Engineer I, Workplace Technology IT Infrastructure London

Checkout Ltd; Greater London; On-site; GBP 45,000 - 60,000; Full time

Job summary

Checkout Ltd is seeking an experienced IT Engineer II to join their Engineering team in Greater London. The successful candidate will lead the delivery of essential IT services and small projects while providing advanced support for macOS and Windows endpoints.

The role requires 2–3 years of experience in IT Engineering and expertise in tools like Jira and Confluence. A proactive mindset and strong problem-solving skills are essential. This position is pivotal in maintaining operational excellence and fostering team development.

Qualifications

• 2–3+ years of experience in IT Engineering or a similar role.
• Proven experience with Identity Providers (Okta, Azure AD) and protocols like SAML and SCIM.
• High-level experience managing Atlassian suite including Jira configurations.

Responsibilities

• Independently design and deliver project-level work.
• Provide advanced technical support for macOS and Windows endpoints.
• Display urgency during incidents and triage complex flows.

Skills

Project Leadership

Atlassian Mastery

Incident Response

Automation

Problem Solving

Tools

Jira

Confluence

Jamf

Microsoft Intune

Python

PowerShell

Job description

The Role

We are looking for a seasoned IT Engineer II to join our Engineering team. At this level, you have developed your skill set to confidently tackle all but the most complex problems affecting the team. You will lead the delivery of essential IT services and small to medium-sized projects, either independently or by guiding other engineers.

As an Engineer II, you are an individual contributor with a deep understanding of your team’s purpose and how it impacts Checkout as a whole. You will act as an owner-operator, taking accountability for the success of the systems within your area of responsibility.

How You’ll Make an Impact

• Project Leadership: Independently design and deliver project-level work with minimal guidance from senior engineers.
• Atlassian Mastery: Act as a subject matter expert for our Workplace Technology stack, with a specific focus on high-level administration and optimisation of Jira and Confluence.
• Endpoint & Infrastructure: Provide advanced technical support and policy management for macOS and Windows endpoints using Jamf and Microsoft Intune.
• Operational Excellence: Provide an advanced level of operational support on team-owned services and train new members on service design, security, and operations.
• Incident Response: Display urgency and accountability during incidents, triaging and supporting complex flows unaided.
• Mentorship: Regularly support and mentor less experienced engineers, helping to raise the technical quality of the team.
• Automation: Proactively recognise areas for improvement and suggest automated solutions (Python/PowerShell) to reduce incidental complexity.

What We’re Looking For

• Experience: Typically 2–3+ years of experience in an IT Engineering or similar technical role.
• Technical Expertise: Experience with Identity Providers (Okta, Azure AD) and protocols like SAML and SCIM.
• Advanced Atlassian Skills: High-level experience managing the Atlassian suite. You should be comfortable with complex Jira configurations, workflow customisations, and permission schemes.
• Problem Solving: A logical approach to troubleshooting, with the ability to articulate technical trade-offs between different solutions.
• Ownership: A proactive "owner-operator" mindset—you take responsibility for your tasks and the long-term health of the systems you manage.
• Communication: Ability to communicate effectively with company stakeholders and resolve complex support queries within your area of focus.

Adaptability: Comfortable working in a fast‑paced environment where you can balance temporary workarounds with flexible, long‑term architectural solutions.