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Executive Personal Assistant

  • Source: Indeed
  • Compassionate Caregivers
  • $49,920 to $60,320 /yr
  • On-site
  • Chicago
  • Full-Time
  • Mid level

Job Description

Job Overview

We are seeking a dynamic and highly organized Executive Personal Assistant to provide comprehensive support to senior executives. This role is vital in ensuring smooth daily operations, managing complex schedules, coordinating projects, and handling confidential information with professionalism and discretion. The ideal candidate will thrive in a fast-paced environment, demonstrating exceptional organizational skills, technical proficiency, and proactive communication. Join us to be a key contributor in empowering our leadership team to achieve their strategic goals with efficiency and confidence.

About the job Executive & Personal Assistant (Founder Support)

Our client, an international e-commerce company with a strong presence in the U.S. market, is looking for a proactive and highly organized Executive & Personal Assistant to support the Founder with both personal and business-related responsibilities. This role combines executive support and personal assistance in a balanced 50/50 capacity and requires someone who can anticipate needs, stay ahead of priorities, and ensure day-to-day operations run smoothly behind the scenes.

The goal of this role is to reduce stress, eliminate friction, and create a more organized, efficient, and seamless environment for the Founder across both business and personal areas of life. The right candidate will take ownership of tasks proactively, protect the Founder’s time and focus, and ensure that important details, deadlines, and responsibilities are handled with consistency and care.

The ideal candidate is highly organized, calm under pressure, detail-oriented, discreet, proactive, and capable of operating independently in a fast-paced founder environment. This role is best suited for someone with a strong growth mindset, a high level of ownership, strong problem-solving skills, and the ambition to continuously improve both personally and professionally.

Founder Daily Life Management

Responsibilities:

Manage the Founder’s calendar and daily schedule.

Coordinate personal appointments and family-related logistics when needed.

Organize restaurant reservations, lifestyle services, gifts, errands, and vehicle-related coordination.

Book services and support household-related needs, including finding nannies or other household support when required.

Anticipate needs proactively and ensure the Founder’s day-to-day life runs smoothly and efficiently.

KPIs:

The Founder’s schedule runs smoothly with minimal interruptions.

No important appointments or deadlines are missed.

Tasks are handled proactively without repeated follow-ups or reminders.

Responsibilities are managed independently with high ownership and reliability.

Founder satisfaction, reduced stress, and improved daily efficiency.

Experience

  • Proven experience as an executive assistant or personal assistant supporting C-suite executives or senior management teams.
  • Demonstrated proficiency in Microsoft Office Suite (Word, Excel, PowerPoint), Google Workspace tools, and productivity software.
  • Strong organizational skills with the ability to multitask efficiently in a fast-paced environment.
  • Experience in event planning, business travel arrangements, and project management is highly desirable.
  • Excellent written and verbal communication skills coupled with exceptional proofreading abilities.
  • Familiarity with office management systems such as QuickBooks for bookkeeping and data entry tasks.
  • Technical proficiency in video conferencing software (e.g., Zoom, Microsoft Teams) and internal communication platforms.
  • Prior clerical experience including filing systems, front desk responsibilities, customer service skills, and handling confidential information effectively.

Join us to become an essential part of a vibrant team dedicated to supporting leadership excellence through proactive administration and seamless organization!

Pay: $24.00 - $29.00 per hour

Benefits:

  • Dental insurance

Work Location: In person

Skills

  • microsoft-excel
  • microsoft-powerpoint
  • google-workspace
  • workspace
  • Quickbooks
  • zoom
  • microsoft-teams
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