IT Systems and Infrastructure Engineer, Checkatrade

• It's not about ticking every box. It's about turning up curious, ready to crack on
• Hands-on experience administering Okta and Google Workspace, plus endpoint/device management tools like Kandji and Intune across macOS, Windows and ChromeOS
• Proven experience managing IT infrastructure across Windows Server, Active Directory and Office 365, with strong expertise in cloud platforms (Azure, AWS or Google Cloud)
• Day-to-day administration of Jira Service Management — queues, SLAs and workflow automation
• Scripting skills in PowerShell, Python or Bash, and experience building workflow automation with tools such as Okta Workflow or Zapier
• An AI-first mentality: comfortable evaluating and administering AI tools to solve IT problems, not just familiar with them
• Experience delivering IT projects through a structured lifecycle, with a solid grasp of networking and security fundamentals (DNS, VPNs, firewalls), and the ability to explain technical detail clearly to different audiences
• If this sounds like the place where you can do your best work, we’d love to hear from you, even if you don’t tick every box

Desirable

• As our next IT Systems and Infrastructure Engineer, you'll play a key role in helping us build the UK's go-to home improvement marketplace
• You'll own the foundations that keep Checkatrade running - our hybrid cloud and on-prem environments, our core platforms, and the automation that takes manual effort off the plate of teams across the business
• This is a role for someone who wants to build things properly: scalable, secure, and increasingly automated, with AI doing the heavy lifting wherever it can
• Administering and evolving our core platforms (Okta, Google Workspace, AI tools, Jira Service Management and Slack) as the backbone of how Checkatrade operates day to day
• Building and maintaining secure, reliable infrastructure that keeps our teams and systems running smoothly, and stays easy for people across the business to use
• Taking ownership of Windows Server, Active Directory and Office 365, alongside our cloud platforms (Azure, AWS or Google Cloud), managing identity, access and collaboration tools that empower our teams
• Developing automation scripts in PowerShell, Python or Bash, and building workflow automation using tools like Okta Workflow and Zapier, to improve system efficiency
• Bringing an AI-first mindset to how we manage and automate IT: spotting where AI tooling and agentic workflows can replace manual effort, not just scripting the same process faster
• Delivering improvements through a proper project lifecycle: scoping, planning, stakeholder sign-off, delivery and review, rather than ad hoc fixes
• Working closely with security, platform and software engineering teams to deliver tools and systems the business can rely on

• Screening call with one of our Talent Acquisition Partners
• 1st stage interview with Hiring Manager
• 2nd Stage interview with Hiring Manager and Senior IT member