Excutive Assistant to CEO and project manager

Jorie AI; Chicago (IL); On-site; USD 90,000 - 120,000; Full time

Job summary

Jorie AI in the Greater Chicago Area is seeking an Executive Assistant to CEO and Project Manager for high-level admin support and project leadership. This full-time, on-site role involves calendar management, meeting coordination, travel logistics, and preparing presentations.

You will drive cross-functional projects, track timelines, and maintain confidential records, while ensuring alignment with strategic priorities and operational efficiency.

Qualifications

• Strong executive support with calendar, travel, meetings, and correspondence.
• Project management skills: planning, milestones, risks, cross-functional coordination.
• Operational and organizational skills: documentation, process improvement, prioritization.
• Clear written and verbal communication, stakeholder relationship management.

Responsibilities

• Organize and prioritize tasks for the CEO; prepare status reports.
• Coordinate meetings and travel; manage calendars and communications.
• Lead and support key projects; track timelines and deliverables.
• Collaborate with internal teams and external partners to keep initiatives on schedule.

Skills

Calendar management

Project management

Documentation and records

Communication

Discretion

Stakeholder collaboration

Education

Bachelor’s degree in Business/Communications/Management or related

Tools

Microsoft Office

Google Workspace

Project management software

Virtual collaboration platforms

Job description

Company Description

Jorie AI is a healthcare finance innovator that combines advanced AI, FinTech, and HealthTech to transform financial processes for healthcare organizations. By leveraging Robotic Process Automation (RPA) and data-driven analytics, Jorie AI delivers cost-effective solutions that enhance profitability and scalability. The company’s technology helps reduce collection costs, increase revenue, and minimize bad debt write-offs while supporting smooth operations and informed decision-making. Jorie AI operates as a strategic partner to its clients, focused on navigating the complexities of healthcare finance with robust, efficient, and forward-thinking solutions. Team members join a growing organization that values innovation, collaboration, and measurable impact in the healthcare finance space.

Role Description

The Executive Assistant to CEO and Project Manager is a full-time, on-site role based in the Greater Chicago Area. This role provides high-level administrative support to the CEO, including managing calendars, coordinating meetings, handling communications, preparing presentations, and organizing travel and logistics. The position also leads and supports key projects, tracking timelines, managing deliverables, facilitating cross-functional collaboration, and ensuring alignment with strategic priorities. Day-to-day responsibilities include organizing and prioritizing tasks for the CEO, documenting and following up on action items from meetings, maintaining confidential records, and preparing status reports for leadership. The Executive Assistant and Project Manager works closely with internal stakeholders and external partners to keep initiatives on schedule, streamline workflows, and ensure a high level of operational efficiency.

Qualifications

• Strong executive support skills, including calendar management, travel coordination, meeting scheduling, and professional correspondence.
• Project management capabilities such as planning, organizing, tracking milestones, managing risks, and coordinating cross-functional teams.
• Operational and organizational skills, including documentation, process improvement, task prioritization, and time management.
• Communication and interpersonal skills, including clear written and verbal communication, stakeholder management, and collaboration across levels.
• Technical proficiency with productivity tools (e.g., Microsoft Office or Google Workspace), project management software, and virtual collaboration platforms.
• Ability to handle confidential information with discretion and exercise sound judgment in fast-paced, evolving environments.
• Experience supporting senior leadership; prior experience in healthcare, finance, technology, or AI-driven organizations is a plus.
• Bachelor’s degree in Business, Communications, Management, or a related field, or equivalent practical experience.