Executive Assistant, Chicago, IL (Hybrid)
We are seeking a highly organized, proactive Executive Assistant to support senior executives in a dynamic, fast-paced environment. This role is ideal for a proactive administrative professional who thrives in an entrepreneurial, hands-on setting, enjoys wearing many hats, and brings strong attention to detail, sound judgment, and a natural sense of ownership.
In addition to providing high-touch executive support, this position offers meaningful exposure to HR-related responsibilities and the opportunity to grow alongside an evolving HR function.
Responsibilities
- Provide comprehensive administrative support to senior executives, including complex, high-volume calendar management, meeting coordination, and preparation of executive-level materials.
- Anticipate needs and shifting priorities, proactively identifying and resolving issues before they escalate.
- Track invoices and expenses, ensuring accuracy, timeliness, and alignment with internal processes.
- Capture detailed meeting notes, manage follow-up on action items, and help drive initiatives forward.
- Serve as a trusted partner to executive leadership, supporting organization, focus, and effective decision-making.
- Assist with benefits administration, including enrollment, premium tracking, and coordination with external carriers.
- Support year-end HR processes and ongoing people-related administrative needs.
- Act as a primary point of contact for vendors and service providers, independently resolving routine issues.
- Provide hands-on operational and administrative support within a lean, collaborative office environment.
- Serve as an informal leader among the administrative team, helping coordinate meetings and ensure alignment across functions.
- Partner closely with the administrative manager while taking ownership of day-to-day execution.
- Contribute to the development of scalable administrative and HR processes as the organization continues to grow.
Ideal Experience
- Bachelor’s degree required.
- 3–7 years of relevant experience, ideally in an executive assistant or senior administrative role, supporting leadership.
- Prior exposure to HR functions (benefits, vendors, onboarding, or related areas) is ideal.
- Exceptional attention to detail and organizational skills.
- Confident, inquisitive, and eager to learn; comfortable asking questions and taking initiative.
- Strong problem-solving skills with the ability to work independently and think ahead.
- Experience working in a small or lean office environment, balancing multiple responsibilities.
- Professional presence with excellent written and verbal communication skills.
#117952
Up to $100,000 salary per year (based on experience)
