Assistant Executive Director (Senior Living)

About Discovery Management Group Discovery Management Group leads one of the nation’s most purpose-driven and people-centered senior living organizations, managing and enhancing senior living communities across the United States. With a focus on operational excellence, lifestyle personalization, and culture-driven leadership, we proudly serve residents and families with more than 15,000 units nationwide and growing.

As part of one of the largest senior living families in the U.S., our communities have earned Great Place to Work® certifications from 2022–2026. At Discovery Management Group, purpose guides our work, culture fuels our success, and growth defines our future. We continually aspire and invest in learning and development opportunities that support our team members’ professional growth, ensuring every team member has the tools to build a meaningful and rewarding career.

Discover You Purpose with us at The Watermark! As Assistant Executive Director , you’ll play an essential role in enriching the lives of seniors, creating meaningful connections, and making a difference every single day.

Your Role As the Assistant Executive Director , your role includes supporting the Executive Director with leadership and oversight of daily operations, ensuring efficient performance, strong resident engagement, and compliance with all regulatory and financial expectations.

Position Highlights

• Community Name: The Watermark
• Status: Full-Time
• Schedule: Monday – Friday, 9:00 AM – 5:00 PM; MOD Rotation and Operational/Emergency Availability as Needed
• Location: 21 Clark Street, Brooklyn, NY 11201
• Rate of Pay: Approximately $175,000 Base + KPI-Based Bonus Opportunity

What You’ll Do

• Partner with the Executive Director to ensure compliance with all federal, state, and local regulations
• Establish a functional knowledge of all operating programs including business office, HR, memory care, clinical, dining, facility and recreational programs
• Support oversight of all community departments, ensuring efficiency and accountability
• Monitor and review financial performance, assisting with budget goals and expense management
• Collaborate with the Sales team to meet or exceed occupancy and revenue targets
• Promote resident and team member engagement by addressing concerns and ensuring satisfaction
• Provide leadership in hiring, coaching, and performance management of staff
• Represent the community in the absence of the Executive Director
• Contribute to leadership meetings, planning, and quality assurance initiatives

Qualifications

• 3–5 years of senior living leadership experience in Assistant Living required
• Assisted Living regulatory/compliance experience is required
• Bachelor’s degree in Business Administration, or related field preferred
• Demonstrated success in managing operating expenses and achieving financial targets
• Sales or census development experience preferred
• Clinical background or RN experience considered a strong plus
• Experience leading teams and managing operational workflow required
• Polished, articulate, and professional
• Resident-focused and highly engaged within the community
• Comfortable multitasking within a fast-paced luxury environment

Benefits You’ll Enjoy

• Competitive wages
• Early access to earned wages before payday!
• Flexible scheduling options with full-time and part-time hours
• Paid time off and Holidays (full-time)
• Comprehensive benefit package including health, dental, vision, life and disability insurances (full-time)
• 401(K) with employer match
• Paid training
• Opportunities for growth and advancement
• Employee Assistance Program

Why Join Us Discovery Senior Living Earned Coveted Great Place to Work Certification for 2025-2026! A large part of what makes Discovery different from other companies in this industry is our willingness to embrace change. At Discovery Senior Living, we are constantly challenging how we are doing things to ensure the lifestyle we are offering our residents is absolutely the greatest value proposition in the marketplace. It’s just as important to us that the environment and culture for our team members are constantly refreshed. In addition, embracing and even encouraging change brings a never-ending supply of new energy to our business and our culture. That energy translates to other far-reaching positive impacts on our residents as well as our team members.

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