Regional Director of Operations

Trustwell Living
Chicago, IL

Company Overview:  Join the dynamic team of a Senior Living Company that provides Independent Living, Assisted Living, and Memory Care communities dedicated to enhancing the quality of life for our residents. With a portfolio of diverse communities across the nation, we are committed to delivering exceptional care, vibrant lifestyles, and unparalleled experiences for our residents.

 

Position Overview: As the Regional Director of Operations, you will be responsible for overseeing operations at the Senior Living communities within the Midwest. The ideal candidate will possess a proven track record in senior living management, with a strong focus on operational efficiency, resident satisfaction, and organizational growth.

 

Responsibilities:

  • Ensures compliance with all laws, rules, regulations, policies, and procedures within the communities.
  • Ongoing development and implementation of the Company's operating systems for community-level operations.
  • Leads Executive Directors; supports ED in recruitment, development, and coaching of community leadership team.
  • Exemplify and be an influential team player. Exhibits judgment in leading others to meet worthwhile objectives.
  • Possess exceptional communication skills. Ensures a positive attitude and team orientation are exhibited in verbal and non-verbal communication.
  • Able to work with people in such a manner as to build high morale and group commitment to goals and objectives.
  • Exhibit strong organizational capabilities.
  • Demonstrate empathy and good listening skills.
  • Remain flexible and adaptable.
  • Work with integrity in all interactions.
  • Builds and maintains productive, work-focused relationships with team, residents, their families, corporate, regional, and divisional resources, and within the community.
  • Engage others in fun and creative activities.
  • Serves as Interim Executive Director throughout the assigned region due to vacancy, as needed.
  • Assists in the preparation of and ongoing monitoring of annual budgets.
  • Able to relate to routine operations in a manner that is consistent with existing solutions to problems. Conforms to and communicates established policies and procedures.
  • Ensures that occupancy and financial targets are met and exceeded.
  • Conducts field audits at the Senior Living communities within the region.
  • Additional duties as assigned.

 

 

Qualifications:

  • Five (5) or more years of related business experience in skilled, assisted living, or retirement living facility/community management.
  • Multi-operation experience preferred.
  • Ability to analyze financial data and apply it to operations.
  • Successful history of building sales and meeting financial goals.
  • Strong relationship-building skills; ability to work collaboratively at all levels.
  • Strong management and judgment skills, including organization, attention to detail, follow-through, and time management.
  • Strong written and verbal communication skills.
  • Proficiency with Microsoft Office products, web proficiency, and exposure to senior living-specific software programs.
  • Ability to travel up to 75% weekly, including overnight travel.

 

 

Join us in making a meaningful difference in the lives of seniors and their families. Apply now to become a key leader in our mission-driven organization! We offer a competitive salary based on experience, as well as a comprehensive benefits package. We are an equal opportunity employer and prohibit discrimination based on age, color, disability, national origin, race, religion, sex, veteran status, and any other legally protected class in accordance with applicable federal, state, and local laws. Employment is contingent upon verification of a pre-employment drug screening and a background investigation.

Posted 2026-05-18

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