Headway Inc is a global tech company, revolutionizing lifelong learning by creating digital products for over 150 million users worldwide. Our mission is to help people grow. We believe lifelong learning should be accessible, personalized, and impactful to each individual. That’s how we change the world and why we bring together exceptional minds. We’re proud to be among the world’s top companies transforming digital learning — GSV 150.

The core of our achievements is our team. We believe in people and shared values SELECT. That’s why, together with Oleksandr Yaroshenko, our Chief of Staff, we’re on the hunt for an Executive Assistant to the CEO who will help the CEO work at peak performance: mastering both his professional and personal schedule and building a seamless communication flow with every stakeholder.

Why it’s exciting:

• Your work fuels company's growth. You’ll clear the way for the CEO to stay laser-focused on strategy and scaling, by keeping your finger on the pulse of every key initiative, coordinating high-stakes meetings and travel.
• Backstage pass to leadership. Daily collaboration with the CEO, senior managers and partners gives you a front-row view into how big decisions are made and where the company is headed.
• Skills on turbo. From agile time-management and end-to-end trip planning to tackling high-pressure, on-the-go challenges, you’ll stretch and sharpen your toolkit every single day.

What will you do:

Calendar & Communications: Own the CEO’s packed schedule streamline his calendar, resolve overlaps, and serve as the go-to contact for all internal and external requests.

Travel & Logistics: Plan every business and personal trip “turn-key” (flights, hotels, transfers, visas) while curating a top-notch travel experience based on the CEO’s personal preferences.

Information & Communications Support: Craft presentations, reports and ad-hoc briefs, manage expense tracking, coordinate events, and ensure every business and personal process runs like clockwork.

What do you need to join us:

• 3+ years as an Executive/Personal Assistant in a high-growth environment supporting C-level executives
• English at Intermediate+ proficiency
• Mastery of complex scheduling and “turn-key” travel planning
• Strong skills in document prep and reporting; savvy with AI tools (e.g. ChatGPT), expense systems (e.g. Concur) and visa processes
• Detail-oriented, proactive, discreet, and ready to pivot at a moment’s notice even outside standard hours to keep the CEO and Headway firing on all cylinders.

What do we offer:

• Work within an ambitious team on a socially impactful education product.
• An office with a reliable shelter, generators, satellite internet, and other amenities.
• Access to our corporate knowledge base and professional communities.
• Personal development plan.
• Compensation for English language learning, external training, and courses.
• Medical insurance and full sick leave compensation.
• Company doctor and massage in the office.
• Sports activities: running, yoga, boxing, and more.
• Corporate holidays: we go on a week-paid holiday to rest and recharge twice a year.
• Supporting initiatives that help Ukraine. Find out more about our projects here.

Are you interested?

Send your CV!