Executive Director

Charter Senior Living; Woodbridge (CT); On-site; USD 120,000 - 135,000; Full time

Benefits offered by this job

Executive Director Bonus Opportunity

Job summary

Charter Senior Living of Woodbridge is seeking an accomplished Executive Director to lead a high-performing senior living community. You will drive occupancy, financial performance, and resident experience while building strong teams, maintaining regulatory standards, and delivering compassionate care.

This role reports Monday–Friday with Manager-on-Duty responsibilities and offers a competitive base salary of $120,000–$135,000 annually plus an Executive Director bonus opportunity.

Qualifications

• Previous senior living leadership experience required.
• Strong financial management, budgeting, and operational accountability.
• Proven ability to build, develop, and lead high-performing teams.
• Strong understanding of senior living sales, occupancy management, and revenue growth.
• Excellent communication, relationship-building, and conflict-resolution skills.
• Ability to lead through change and balance priorities between care and operations.
• Experience establishing accountability and maintaining regulatory/operational standards.

Responsibilities

• Provide strategic and day-to-day leadership for all community operations.
• Develop, manage, and monitor budgets, revenue, expenses, and operating performance.
• Analyze financial reports and implement strategies to improve results.
• Lead with empathy to ensure resident-centered care and associate engagement.
• Collaborate with sales/marketing to sustain occupancy and market competitiveness.
• Recruit, mentor, and retain department leaders; foster a collaborative culture.

Skills

Leadership

Financial acumen

Team development

Sales & occupancy focus

Communication

Change management

Regulatory compliance

Job description

Executive Director – Senior Living

Charter Senior Living of Woodbridge

Salary: $120,000–$135,000 Annually + Executive Director Bonus Opportunity

Full-Time | Monday–Friday with Manager-on-Duty Responsibilities

Lead a High-Performing Community. Inspire Your Team. Drive Continued Success.

Are you an accomplished senior living Executive Director who knows how to build strong teams, drive financial performance, and deliver an exceptional resident experience?

Do you thrive in a leadership role where operational excellence, occupancy growth, and compassionate care are equally important?

Charter Senior Living of Woodbridge is seeking a strategic, compassionate, and results-driven Executive Director to lead our community!

This is an exceptional opportunity to step into a well-positioned senior living community with 95% occupancy, a collaborative leadership team, and a strong foundation for continued success.

We're looking for a leader who brings a combination of financial acumen, operational accountability, sales focus, and genuine compassion for residents and associates.

The right Executive Director will know how to maintain high standards, embrace change, develop leaders, and make thoughtful decisions that support residents, associates, families, and the business.

If you're ready to lead a successful community and make a meaningful impact, we'd love to meet you!

Why Join Charter Senior Living of Woodbridge?

This opportunity offers:

• Competitive base salary of $120,000–$135,000 annually.

• Executive Director bonus opportunity.

• A community currently operating at 95% occupancy.

• An established, collaborative team committed to residents and community success.

• A strong position within the local senior living market.

• Convenient highway access.

• The opportunity to sustain strong performance while identifying new opportunities for growth.

• A leadership role with meaningful ownership of operations, financial performance, team development, and resident satisfaction.

• The support of an organization dedicated to its mission: To Enhance the Human Spirit.

What You'll Do

Community Leadership & Operational Excellence

• Provide strategic and day-to-day leadership for all community operations.

• Establish clear expectations, accountability, and performance standards across departments.

• Partner with department leaders to maintain exceptional resident care, service, hospitality, and operational consistency.

• Foster a positive culture built on teamwork, respect, communication, and shared responsibility.

• Identify opportunities to improve processes, efficiency, and community performance.

• Lead through change with transparency, adaptability, and a solutions-focused mindset.

• Maintain compliance with applicable state regulations, company policies, and operational standards.

• Ensure the community delivers a safe, welcoming, and resident-centered environment.

Financial Performance & Business Management

• Take ownership of the community's financial and operational results.

• Develop, manage, and monitor budgets, revenue, expenses, and operating performance.

• Analyze financial reports, identify trends, and implement strategies to improve results.

• Manage labor, staffing, and operating expenses while maintaining quality and service standards.

• Hold department leaders accountable for budget performance and resource management.

• Make sound business decisions that support long-term financial sustainability.

• Balance financial responsibility with exceptional resident care and associate engagement.

Sales, Marketing & Occupancy Growth

• Maintain a strong focus on occupancy, revenue, and market competitiveness.

• Partner closely with the Sales & Marketing team to support lead conversion, move-ins, and resident retention.

• Monitor sales activity, occupancy trends, and progress toward community goals.

• Build relationships with referral partners, prospective residents, families, and community stakeholders.

• Participate in sales initiatives and support the community's reputation in the marketplace.

• Identify opportunities to sustain and grow occupancy while maintaining an exceptional resident experience.

• Understand that sales success is a shared leadership responsibility.

Team Development & Culture

• Recruit, develop, coach, and retain high-performing department leaders.

• Build trust and strong working relationships across all levels of the community.

• Establish clear communication and accountability.

• Address performance concerns promptly, professionally, and consistently.

• Recognize associate contributions and encourage professional development.

• Promote collaboration between clinical, sales, dining, business office, maintenance, and resident engagement teams.

• Lead with empathy while maintaining high expectations for results.

• Create an environment where associates feel supported, respected, and accountable.

Resident & Family Experience

• Build meaningful relationships with residents and families.

• Maintain a visible, approachable, and engaged leadership presence.

• Address resident and family concerns with compassion, urgency, and professionalism.

• Promote resident dignity, choice, safety, and quality of life.

• Ensure community decisions reflect both resident needs and operational priorities.

• Strengthen trust and communication throughout the community.

What We're Looking For

Required Qualifications

• Previous senior living leadership experience, with demonstrated responsibility for community or multi-department operations.

• Strong financial acumen, including budgeting, expense management, financial reporting, and operational accountability.

• Demonstrated ability to build, develop, and lead high-performing teams.

• Strong understanding of senior living sales, occupancy management, and revenue growth.

• Proven ability to manage competing priorities and make sound operational decisions.

• Excellent communication, relationship‑building, and conflict‑resolution skills.

• Compassionate, resident‑centered leadership style.

• Strong attention to detail, organization, and follow‑through.

• Ability to embrace change and lead teams through evolving priorities.

• Experience establishing accountability and maintaining regulatory and operational standards.

• Ability to work collaboratively with regional leadership and community department heads.

• Availability to work Monday–Friday and participate in Manager-on-Duty responsibilities.

Preferred Qualifications

• Previous experience as an Executive Director, Administrator, General Manager, or similar senior living leadership position.

• Experience leading an assisted living and/or memory care community.

• Demonstrated success maintaining high occupancy and improving financial performance.

• Experience developing strong department leaders and improving associate engagement.

• Proven ability to balance operational performance with resident and family satisfaction.

• Experience leading organizational change while maintaining team stability.

What Makes a Successful Executive Director at Charter?

We're looking for someone who:

• Thinks like a business owner and takes accountability for financial and operational performance.

• Leads with compassion and understands the importance of resident and family relationships.

• Builds strong teams through coaching, trust, and clear expectations.

• Has a sales mindset and understands how occupancy impacts the entire community.

• Embraces change and approaches challenges with flexibility and a positive attitude.

• Pays attention to the details without losing sight of the bigger picture.

• Communicates openly and works collaboratively with associates and regional leadership.

• Creates stability through consistent, thoughtful, and accountable leadership.

Compensation & Schedule

Base Salary: $120,000–$135,000 Annually

Additional Compensation: Standard Executive Director Bonus Opportunity

Schedule:

• Monday–Friday

• Manager-on-Duty responsibilities

• Flexibility to support community needs as required

Lead With Purpose at Charter Senior Living

At Charter Senior Living, our mission is To Enhance the Human Spirit.

Our Executive Directors play a critical role in bringing that mission to life by creating communities where residents feel valued, families feel confident, and associates are empowered to succeed.

At Charter Senior Living of Woodbridge, you'll have the opportunity to build on a strong foundation, lead an engaged team, and continue driving exceptional results.