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’re proud to be ranked 4th among the World’s Top EdTech Companies 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.

The core of our achievements is our team. We believe in people and shared values SELECT.
That’s why, together with Oleksandr Kushchynskyi, our Hiring Manager, we’re looking for an Engineering Manager (Infrastructure) to join our team of superstars transforming the EdTech industry.

What team will you be a part of?

Infrastructure Squad ensures smooth operations and scalable growth of the business. The team designs and implements solutions that improve the daily experience of everyone at Headway Inc.

This job is perfect for you if you:

— Lead through hands-on technical execution, not just delegation
— Actively use AI tools to automate workflows and eliminate manual operations
— Thrive in high-ownership environments with a strong sense of responsibility
— Maintain high standards for reliability, security, and scalability
— Turn ambiguity into structured processes and clear solutions

What will you do:

— Lead and execute high-impact infrastructure initiatives (Networking, SaaS administration, Corporate Security)
— Design and implement AI-driven automations to streamline IT operations
— Own and evolve corporate infrastructure architecture (IAM, MDM, networking)
— Mentor and scale the team through hands-on collaboration and knowledge sharing
— Establish and maintain high-quality ITSM processes and a structured knowledge base
— Ensure business continuity and lead incident response during critical outages
— Align infrastructure roadmap with business goals and manage vendor relationships

What do you need to join us:

— 4+ years of experience in IT Infrastructure or System Administration
— Proven experience leading a team (TL/EM) with ownership of both people and technical outcomes
— Strong hands-on expertise with Google Workspace, IAM systems (e.g., Okta), MDM (e.g., Jamf), and networking
— Practical experience using AI tools to automate workflows or improve operations
— Strong ownership mindset and discipline in setting high engineering standards
— Ability to design scalable processes, systems, and documentation
— Effective communication skills with both technical and non-technical stakeholders
— 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
— Sports activities: running, yoga, boxing, and more
— Corporate holidays: two week-long company-wide vacations per year, plus 20 paid vacation days
— Supporting initiatives that help Ukraine

Our recruitment steps & Working schedule:

Recruitment process:

1. Initial call with a Talent Acquisition Specialist — 30–45 minutes

2. Soft skills interview with the Hiring Manager — up to 1.5 hours

3. Technical interview — up to 1.5 hours

4. Final interview with a C-level executive — up to 1.5 hours

5. Offer call

Working schedule:

This is a full-time position with a hybrid remote option. You can choose to work from the office, remotely, or combine both.

We’ve created a Talent Guide to help you navigate our hiring process with clarity and
confidence — and get the most out of each stage. Take a look here