Executive Assistant to the CEO

Location: Chicago, IL (5 days in office)

Compensation: Up to $225,000 base salary + bonus

Employment Type: Full-Time, Permanent

About the Role

We are seeking a highly committed and exceptionally organized Executive Assistant to support our CEO in a fast‑paced, high‑growth environment. This is a critical role requiring discretion, responsiveness, and the ability to anticipate needs before they arise. The successful candidate will be a confident communicator, a natural problem-solver, and an operational anchor for the CEO and executive leadership.

This position is fully onsite in our Chicago office, Monday through Friday.

Key Responsibilities

Executive Support

• Manage complex and frequently changing calendars, including scheduling, prioritization, and strategic time management.
• Serve as the primary gatekeeper for the CEO, ensuring efficient flow of communication and protecting executive time.
• Coordinate internal and external meetings, including preparing agendas, capturing action items, and ensuring follow-through.

Logistics & Operations

• Arrange domestic and international travel, including flights, accommodations, itineraries, and expense reporting.
• Prepare, edit, and format presentations, reports, and correspondence on behalf of the CEO.
• Support board meeting preparation, including materials, briefings, and logistics.

Project & Stakeholder Management

• Track ongoing initiatives and ensure deliverables stay on schedule.
• Liaise with senior leadership, clients, partners, and external stakeholders with professionalism and diplomacy.
• Conduct research, compile briefing materials, and provide analytical support as needed.

Office & Administrative Excellence

• Maintain organized systems for documents, contracts, and confidential information.
• Help drive organizational processes that enhance productivity and operational efficiency.
• Represent the CEO and company with discretion, sound judgment, and a high level of professionalism.

Required Qualifications

• 7+ years of Executive Assistant experience supporting C‑suite leaders; CEO support strongly preferred.
• Proven success working in a fast‑paced, high‑pressure environment with shifting priorities.
• Exceptional written and verbal communication skills.
• Expert-level proficiency in Microsoft Office Suite and modern productivity tools.
• High emotional intelligence, strong judgment, and unmatched discretion.
• Ability to operate with urgency, accuracy, and a proactive mindset.

The SR Group (US), Inc. is acting as an Employment Agency in relation to this vacancy.

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