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Headway Inc

System engineer

full-time•Kyiv

Summary

Location

Kyiv

Type

full-time

Experience

5-10 years

Company links

WebsiteLinkedInLinkedIn

About this role

<p><a target="_blank" href="http://www.headway.inc" style="text-decoration:none;"><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(17, 85, 204);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:underline;vertical-align:baseline;white-space:pre-wrap;">Headway Inc</span></a><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(0, 0, 0);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"> 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’re proud to be ranked 4th among </span><a target="_blank" href="https://time.com/collection/worlds-top-edtech-companies-2025/" style="text-decoration:none;"><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(17, 85, 204);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:underline;vertical-align:baseline;white-space:pre-wrap;">the World’s Top EdTech Сompanies</span></a><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(0, 0, 0);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"> by TIME magazine. 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.</span></p><p>The core of our achievements is our team. We believe in people and shared values <a target="_blank" href="https://makeheadway.notion.site/SELECT-by-Headway-Inc-22616bdf9fd280a5a64af8dde624aa5a">SELECT</a>. That’s why, together with <a target="_blank" href="https://www.linkedin.com/in/kushchynskyi/"><strong>Oleksandr Kushchynskyi</strong></a>, our Product Manager, we’re looking for a <strong>System Engineer</strong> to join our team of superstars transforming the EdTech industry.</p><h2>What team will you be a part of?</h2><p><strong>Helpdesk Squad</strong> 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.</p><p>Tech stack: Go, Google Cloud, Terraform, Docker, Firebase, Redis, MongoDB, PostgreSQL, React.</p><h2>This job is perfect for you if you:</h2><p>— Want to own and scale corporate IT infrastructure end-to-end, not just “support tickets.”<br>— Are an A-player who takes initiative, prioritizes well, and thrives in a high-volume, fast-paced environment.<br>— Enjoy communicating with business stakeholders, translating needs into secure, scalable solutions, and documenting them clearly.</p><h2>What will you do:</h2><p>— Own and scale on-prem IT infrastructure and network architecture (WiFi, LAN/WAN, VPN, DNS), including backup systems (UPS, hardware backups).<br>— Administer the corporate SaaS ecosystem end-to-end (Google Workspace, Slack, Notion) and optimize how teams use it.<br>— Implement and manage security foundations: IAM (Google Workspace, Okta), device management (Jamf), and security policies across all corporate devices.<br>— Design and build IT process automations to eliminate manual work and improve efficiency.<br>— Manage IT assets and software licenses lifecycle, maintaining accurate inventory and operational readiness.<br>— Lead the Jira ITSM environment and maintain a high-standard Internal Knowledge Base.<br>— Optimize IT operations to a level where they can be smoothly managed by a team (and help shape what that team should look like).</p><h2>What do you need to join us:</h2><p>— 4+ years of experience in System Administration / IT Operations (or similar roles).<br>— Strong networking knowledge and hands-on experience managing corporate networks (protocols, VPN, DNS, WiFi).<br>— Advanced administration of Google Workspace, Slack, and Jira (including ITSM practices).<br>— Security mindset and experience with MDM (Jamf) and IAM configuration (Google Workspace, Okta).<br>— Ability to script or use low-code/no-code tools to automate IT workflows and reduce manual operations.<br>— A strong documentation culture: you enjoy creating clean, structured, and useful docs.<br>— High ownership, ability to prioritize business needs, and motivation to build/lead a team in the future.<br>— Alignment with the values of our team (<a target="_blank" href="https://makeheadway.notion.site/SELECT-by-Headway-Inc-22616bdf9fd280a5a64af8dde624aa5a">SELECT</a>).</p><h2>What do we offer:</h2><p>— Work within an ambitious team on a socially impactful education product.<br>— An office with a reliable shelter, generators, satellite internet, and other amenities.<br>— Access to our corporate knowledge base and professional communities.<br>— Personal development plan.<br>— Compensation for English language learning, external training, and courses.<br>— Medical insurance and full sick leave compensation.<br>— Sports activities: running, yoga, boxing, and more.<br>— Corporate holidays: we go on a week-paid holiday to rest and recharge twice a year. Besides that, we provide 20 paid vacation days per year.<br>— Supporting initiatives that help Ukraine. Find out more about our projects here.</p><h2>Working schedule</h2><p>This is a full-time position with a hybrid remote option. It means that you can decide for yourself: whether you want to work from the office, remotely, or combine these options.</p><h3>Are you interested?<br>Send your CV!</h3><p></p><p><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(13, 13, 13);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;">We’ve created a </span><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(13, 13, 13);background-color:transparent;font-weight:700;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"><strong>Talent Guide</strong></span><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(13, 13, 13);background-color:transparent;font-weight:400;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"> to help you navigate our hiring process with clarity and confidence — and get the most out of each stage. </span><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(13, 13, 13);background-color:transparent;font-weight:700;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"><strong>Take a look </strong></span><a target="_blank" href="https://makeheadway.notion.site/Headway-Inc-Talent-Guide-25e16bdf9fd280a59655d35ba4d57954?pvs=143" style="text-decoration:none;"><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(17, 85, 204);background-color:transparent;font-weight:700;font-style:normal;font-variant:normal;text-decoration:underline;vertical-align:baseline;white-space:pre-wrap;"><strong>here</strong></span></a><span style="font-size:11pt;font-family:Arial, sans-serif;color:rgb(13, 13, 13);background-color:transparent;font-weight:700;font-style:normal;font-variant:normal;text-decoration:none;vertical-align:baseline;white-space:pre-wrap;"><strong>.</strong></span></p>

What you'll do

  • The System Engineer will own and scale the corporate IT infrastructure and network architecture, ensuring smooth operations and scalable growth. They will also administer the corporate SaaS ecosystem and implement security foundations across all corporate devices.

About Headway Inc

Personal productivity & self-improvement coaching platform.

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Frequently Asked Questions

What does a System engineer do at Headway Inc?

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As a System engineer at Headway Inc, you will: the System Engineer will own and scale the corporate IT infrastructure and network architecture, ensuring smooth operations and scalable growth. They will also administer the corporate SaaS ecosystem and implement security foundations across all corporate devices..

Is the System engineer position at Headway Inc remote?

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The System engineer position at Headway Inc is based in Kyiv, Ukraine. Contact the company through Clera for specific work arrangement details.

How do I apply for the System engineer position at Headway Inc?

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You can apply for the System engineer position at Headway Incdirectly through Clera. Click the "Apply Now" button above to start your application. Clera's AI-powered platform will help match your profile with this opportunity and guide you through the application process.
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