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.
Forget long lists, here's what you'll actually spend your time on:
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.
It's not about ticking every box. It's about turning up curious, ready to crack on. You'll do well here if you bring:
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.
Nice to have:
Experience leading on-prem to cloud migrations (Azure Migrate or similar).
Familiarity with SD-WAN and Zero Trust Network Architecture.
Experience supporting major AV events using Zoom and Google Meet.
We believe great work deserves great rewards. Here’s just a taste:
Competitive salary + annual bonus
Employee Share Programme
Health, well-being and learning support
Gym membership, Smart Tech Scheme and Cycle Scheme
Birthday/Special day leave
Buy & sell holiday scheme
1 week’s paid charity leave and much more!
How we’ll get to know each other:
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
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
Want to join our Talent Community and be one of the first to know about our vacancies? Register your interest on our Registration Form
At the moment, this role isn’t open to visa sponsorship applications.
About us
We’re Checkatrade – the UK’s leading platform for finding a tradesperson. With more than 50,000 trades listed and over 6 million reviews, we help homeowners get jobs done right and help tradespeople grow their business.
We’re growing fast, with big plans to become the go-to brand for home improvements. If you care about great work, take pride in the details, and want to make an impact, you’ll fit right in.
Skills Required
- Hands-on experience administering Okta and Google Workspace
- Experience with endpoint and device management tools such as Kandji and Intune across macOS, Windows, and ChromeOS
- Experience managing Windows Server, Active Directory, and Office 365
- Strong expertise with at least one cloud platform: Azure, AWS, or Google Cloud
- Experience administering Jira Service Management, including queues, SLAs, and workflow automation
- Scripting skills in PowerShell, Python, or Bash
- Experience building workflow automation with Okta Workflow or Zapier
- Experience evaluating and administering AI tools for IT automation
- Experience delivering IT projects through a structured lifecycle
- Understanding of networking and security fundamentals, including DNS, VPNs, and firewalls
- Ability to explain technical details clearly to different audiences
- Experience leading on-premises to cloud migrations, such as with Azure Migrate
- Familiarity with SD-WAN and Zero Trust Network Architecture
- Experience supporting major audiovisual events using Zoom and Google Meet
What We Do
Checkatrade is one of the UK’s top online marketplaces for home improvements and repairs. Our mission is to be the trusted foundation of every home by connecting people with trades and tools to make home improvements easy – because we believe safe and happy homes improve lives, support livelihoods, and build communities. From our humble beginnings in 1998 to becoming a national household name, we’re on an exciting journey. For more than 25 years Checkatrade has stood for reputation and raising standards – whether that is for our trade members, consumers, or our colleagues. We think big and are passionate about changing the face of home improvements and repairs. Today, we are a modern online marketplace and a force for good. We strive every day to support people to improve their homes and we don’t settle for the status quo – we are evolving, innovating, and growing. With generous investment from private equity partners Brookfield, we have an ambitious growth plan and a robust roadmap to get there. Led by our values – Be All In, Always Customer Obsessed, Get It Done, Be Bold, and Do The Right Thing – we are 500 high-performing individuals working across the UK, with high-spec offices in London and Portsmouth. We are here to be the best and inspire others to do the same, and to get there we need exceptionally talented, bright, and driven people – so if that sounds like you, you couldn’t join at a better time!
