Executive Assistant to the CEO

United States Digital Space LLC; Pittsburgh (Allegheny County); On-site; USD 152,000 - 228,000; Full time

Benefits offered by this job

Equity compensation

Competitive salary

Job summary

United States Digital Space LLC in Pittsburgh is seeking an Executive Assistant to the CEO to keep the CEO focused on the company’s highest priorities and ensure their days run smoothly.

You’ll lead complex calendar stewardship, coordinate mission-critical logistics, and partner closely with the Office of the CEO to create clarity, flow, and follow-through across internal and external engagements. This is an in-person role with regular collaboration across executive leaders and EAs.

Qualifications

• Significant experience supporting a CEO or senior executive with complex, fast-changing schedules.
• Excellent calendar orchestration, logistics, and meeting readiness.
• Outstanding written and verbal communication; detail-oriented.
• Unshakeable discretion and judgment; calm under pressure.
• Ability to collaborate across senior leadership and in-person with the CEO Office.
• Proficiency with productivity tools (G Suite, Slack, Zoom) and a mindset to leverage AI.

Responsibilities

• Own end-to-end calendar management for the CEO and protect prep windows.
• Coordinate domestic and international travel for meetings and off-sites.
• Partner with the Chief of Staff and other EAs to align priorities and handoffs.
• Build lightweight systems to improve executive workflows using productivity tools and AI.
• Maintain confidentiality and represent the CEO’s office with professionalism.

Skills

Calendar management

Executive support

Communication

Discretion

Cross-functional collaboration

G Suite

Slack

Zoom

Mac

Tools

G Suite

Slack

Zoom

Mac

Job description

Our mission at the company is to develop the best education in the world and make it universally available. It’s a big mission, and that’s where you come in!

At the company, you’ll join a team that cares about educating our users, experimenting with big ideas, making fact-based decisions, and finding innovative solutions to complex problems. You’ll have limitless learning opportunities and daily collaborations with world-class minds — while doing work that’s both meaningful and fun.

Join our life-changing mission to develop education for our half a billion (and growing!) learners around the world.

Read our blog to learn more.

About the role...

We’re hiring an Executive Assistant to the CEO to keep the CEO focused on the company’s highest priorities and ensure their days run smoothly. You’ll lead complex calendar stewardship, coordinate mission‑critical logistics, and partner closely with the Office of the CEO to create clarity, flow, and follow-through across internal and external engagements. This is an in‑person role with regular collaboration across executive leaders and EAs.

You will...

• Own end-to-end calendar management for the CEO, prioritizing time against company goals, stakeholder needs, and leadership cadences; proactively resolve conflicts and protect prep, travel, and deep‑work windows.
• Partner closely with the Chief of Staff, Head of Office of the CEO, and other EAs to ensure the CEO’s schedule reflects strategic priorities and that handoffs are seamless.
• Plan and manage detailed domestic and international travel, including itineraries, and logistics for board meetings, off‑sites, and external appearances.
• Build lightweight systems and documentation that improve executive workflows; use modern productivity tools and AI to increase speed, quality, and reliability.
• Serve as a high‑judgment point of contact for internal and external stakeholders, maintaining confidentiality and representing the CEO’s office with professionalism.

You have...

• Significant experience supporting a CEO, founder, or senior executive with complex, fast‑changing schedules and priorities.
• Demonstrated excellence in high‑volume calendar orchestration, logistics, and meeting readiness, with a track record of anticipating needs and solving problems proactively.
• Outstanding organization and written/verbal communication skills; you keep details tight, documentation clear, and stakeholders aligned.
• Unshakeable discretion and judgment; calm, focused execution under pressure; and a service mindset that helps leaders operate at their best.
• Comfort collaborating across senior leadership and cross‑functional teams, and working in person with the Office of the CEO and other EAs.
• Proficiency with modern productivity and collaboration tools (G Suite, Slack, Zoom, Mac) and an interest in leveraging AI to streamline workflows.

Exceptional candidates will have...

• 10+ years supporting CEOs in high‑growth or complex organizations.
• Experience coordinating board meetings, leadership off‑sites, and major external engagements across time zones.
• Prior partnership with a Chief of Staff and/or Office of the CEO team to align executive time with strategic priorities.
• Experience using generative AI and automation in an EA context to improve speed and quality of deliverables.
• Experience collaborating closely with a broader Executive Operations or People function.

*The offered salary is dependent upon several factors, including work experience, skills, and internal peer comparisons. The posted range is subject to change in the future. For this role, base salary is supplemented by equity compensation.*

Salary Range:

$152,000—$228,000 USD

Benefits:

Take a peek at how we care for our employees' holistic well-being with our benefits here.

Accommodations:

We will do everything we can within reason to make sure that your interview takes place in an environment that fairly and accurately assesses your skills. If you need assistance or accommodation, please contact [e-mail].

Equal Employment Opportunity:

the company is proud to be an Equal Employment Opportunity employer. We do not discriminate based upon race, religion, color, national origin, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, age, status as a protected veteran, status as an individual with a disability, or other applicable legally protected characteristics.

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