Second Life Mac is hiring: Executive Assistant in Skokie

Executive Assistant

Are you an organized, resourceful professional who thrives in a dynamic environment? We’re looking for a sharp and proactive Executive Assistant to support our CEO and COO – both professionally and personally – and play a key role in ensuring our office operations smoothly.

What You’ll Do:

Executive Support

• Manage professional and personal calendars and email for the CEO and COO.
• Coordinate all business and personal travel arrangements, including flights, hotels, itineraries, and ground transportation.
• Handle business and personal reservations, appointments, home services, and occasional errands.
• Provide proactive support with reminders, follow-ups, and schedule optimization.
• Serve as a liaison between the Executives and other staff members, external clients, and business partners.
• Use discretion and confidentiality when dealing with personal and private information.
• Responsible for a wide range of other administrative tasks including, but not limited to, preparing reports and presentations, managing files, and handling expense reports.
• Provide and maintain a quality of work that exceeds SLM’s expectations.
• Occasional off‑hours availability may be needed for travel or time-sensitive tasks.

Office and Administrative Management

• Serve as a point of contact for office-related needs and vendor coordination.
• Ensure the office is stocked, tidy, and running efficiently.
• Coordinate SLM’s quarterly State of the Company town halls, including scheduling, agenda-setting, logistics, and follow up.
• Support general coordination and administrative needs and events across teams as needed.

Qualifications/Requirements

• 3-5 years of experience as an executive assistant, specifically dealing with C‑Suite.
• Professional, and possess excellent communication skills, as well as self‑motivated and energetic.
• Experience with fast-paced, quickly growing companies/industries is required.
• Very highly organized, detail-oriented, and adaptable.
• Extreme discretion and confidentiality when dealing with business and personal information.

SLM takes pride in being an equal opportunity employer. We are committed to maintaining a diverse, equitable, and inclusive team. We do not discriminate against any individual based upon race, religion, gender (including pregnancy, childbirth, and/or related medication conditions), sexual orientation, gender identity, gender expression, color, sex, national origin, age, marital status, military/veteran status, disability, or any other characteristic protected by applicable law. Employment is decided by qualification, merit, and business needs.

Job Type: Full-time

Reports to: COO