Regional Director of Operations - Chicagoland Area

Regional Director of Operations

Executive Leadership Role | Multi-Site Senior Living Operations

Longevity Senior Living is seeking an experienced and driven Regional Director of Operations to lead and oversee multiple senior living communities throughout the Chicagoland region. This executive leadership role provides full operational responsibility, including financial performance, census growth, regulatory compliance, and leadership development.

This is an opportunity to join a growing organization where Regional Directors are empowered to make decisions, develop leaders, and drive measurable operational success. You will partner directly with Executive Directors and senior leadership to build high-performing communities and deliver exceptional resident care and service.

Why is this opportunity different?

• Executive-level leadership role with direct impact on organizational success
• Oversight of multiple communities within a growing, stable organization
• High level of autonomy with strong executive and corporate support
• Opportunity to develop Executive Directors and future organizational leaders
• Ability to drive performance improvement, census growth, and operational excellence
• Supportive leadership culture focused on accountability, growth, and results

Key Responsibilities

• Provide leadership, coaching, and oversight to Executive Directors and community leadership teams
• Drive operational performance, census growth, and financial results across assigned communities
• Maintain full accountability for community operations, including resident care, staffing, and financial performance
• Analyze financial reports, labor metrics, and KPI dashboards to drive performance improvement
• Lead operational turnaround efforts and implement performance improvement strategies when needed
• Partner with Sales and Marketing leadership to drive census and revenue growth
• Ensure compliance with all federal, state, and local regulations, including IDPH requirements
• Participate in surveys, audits, and regulatory reviews
• Develop leadership talent through coaching, mentorship, and succession planning
• Promote a culture of accountability, engagement, and operational excellence

Qualifications

• Minimum 5 years of senior living, long-term care, or healthcare operations leadership experience
• Proven multi-site leadership experience required
• Experience leading Executive Directors or community administrators strongly preferred
• Strong financial management skills, including budgeting, labor management, and P&L oversight
• Demonstrated success improving operational performance and census growth
• Strong knowledge of senior living regulations and survey processes
• Excellent leadership, communication, and team development skills
• Bachelor’s degree or equivalent leadership experience required
• Ability to travel regularly throughout the Chicagoland region

Preferred:

• Assisted Living and Memory Care experience
• Turnaround or performance improvement experience

Compensation and Benefits

• Competitive executive salary
• Performance-based bonus opportunity
• Medical, Dental, and Vision insurance
• Employer-paid Life Insurance and Disability coverage
• 401(k) with employer match
• Generous Paid Time Off and Paid Holidays
• Leadership development and career growth opportunities
• Benefits begin the first of the month following hire.

About Longevity Senior Living

Longevity Senior Living is a growing senior living organization focused on operational excellence, leadership development, and exceptional resident care. Our leaders are empowered to make decisions, drive results, and build teams they are proud of.

We are building high-performing communities and investing in leaders who want to grow with us.

Apply Today

If you are a proven senior living leader ready to make a meaningful impact across multiple communities, we encourage you to apply.

Longevity Senior Living is an Equal Opportunity Employer.