CEO-In-Training, Executive Director

Pinnacle, part of The Pennant Group family, is currently seeking entrepreneurial leaders with proven results in building and leading exceptional teams and has a passion for the senior living industry. Join us in making an impact and shaping the future of senior care!

We have CEO In Training opportunities in the following areas : Wausau, Stevens Point, Green Bay, Madison and Milwaukee, WI.

About the Opportunity :

The CEO-in-Training (CIT) Program is designed to prepare outstanding leaders for an opportunity to run one of our assisted living, independent living, or memory care communities. This salaried, full-time training program typically lasts 3–6 months, depending on your background and experience. CITs may advance to lead one of our thriving communities or future acquisition, with continued mentorship and operational support from experienced partners.

As a CIT, you will gain hands-on practical experience in operations, clinical care, and business management under the guidance of an experienced Executive Director / CEO. The program offers mentorship, cross-functional training, and real responsibility in a dynamic environment. You’ll learn to drive results, cultivate a strong team culture, and develop a deep understanding of the unique business models that power Pennant’s success.

Key Responsibilities :

• Engage in immersive, on-the-job training across operational, care, and administrative functions
• Shadow department heads and front-line staff to understand the day-to-day rhythm of community life
• Take the lead on real-time projects and contribute to meaningful improvements within your host community
• Study relevant state regulations and best practices in senior living operations
• Align leadership and interpersonal skills with Pinnacle’s core values and mission

Qualifications :

Minimum Requirements :

Preferred Qualifications :

About Us :

Pinnacle Senior Living , a portfolio company of The Pennant Group (NASDAQ : PNTG), is redefining the senior living experience with a commitment to personalized care, vibrant communities, and empowered local leadership. As part of the Pennant family—a growing national network with over 180 affiliated locations across 14 states spanning home health, hospice, and senior living—we operate with the independence and flexibility that allow our local leaders to truly make a difference. Pennant Services provides robust clinical, legal, accounting, IT and HR support, enabling our teams to focus on delivering exceptional service and care.

We are guided by the core values that shape Pennant’s unique culture :

These principles drive us to create communities where residents and employees alike can grow, thrive, and feel at home.

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