Inspire Wellness and Connection in Chicago!

Grace Management, Inc. is seeking an energetic and compassionate Assistant General Manager to support The Hallmark, a premier senior living community located in downtown Chicago.

In this key leadership role, the Assistant General Manager partners closely with and reports to the General Manager , playing an essential part in driving overall operations, enhancing the resident experience, and supporting the community’s financial performance. The position requires hands-on assisted living operations experience and values prior independent living leadership exposure.

The AGM ensures operational excellence, regulatory compliance, and a hospitality-driven culture while fostering a warm, welcoming environment where residents thrive and team members feel supported, valued, and empowered—reflecting Grace Management’s mission, values, and service standards.

At Grace Management, we believe “It’s not like home. It is home.” With over 40 years of excellence and recognition as one of the nation’s top senior living operators , we are committed to a people-first culture built on compassion, collaboration, and meaningful connections.

Key Responsibilities

Operations & Leadership Partner with the General Manager to support daily operations across assisted living and independent living services Provide direct leadership oversight within assisted living operations, ensuring care coordination, service quality, staffing effectiveness, and regulatory compliance Support independent living programming, hospitality operations, and resident engagement initiatives Serve as acting General Manager in their absence, ensuring continuity of leadership and operational stability Collaborate with department leaders to achieve occupancy, satisfaction, and financial performance goals

Resident & Family Experience Ensure residents receive exceptional care, services, and hospitality-focused experiences Serve as a visible leader within the community, actively engaging with residents and families Address residents and family concerns promptly, professionally, and with empathy Support quality-of-life initiatives, events, and programs tailored to both assisted and independent living residents

Financial & Administrative Support Assist with budgeting, expense management, and revenue optimization Support census growth, resident retention, and move-in coordination in partnership with sales and operations teams Ensure accurate documentation, reporting, and adherence to Grace Management policies and procedures

Team Member Leadership & Development Assist in recruiting, onboarding, training, and performance management of team members Provide ongoing coaching and operational support to assisted living leadership and frontline teams Promote engagement, accountability, and professional development across departments Support staffing plans and scheduling to meet operational and care requirements

Compliance & Risk Management Maintain compliance with all state, federal, and local regulations governing assisted living operations Support survey readiness, audits, inspections, and corrective action planning Promote safety, infection control, risk mitigation, and quality assurance practices Ensure a clean, well-maintained, and welcoming community environment

Qualifications Minimum of 2–4 years of assisted living operations experience, including regulatory compliance and team oversight required Demonstrated understanding of resident care coordination, staffing models, and operational workflows within assisted living Independent Living operational or leadership experience preferred, including hospitality-focused service delivery Experience working within the downtown Chicago senior living or hospitality market preferred Bachelor’s degree in healthcare administration, business administration, hospitality management, or a related field preferred, or equivalent professional experience

Knowledge of Illinois senior living regulations required Experience supporting census growth, resident retention, and community engagement initiatives Strong leadership, organizational, and problem-solving skills Excellent interpersonal, communication, and customer service abilities Proven ability to lead effectively in a fast-paced, resident-centered environment

Why Join Grace Management? Grace Management is committed to creating vibrant communities where residents thrive and team members grow. We lead with compassion, respect, and service excellence, offering meaningful career development opportunities within a supportive, mission-driven culture.