Executive Assistant

EROAD•Chicago, IL

About The Position

We’re looking for a highly organized and proactive Executive Assistant (EA) to support our North American executive leadership team. This is a high-impact role that combines administrative excellence, operational coordination, and strategic partnership — helping ensure our leaders are focused, prepared, and operating efficiently across a fast-moving, global business.

Requirements

5+ years of experience supporting senior executives in a global or fast-paced technology, SaaS, or logistics environment.
Strong organizational, time management, and problem-solving skills.
Exceptional attention to detail and follow-through.
Excellent written and verbal communication skills.
Proficient in Microsoft 365, Teams, and other collaboration tools (e.g., Concur, Zoom, Slack).
Ability to manage multiple priorities across time zones and stakeholders.

Responsibilities

Provide daily administrative and logistical support to the North American executive team, including the Chief Customer Officer, Chief Product Officer, and other senior leaders.
Manage complex and dynamic calendars across multiple time zones (North America, ANZ, and Manila).
Coordinate travel arrangements, expense management, and itineraries for executive and customer-facing engagements.
Prepare meeting agendas, take notes, and track follow-up actions for leadership and cross-functional meetings.
Support preparation for internal and external meetings — including Board and customer presentations — by gathering materials, aligning stakeholders, and ensuring deliverables are ready on time.
Partner with global executive assistants and the office operations team to ensure smooth coordination of meetings, site visits, and events across regions.
Maintain confidentiality and discretion in handling sensitive business information.
Draft and manage executive correspondence, announcements, and internal communications on behalf of the leadership team.
Act as a first point of contact and liaison between executives and internal/external stakeholders.
Support cross-functional initiatives that drive communication, alignment, and delivery within the North American leadership group.
Assist in coordinating regional leadership offsites, customer visits, and major operational or cultural initiatives.
Track progress on key priorities and help ensure accountability on follow-ups.
Contribute to the continuous improvement of executive operations and administrative processes.