Executive Assistant

The Calendar Group
Summary
Join our client in seeking a highly skilled and proactive Executive Assistant to support two executives based in Chicago. The ideal candidate will thrive in a fast-paced environment and demonstrate exceptional organizational and multitasking abilities. This role involves managing complex calendars, coordinating extensive travel itineraries, and anticipating executive needs. The position requires proven experience as an Executive Assistant supporting senior-level executives, exceptional time management and organizational skills, and strong attention to detail. A proactive and resourceful mindset is essential, along with the ability to handle confidential information and adapt to changing priorities. The salary range is $100,000-$130,000 per year with a remote schedule requiring travel twice a quarter.
Requirements
- Proven experience as an Executive Assistant, or similar role supporting senior-level executives
- Exceptional time management and organizational skills, with the ability to handle multiple tasks simultaneously
- Experience with heavy calendar management, travel coordination, and managing extensive itineraries
- Strong attention to detail and the ability to maintain accuracy in a fast-paced environment
- Ability to pivot quickly and effectively when priorities change
- Demonstrated success in building or evolving a role and adapting to a leader's unique style
- A proactive and resourceful mindset, able to anticipate needs and solve problems independently
- Long-term mindset; looking to grow with the role and organization
Responsibilities
- Provide comprehensive administrative support to two executives, ensuring smooth day-to-day operations
- Manage heavy and frequently shifting calendars, scheduling meetings, appointments, and travel arrangements with a sense of urgency
- Coordinate travel logistics, including flight bookings, hotel reservations, ground transportation, and managing detailed itineraries
- Anticipate the needs of the executives, ensuring all preparations are made in advance
- Implement and refine internal processes and workflows to increase efficiency
- Handle confidential information with discretion and professionalism
- Prioritize tasks effectively, adjusting to dynamic and shifting priorities
- Assist with various projects, reports, and correspondence as needed
Benefits
- Salary: $100,000 - $130,000 per year
- Schedule: Monday through Friday, remote with travel twice a quarter
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