-Level roles. That passion drove Stephanie’s membership in the Healthcare Businesswomen’s Association, where she served as the Director of the Mentoring Program for the Chicago Chapter. She went on to serve as the Chair of Leadership Coaching Initiatives for the global organization and, in that capacity, was part of a team that created an award-winning, global leadership development program featuring Freda Lewis-Hall, SVP and Chief Medical Officer of Pfizer. Stephanie also partnered with the National Association of Hispanic MBAs (now Prospanica) to spearhead the launch of an Executive Coaching Program for their senior-level members.

Stephanie is a life-long learner, a reader, a writer, and a lover of the creative arts. She has studied Spanish since high school and loves to travel, although she firmly believes that traveling from the head to the heart is the biggest adventure in life.

Did you know? Stephanie has a cherished series of handwritten letters that she exchanged with academic and best-selling author Huston Smith, who was part of the Harvard Psychedelic Club with Timothy Leary and Richard Alpert.

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  • MS, Organizational Development – Loyola University Chicago
  • BS, Business – Gies College of Business, University of Illinois Urbana-Champaign


  • Professional Certified Coach (PCC)
  • Professional Coach Certification, New Ventures West
  • The LVI 360 (Kaiser Leadership)
  • The Hogan Suite
  • VOICES 360 (Korn Ferry)
  • The Leadership Circle
  • Leadership Styles and Climate Assessment
  • The LEA Suite, Management Research Group (MRG)

Selected Clients:

Amazon, Atlassian, Baxter, Chief (The Women’s Network), CNN/Warner Media, Dover, Google, The Higher Ambition Alliance, MLT, Pfizer, SAP, Starcom, Target, and TJX.

Reach Out When You're Ready to Make the Leap