Operations Specialist

Maplewood Senior Living•Westport, CT

1d•Onsite

About The Position

The Executive Director Specialist is a senior operations leader deployed across the Maplewood portfolio to lead community turnarounds, leadership transitions, and enterprise-critical initiatives. This role serves as a trusted extension of senior leadership—operating as both a strategic advisor and hands-on operator—to stabilize performance, strengthen leadership, and deliver measurable, sustainable outcomes. Through hands-on engagement in day-to-day operations, the Executive Director Specialist drives improvements in occupancy and Net Operating Income (NOI) while advancing operational consistency, financial discipline, and service excellence across Focus Communities. Central to this role is the ability to build and sustain high-performing cultures—grounded in servant leadership, accountability, and pride—while ensuring consistent utilization of MSL systems and full alignment with MSL values, philosophies, standards, practices, and processes.

Requirements

Bachelor’s degree required
10+ years senior living leadership
5+ years Executive Director experience
Experience across IL, AL, and Memory Care

Nice To Haves

Master’s preferred
Multi-site experience preferred

Responsibilities

Deploy into Focus Communities across the MSL portfolio, with primary geographic focus in Connecticut, Massachusetts, and New York
Lead with a hands-on, field-based approach, embedding structure, discipline, and consistency into daily operations
Serve as Interim Executive Director during leadership transitions
Conduct comprehensive operational assessments and implement clear action plans
Drive improvements in occupancy, operational efficiency, team stability, and resident experience
Ensure effective utilization of all MSL systems
Model and reinforce a culture of accountability, ownership, and excellence
Assume accountability for community-level financial performance, focusing on Net Operating Income (NOI) growth
Translate financial goals into daily operational execution
Use data to drive decisions and optimize performance
Stabilize labor and reduce agency reliance
Instill financial discipline across leadership teams
Drive sustainable occupancy growth across Focus Communities
Partner with Sales & Marketing to align operations with sales strategy
Monitor pipeline performance and conversion metrics
Address operational barriers impacting occupancy
Ensure competitive market positioning
Execute enterprise initiatives including openings and repositioning
Support acquisitions and transitions
Drive system adoption and operational consistency
Scale best practices across communities
Represent senior leadership in the field
Ensure regulatory compliance and survey readiness
Maintain documentation and audit readiness
Lead corrective actions for deficiencies
Partner with clinical and quality teams
Assess and strengthen leadership teams
Provide coaching and development
Build succession readiness
Promote servant leadership, accountability, and pride
Reinforce alignment with MSL values
Enforces OSHA regulations and safety procedures
Ensures full compliance with all laws and regulations related to the operation of an assisted living facility
Follows emergency procedures
Understands the safety practices and procedures
Investigates and reviews all on-site injuries