Executive Assistant to the CEO

EngineersOfAI; Pittsburgh (Allegheny County); On-site; USD 80,000 - 100,000; Full time

Job summary

EngineersOfAI is searching for an experienced Executive Assistant to support the CEO. In this in-person role, you will manage complex calendars, coordinate logistics, and enhance executive workflows using modern productivity tools.

The ideal candidate should have over 10 years of experience supporting senior executives in fast-paced environments, outstanding communication skills, and a commitment to discretion and professionalism. This position offers opportunities for impactful collaboration with senior leadership.

Qualifications

• 10+ years supporting CEOs in high-growth or complex organizations.
• Experience coordinating board meetings and leadership off-sites across time zones.
• Proven ability to manage complex, fast-changing schedules.

Responsibilities

• Own end-to-end calendar management for the CEO prioritizing strategic goals.
• Plan and manage both domestic and international travel logistics.
• Build documentation that improves executive workflows.

Skills

Calendar management

Organization

Communication skills

Discretion and judgment

Proficiency with G Suite

Tools

Slack

Zoom

Mac

Job description

Our mission at Duolingo 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 Duolingo, 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 Duolingo’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. We encourage you to talk with your recruiter for more information.