Executive Director
Brighton, MA | Senior Living & Healthcare Operations Leadership
Oaklake Search has been engaged by a leading senior living provider to appoint a dynamic and results-driven Executive Director for one of its flagship communities located in the heart of Boston.
This role presents an exceptional opportunity for a seasoned operator with a background in healthcare, hospitality, or residential services to lead a well-established team, drive operational excellence, and deliver high-quality, person-centered care in a supportive and values-driven environment.
The Opportunity
The Executive Director will assume full P&L responsibility for the community, overseeing budgeting, staffing, service delivery, occupancy, and compliance. This leader will inspire cross-functional teams to maintain exceptional service standards while actively engaging with residents, families, and external referral sources to foster trust and long-term relationships.
Key Responsibilities
Lead and manage all aspects of community operations, including occupancy targets, staffing levels, financial performance, and regulatory compliance
Authorize capital and operational expenditures, and drive cost-efficiency without compromising quality
Provide strategic oversight and mentorship to department heads, including Sales, Wellness, Dining, and Facilities
Actively participate in sales initiatives and collaborate with the Sales Director to convert leads and build referral partnerships
Host regular family meetings and ensure a transparent, empathetic response to concerns and feedback
Analyze revenue performance, manage budgets, and make data-informed decisions to ensure financial sustainability
Lead recruitment, training, and professional development efforts to build a high-performing, loyal workforce
Foster a culture of warmth, integrity, and service—anchored in a deep respect for older adults
Candidate Profile
We are seeking a high-calibre leader with:
A Bachelor’s degree (Healthcare Administration, Business, Hospitality or related field preferred)
3–5 years of senior-level experience in healthcare, senior living, or hospitality operations
A proven ability to manage multidisciplinary teams and deliver complex services in regulated environments
Strong financial acumen and experience managing operating budgets and staffing models
High emotional intelligence, patience, and empathy—particularly when engaging with residents and families
Comfort with Microsoft Office tools, particularly Excel and Outlook
A proactive, ethical, and strategic approach to leadership
Compensation & Benefits
In addition to a competitive base salary and performance incentives, the successful candidate will receive a robust suite of benefits, including:
Comprehensive health, dental, and vision insurance
401K plan with employer match
Paid time off, including floating holidays
Wellness programs and discounted meals
Company-paid life insurance and long-term disability coverage
For a confidential discussion or to express interest, please contact Howard Green at howard@oaklakesearch.com | 312-667-8014
