System Engineer
We’re looking for a System Engineer who’s driven to solve challenges and help us reshape the EdTech industry.
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 Kushchynskyi, our Product Manager, we’re looking for a System Engineer who’s driven to solve challenges and help us reshape the EdTech industry.
The team you will be working with:
Helpdesk Squad ensures smooth operations and scalable growth for the business. The team designs and implements solutions to enhance the daily experience of everyone at Headway Inc.
This job is perfect for you if you:
- Are excited about the opportunity to shape and grow Headway Inc’s infrastructure.
- Want to work on diverse engineering challenges and influence how we solve them.
- Value a professional team that’s open to change and eager to explore new technologies.
What will you do:
- Automate onboarding and offboarding processes.
- Contribute to initiatives aimed at improving infrastructure and product security.
- Work on projects focused on user data protection.
- Oversee and optimize device management processes.
What do you need to join us:
- 2–3 years of experience as a System Engineer, System Administrator, or in a similar role.
- Proficiency in working with Unix-based systems, particularly macOS.
- Experience administering cloud services (e.g., Google Workspace).
- Solid understanding of networking (IP addressing, DNS, DHCP, VPN, etc.) and hands-on experience with network hardware.
- Ability to configure and troubleshoot Wi-Fi connections, as well as maintain peripheral devices (printers, scanners, monitors, etc.).
- Understanding of REST APIs and experience using basic requests (GET, POST).
- Familiarity with cybersecurity fundamentals.
- Comfortable operating in a fast-paced startup environment, handling multiple tasks, and navigating ambiguity with confidence.
- Alignment with the values of our team (SELECT).
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 n 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!
- Department
- Platform Team
- Locations
- Kyiv
- Remote status
- Hybrid

Colleagues
- Приєднуйся до команди цікавих людей, які створюють продукти №1 у світі, літають на парапланах, діджеять, багато читають та постійно розвиваються.
- Тестуй власні ідеї та не бійся помилятися, адже наш девіз fail fast — learn faster.
- Бери участь у книжкових клубах, командних воркшопах, професійних ком’юніті.
- Працюй в атмосфері менторства, взаємопідтримки та емпатії, де думку кожного чують.
System Engineer
We’re looking for a System Engineer who’s driven to solve challenges and help us reshape the EdTech industry.
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