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>