Are you a proactive, detail-oriented, and highly flexible individual with a passion for organization and helping others? Do you have exceptional people skills and the ability to build strong relationships? We are seeking a dedicated Personal Executive Assistant to support a busy entrepreneur and their family in Chicago. This is a unique opportunity to become a key part of a successful business and dynamic household.
Responsibilities:
- Manage and coordinate a wide range of tasks including scheduling, travel planning, bookkeeping, and running errands.
- Assist with personal tasks such as coordinating with a personal chef, hiring maids, scheduling activities, and managing appointments.
- Provide administrative support for business-related tasks, including managing communications with CPA, lawyer, and money manager.
- Serve as a point of contact for contractors and assist with project coordination.
- Ensure smooth daily operations and be available to handle urgent tasks as needed.
- Coordinate with the stay-at-home spouse on home-related tasks, including scheduling babysitters, grocery shopping, and managing household services.
- Utilize ChatGPT to streamline tasks, manage information, and enhance efficiency in daily responsibilities, or be willing to learn how to use it effectively.
Qualifications:
- Proven experience as a personal or executive assistant, or similar role.
- Basic proficiency in Excel or Google Sheets; experience with QuickBooks or other accounting software is a plus.
- Strong organizational and multitasking skills.
- Exceptional communication and interpersonal skills.
- Proficiency in using ChatGPT or similar AI tools to improve workflow and productivity, or a willingness to learn.
- Ability to work flexibly, including some evenings and weekends as required.
- Must be based in Chicago and able to work both remotely and in-person as needed.
- High level of discretion and confidentiality.
- Strong skills with children are a significant plus.
- A positive attitude and the ability to build rapport with various stakeholders.
- Understanding that there may be a potential move to a nearby suburb (most likely North Shore) within the next couple of years.
Perks and Benefits:
- Competitive base salary of $40,000 + Bonuses (90 day review for raise)
- Option to hire as a 1099 contractor or W2 employee.
- Negotiable 401k and healthcare options.
- Reimbursement for any work-related travel expenses.
- Access to a company phone and/or laptop.
- Opportunities for professional development and training.
- Inclusion in social and team-building activities.
- Opportunities to travel with the family both domestically and internationally.
If you are a dedicated, flexible professional with outstanding people skills, proficiency in or willingness to learn ChatGPT, and a desire to make a significant impact on a growing business and active household, we’d love to hear from you. Apply now to join our team!
Job Types: Full-time, Part-time, Contract
Pay: $19.00 - $30.00 per hour
Expected hours: 30 – 50 per week
Benefits:
- Health savings account
- Professional development assistance
Schedule:
- Monday to Friday
- On call
- Weekends as needed
Experience:
- Microsoft Excel: 1 year (Preferred)
Ability to Commute:
- Chicago, IL 60654 (Required)
Ability to Relocate:
- Chicago, IL 60654: Relocate before starting work (Required)
Work Location: Hybrid remote in Chicago, IL 60654