Senior Executive Assistant DO Chicago

Senior Executive Assistant DO Chicago

Deadline : 01 Feb, 2026

We are looking for a Senior Executive Assistant to support one of our C-Level Executives. The ideal candidate will be able to multitask, make smart and timely decisions, and act as a partner to the executive. This is an exciting and fast paced role, perfect for someone looking to be an impactful team member of a growing public company. Executive Assistants at DO possess top-notch executive support experience, strong communication skills, and most importantly, a positive attitude and can-do mindset. No job is seen as too big or too small, and they value teamwork.

What You’ll Be Doing:

  • Executive-level support for one C-Level Executive and their Leadership Team
  • Heavy calendar management, including cross-functional team meetings, offsites, and regular 1:1s. Act as a thoughtful gatekeeper by making judgment calls on their behalf
  • Work closely with our EA Team to ensure all relevant schedules are considered and cohesively aligned
  • Assist in meeting planning and special projects (i.e., agendas, slide presentations, project management, etc.)
  • Ensure leaders and teams are following through on top action items and tasks
  • Develop rapport and maintain relationships with key leadership contacts including Board members,, customers, partners, vendors and other relevant networks
  • Help coordinate Leadership events including team off-sites and conference speaking engagements, as well as any associated travel itineraries/accommodations and venue reservations
  • Expense reporting
  • Onboarding for incoming team members (Directors and above)
  • Maintain complete confidentiality when handling sensitive and non-routine information
  • Draft internal and external correspondences for Executives

What We’ll Expect From You:

  • Strong people/interpersonal skills
  • Creative and efficient calendar management skills
  • Experience supporting a C-Level executive
  • Exceptional verbal and written communication skills
  • Extensive experience with email management
  • Extensive experience with G Suite (Gmail, Calendar, Meets, Drive, Docs, Sheets, Slides)
  • Extensive experience with Zoom
  • Extensive experience with scheduling, planning and travel logistics
  • Strong Administrative writing and reporting skills
  • Strong time management abilities

To apply for this job please visit www.digitalocean.com.