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 required
• Direct senior living experience 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
• Assisted Living regulatory/compliance experience strongly 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.

Our Culture & Values

So often, what brings people together is deeply rooted in who we are and what we stand for. And at Discovery Senior Living, we’re unified by certain, core values, which we call our “Pillars of Excellence.” They make up the fabric of our company, and include TEAMWORK, INTEGRITY, PERFORMANCE, ACCOUNTABILITY, COMPASSION, HARD WORK and CREATIVITY.

Individually, they are our virtues, and together, they make up a roadmap which helps us foster innovation and success.

Equal Opportunity Employer

We are proud to be an Equal Opportunity Employer. We celebrate diversity and are committed to creating an inclusive environment for all team members. EOE D/V

A Note to Applicants

This job description outlines the general nature and level of responsibilities for this role and is not an exhaustive list of all duties. Qualified individuals with disabilities, as defined by the ADA, must be able to perform the essential job functions with or without reasonable accommodation, as determined on a case-by-case basis.

Agency Policy

We do not accept unsolicited resumes from staffing agencies. Please refrain from contacting hiring managers directly.

Employment Scam Warning

We only post jobs on our official careers site and accept applications through that platform. We do not conduct interviews via text or social media or ask for personal or banking information.

Regulatory Compliance & Background Screening

Discovery Senior Living complies with all applicable federal, state, and local employment laws and regulatory requirements governing hiring practices, background screening, and workforce eligibility. Employment may be contingent upon successful completion of state-mandated and/or federally required background screenings, which may include criminal history checks, fingerprint-based screening, Level 2 background screening, registry verification, and other screenings required for healthcare and senior living roles with direct or indirect resident access.

Certain positions may be subject to additional requirements under federal programs, including CMS, Medicare, and Medicaid regulations, as well as state-specific licensing or regulatory agencies. Screening requirements vary by role and jurisdiction, and candidates must meet all applicable standards as a condition of employment. These measures support regulatory compliance and help maintain a safe, secure environment for residents, families, and team members.

Employment in Floridais contingent upon completion of a Level 2 background screening in accordance with Florida AHCA requirements. Applicants will be required to complete fingerprinting and background screening through the AHCA Clearinghouse. For more information, please visit: