Senior Living Executive Director | Flexible Hours & Growth

Milestone Senior Living Stoughton; Stoughton (WI); On-site; USD 85,000 - 130,000; Full time

Benefits offered by this job

Competitive salary and bonus potential

Health insurance

Dental insurance

Vision insurance

Disability insurance

Life insurance

401(k) with match

Paid time off

Flexible hours

Employee assistance program

On-demand pay

Job summary

Jaybird Senior Living is seeking an Executive Director to lead our Assisted Living and Memory Care community in Wisconsin. You will oversee daily operations, supervise staff, manage budgets, and drive occupancy while ensuring resident satisfaction and regulatory compliance.

Ideal candidates bring leadership experience in senior living, strong communication skills, and a commitment to quality service and teamwork. On-call duties and flexible hours are required to support residents and families.

Qualifications

• Bachelor’s degree or equivalent experience with leadership in long-term care
• Strong leadership and organizational skills are required
• Excellent communication and public relations abilities are essential

Responsibilities

• Lead, recruit, train, and supervise on-site staff; ensure high performance and teamwork
• Oversee all community operations, including culinary services, housekeeping, maintenance, and resident care programs
• Partner with the Healthcare Coordinator to meet resident care needs and service plans
• Monitor budgets, billing, rent collection, and expenses; prepare financial reports
• Drive occupancy goals through marketing initiatives, events, and community relations
• Conduct regular building inspections, resident family communication, and staff in-services
• Serve as primary on-call leader for emergencies and operational needs
• Uphold compliance with policies, state regulations, and HIPAA requirements

Skills

Leadership

Communication

Problem-solving

Public relations

Education

Associate’s degree in Business Administration, Communications, or related field

Job description

Jaybird Senior Living is seeking an Executive Director to lead our Assisted Living and Memory Care community in Wisconsin. You will oversee daily operations, supervise staff, manage budgets, and drive occupancy while ensuring resident satisfaction and regulatory compliance.

Ideal candidates bring leadership experience in senior living, strong communication skills, and a commitment to quality service and teamwork. On-call duties and flexible hours are required to support residents and families.