Top Executive Assistant Jobs in Chicago, IL

Supports the Executive Director of Advancement and Advancement team through executive administration, calendar management, donor and prospect database support, fundraising reporting, event planning, correspondence, documentation, meeting notes, inventory, and logistics. The role requires strong organization, communication, confidentiality, judgment, multitasking, and proficiency with office productivity tools and CRM systems. Occasional evening and weekend event work is required.

Supports 3–4 senior executives by managing complex calendars, meetings, communications, travel, expenses, onboarding, access permissions, contracts, and operational workflows. Serves as an executive gatekeeper and liaison, coordinates high-stakes engagements, tracks action items, provides technology support, and uses AI tools to streamline administrative processes and improve productivity.

Provides comprehensive administrative and operational support to an executive, including calendar and travel management, meeting coordination, expense reporting, research, presentations, communications, and confidential information handling. Organizes leadership meetings, prepares agendas and reports, tracks action items, builds relationships across the organization, and may direct support staff or other resources.

Provides high-level administrative and operational support to executives by managing complex calendars, meetings, communications, travel, expenses, records, vendors, events, and special projects. The role coordinates priorities across Financial Lines and Cyber businesses, prepares executive and board materials, tracks follow-ups, handles sensitive information, and serves as a professional liaison for internal and external stakeholders.

Provides advanced administrative support to executives and senior leaders, including complex calendar management, meeting coordination, document and presentation preparation, travel arrangements, event logistics, vendor coordination, invoice and reimbursement processing, and project support. The role also develops administrative processes, resolves operational issues, prepares meeting materials, and may coach other administrative professionals.

Supports the General Counsel through corporate paralegal work and executive administration. Responsibilities include drafting and reviewing contracts, managing corporate records and filings, supporting governance, M&A, compliance, KYC, subpoenas, and legal research. The role also coordinates executive meetings, communications, travel, expenses, budgets, document management, office operations, and stakeholder relationships.

Provides administrative support to executives by managing schedules, meetings, correspondence, presentations, travel arrangements, special projects, and confidential information. The role requires strong communication, organization, prioritization, typing, attention to detail, and proficiency with Microsoft Office Suite. This is a fully remote position open to candidates with 0–5 years of administrative or executive assistant experience.

Supports corporate operations by coordinating reports, meetings, interviews, executive meetings, international events, travel, expenses, suppliers, and stakeholders. The role requires excellent organization, communication, judgment, accountability, and attention to detail in a globally distributed environment. Candidates should be able to travel for company events, learn new technology quickly, and manage processes and initiatives across departments.

Provides high-level administrative and coordination support to the CEO. Responsibilities include managing calendars and inboxes, prioritizing requests, preparing agendas and executive materials, coordinating meetings and travel, tracking decisions and follow-up actions, handling correspondence and reimbursements, and liaising with senior stakeholders, Board members, Finance, and the Company Secretary. Requires discretion, strong communication, organization, judgment, and experience supporting C-suite executives.

Serve as a strategic partner and trusted extension of the CEO by managing complex calendars, access, domestic and international travel, briefings, meeting materials, stakeholder relationships, board presentations, executive communications, and personal logistics. The role requires exceptional judgment, discretion, organization, initiative, adaptability, and availability across time zones and outside standard hours.

Provides high-level administrative support to senior executives through scheduling, correspondence, travel and expense management, meeting coordination, project and event ownership, business reporting, and cross-functional collaboration. Maintains organizational documents, prepares business reviews, captures action items, and improves administrative systems and processes. Requires strong communication, prioritization, business judgment, multitasking, and project coordination skills.

Support the CEO by managing complex calendars, domestic and international travel, correspondence, expenses, personal tasks, research, and confidential information. Coordinate vendors, events, appointments, and executive relationships while prioritizing requests and providing administrative coverage. Use AI tools to streamline inbox management, meeting preparation, travel planning, and research. The role requires frequent commuting to Orange County, reliable transportation, strong discretion, exceptional organization, and experience supporting C-suite executives.

Provides executive support to the station Vice President/General Manager, including calendar, travel, expenses, meetings, and confidential information management. Oversees office operations, facilities, mailroom and switchboard functions, vendors, security badges, maintenance, and workplace initiatives. Leads employee engagement events, internal communications, newsletters, digital signage, community relations, charitable sponsorships, and public service programs.

Provides high-level administrative support to the Chief Information Officer, including complex calendar management, executive meetings, travel coordination, correspondence, presentations, confidential information, communications, records, and follow-up. The role coordinates across executive offices and stakeholders, uses Microsoft 365 and AI-enabled tools, improves administrative workflows, and operates primarily onsite in a fast-paced healthcare environment.

Provides high-level executive support, including calendar and meeting management, domestic and international travel coordination, expense reporting, presentations, meeting documentation, data entry, filing, and small project oversight. Acts as a trusted advisor and gatekeeper while managing competing priorities, sensitive information, stakeholder communications, and occasional office management duties. The role requires discretion, autonomy, strong organization, executive presence, and flexibility in a fast-paced environment.

Provides executive and administrative support to the CEO while coordinating projects across Operations, Sales, and Marketing. Responsibilities include calendar and inbox management, travel and event logistics, CRM maintenance, financial administration, research, records management, and subscription oversight. The role also builds lightweight AI-powered workflow automations, validates AI-generated output, improves processes, and supports cross-functional projects through completion.

Provides high-level administrative support to senior leaders, including complex calendar management, expense reporting, purchase orders, visa applications, domestic and international travel, meeting and event planning, conference coordination, and stakeholder communication. Supports global meetings, leadership summits, hotel blocks, transportation, catering, and executive team overflow in a fast-paced, matrixed organization.

Provides high-level administrative support to executives by managing schedules, appointments, travel arrangements, correspondence, reports, presentations, meetings, confidential information, events, and stakeholder communications. The role requires strong organization, communication, discretion, multitasking, and proficiency with office management systems and Microsoft Office tools.

Provides high-level administrative support to Sales executives by managing calendars, communications, travel, meetings, events, documents, budgets, expenses, and action items. Coordinates with internal and external stakeholders, supports the National Sales Meeting, leads projects and initiatives, and manages 2–3 Executive Assistants. Requires strong organization, communication, judgment, confidentiality, and proficiency with Microsoft Office and Teams.

Provides executive and commercial leadership support through calendar, travel, expense, communication, meeting, and information management. Coordinates cross-functional initiatives, customer visits, conferences, dinners, sales events, and internal commercial programs. Manages timelines, logistics, vendors, budgets, materials, and stakeholder communications while improving workflows and operational efficiency. Represents leadership professionally with customers, partners, vendors, and internal teams.

Support the CFO and SVP of Finance through complex calendar, travel, meeting, presentation, communication, and administrative management. Coordinate priorities, action items, executive and board materials, stakeholder communications, and confidential financial information. The role requires proactive judgment, strong organization, discretion, and the ability to manage competing priorities while improving operational processes and executive effectiveness.

Supports company founders by owning communication triage, customer and community support, project execution, social media coordination, scheduling, documentation, and operational systems. The role requires independent judgment, fast response times, discretion, proactive risk management, and closing tasks without reminders. The assistant will coordinate research, outreach, suppliers, simple SOPs, and ad hoc initiatives while using AI tools to accelerate writing and research.

Support the Co-Founders by owning communication, customer support, project execution, social media coordination, scheduling, and operational systems. The role requires proactive decision-making, discretion, rapid response, strong written communication, and the ability to close tasks independently. The assistant will use Google Workspace, Jira, and AI tools to organize work, accelerate research and writing, coordinate outreach and suppliers, surface risks, and reduce founder involvement in day-to-day operations.

Provides virtual administrative and executive support for multiple clients, including project management, scheduling, email management, lead conversion, research, data entry, deadline tracking, and adapting to changing priorities. Requires strong communication, independent problem-solving, time management, technology proficiency, and the ability to manage diverse client relationships remotely.

Manage clients’ sales pipelines through inbox management, LinkedIn and cold-email outreach, prospect research, CRM maintenance, qualification, proposals, scheduling, follow-ups, and pipeline reporting. Prepare sales collateral, support referrals and networking, coordinate handoffs, maintain outreach compliance, protect confidential data, and handle related administrative tasks. The role requires independent client ownership, strong communication, and at least 20 hours weekly in a remote contractor capacity.