Strategic Executive Assistant, Field Operations

The Aspen Group; Chicago (IL); On-site; USD 85,000 - 100,000; Full time

Benefits offered by this job

Health insurance

Dental insurance

Vision insurance

401(k) with match

Paid time off

Job summary

Aspen Dental in Chicago seeks an organized Executive Assistant to support senior Field leadership at our corporate offices. You will manage complex calendars, coordinate domestic and international travel, and prepare reports and materials for meetings with precision and confidentiality.

The ideal candidate has a Bachelor’s degree (preferred) and 8+ years of admin experience supporting executives, with strong MS Office, Teams, and fast-moving adaptability.

Qualifications

• Bachelor’s degree in business administration, communications, or related field preferred.
• 8+ years of high-level administrative support experience.
• 3–5 years supporting executives or senior leadership.
• Experience coordinating executive travel (domestic and international).
• Experience in a corporate or dynamic organization.

Responsibilities

• Serve as primary liaison between senior leadership and internal teams.
• Manage multiple executive calendars and travel plans.
• Draft professional communications and reports.
• Prepare materials for board meetings and high-level events.
• Monitor expenses and ensure policy compliance.
• Support special projects and urgent issue resolution.

Skills

Executive calendar management

Travel coordination

Communication skills

Prioritization

Discretion

Attention to detail

Problem solving

Multitasking

Education

Bachelor’s degree preferred

Tools

Microsoft Office Suite

Teams

Google Meet

Job description

Aspen Dental in Chicago seeks an organized Executive Assistant to support senior Field leadership at our corporate offices. You will manage complex calendars, coordinate domestic and international travel, and prepare reports and materials for meetings with precision and confidentiality.

The ideal candidate has a Bachelor’s degree (preferred) and 8+ years of admin experience supporting executives, with strong MS Office, Teams, and fast-moving adaptability.