Executive Assistant

Paradigm Healthcare; Skokie, Northern (IL, KY); Hybrid; USD 80,000 - 120,000; Full time

Benefits offered by this job

Dental insurance

Health insurance

Vision insurance

Job summary

Paradigm Healthcare LLC in Skokie, IL is seeking an executive assistant to support a C-suite team and multiple VPs. This role will be a strategic partner, owning projects, optimizing processes, and leveraging technology to drive cross-functional initiatives.

You will oversee an Office Assistant and ensure efficient day-to-day operations with confidentiality and professionalism. The ideal candidate has a strategic mindset, hands-on execution skills, and excellent communication, calendar, and

Qualifications

• Bachelor's degree or equivalent experience required.
• 7–12+ years supporting senior executives preferred.
• Advanced proficiency with productivity and project management tools.
• Strong written and verbal communication skills required.

Responsibilities

• Strategically partner with senior leadership and enable executives.
• Own and manage cross-functional projects from planning to delivery.
• Prepare high-quality presentations and decision-support materials.
• Coordinate calendars, travel, and communications with autonomy.
• Lead operational processes and mentor the Office Assistant.
• Draft professional communications and represent leadership in meetings.

Skills

Strategic thinking

Project management

Technical proficiency

Communication

Education

Bachelor's degree or equivalent experience

Tools

Microsoft 365

Google Workspace

Excel

Job description

# Executive AssistantParadigm Healthcare LLC - Skokie, IL 60076## OverviewSalary Range$80,000.00 - $120,000.00 SalaryPosition TypeFull TimeJob ShiftDay## Description## **Position Summary**We are seeking a highly strategic, tech-savvy Executive Assistant to serve as a force multiplier for a team of C-suite level executives, including the CEO, CFO, COO, and multiple Vice Presidents, in a fast-paced, dynamic environment. This role goes beyond traditional administrative support, functioning as a trusted advisor, operational leader, project owner, and key point of coordination for senior leadership.The Executive Assistant will also oversee an additional Office Assistant, providing direction, delegating administrative responsibilities, and ensuring that day-to-day office support functions are completed efficiently and effectively.The ideal candidate is both a strategic thinker and a hands-on executor who can anticipate needs, manage complex priorities, leverage technology, and drive cross-functional initiatives from concept through completion.## **Key Responsibilities**### Strategic Partnership & Executive Enablement• Serve as a trusted advisor and right hand to senior leadership, anticipating needs and proactively solving problems• Act as a thought partner, translating vision into actionable plans and priorities• Manage complex calendars, communications, and shifting priorities with a high degree of autonomy• Prepare high-quality presentations, reports, executive briefings, and decision-support materials• Represent leadership in meetings, follow-ups, and cross-functional initiatives### Project Ownership & Operational Leadership• Lead and manage high-impact, cross-functional projects from planning through execution and delivery• Develop project plans, define scope, and track milestones, deadlines, and deliverables• Drive accountability across stakeholders to ensure successful execution• Identify risks, troubleshoot challenges, and implement effective solutions independently• Evaluate operational gaps and implement scalable, efficient processes• Provide direction and oversight to the Office Assistant and delegate responsibilities as appropriate• Ensure office support functions and administrative tasks are completed accurately and efficiently### Technology & Process Optimization• Leverage advanced tools (e.g., Microsoft 365, Google Workspace, Excel, etc.) to improve efficiency• Design and implement workflows, systems, dashboards, and reporting mechanisms• Maintain and optimize digital filing systems, data tracking, and reporting processes• Act as a digital enabler, continuously improving how work gets completed### Communication & Stakeholder Management• Serve as a central point of coordination for internal teams and external partners• Draft and manage professional communications on behalf of executives• Facilitate meetings, including agenda creation, documentation, and follow-ups• Ensure clear, concise, and consistent communication across all levels of the organization### Executive Operations, Calendar & Travel Management• Manage complex executive calendars by aligning meetings, priorities, and travel to maximize time and efficiency• Coordinate, schedule, and book domestic and international travel, including flights, accommodations, ground transportation, and detailed itineraries• Integrate travel plans seamlessly into executive calendars, ensuring real-time alignment of meetings, time zones, and logistics• Anticipate scheduling conflicts and proactively adjust calendars to accommodate travel and shifting priorities• Prepare comprehensive travel agendas and ensure contingency planning for disruptions• Handle expense reporting and travel-related documentation as needed• Maintain strict confidentiality while managing sensitive information• Align executive time, travel, and commitments with strategic business priorities## Qualifications## **Qualifications**• Bachelor’s degree or equivalent experience• 7–12+ years of experience supporting senior executives in high-performance environments• Proven ability to manage projects independently from concept to completion• Advanced proficiency with productivity, collaboration, and project management tools• Strong technical aptitude with the ability to quickly learn and implement new systems• Exceptional organizational, analytical, and problem-solving skills• Excellent written and verbal communication skills## Preferred Experience• Experience supporting C-suite executives• Experience overseeing or directing administrative support staff• Background in consulting, operations, or high-growth environments• Expertise in workflow automation, data analysis, or digital transformation• Demonstrated ability to operate independently and manage competing priorities## Core Competencies• Strategic Thinking & Execution• Project Ownership & Accountability• Technical Fluency & Innovation• Influence Without Authority• Adaptability & Agility• Discretion & Executive Presence• Leadership & Delegation## Role ImpactThis role is critical to enabling leadership effectiveness and driving organizational success. You will act as a connector, operator, and innovator, ensuring that strategic priorities are executed efficiently while continuously improving processes, systems, and outcomes.As the Executive Assistant supporting a team of C-suite executives and multiple Vice Presidents, you will play a key role in coordinating leadership priorities, driving projects forward, and ensuring that the executive team operates efficiently. You will also provide oversight and direction to the Office Assistant to ensure seamless administrative and office operations.Join our team to be a key player in streamlining operations while supporting our leadership’s success! We value energetic professionals who bring enthusiasm and precision to their work every day.## Benefits• Dental insurance• Health insurance• Vision insurance## Education• Bachelor's (Preferred)## Experience• Senior Executive Support: 5 years (Required)## Work LocationIn person