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IT Service Desk Engineer

Checkatrade

Lakeside, Portsmouth , Hampshire, United Kingdom permanent

Posted: February 26, 2026

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Quick Summary

Design, deploy, and maintain Windows Server environments including Active Directory, DNS, DHCP, and Group Policy, with expertise in Azure infrastructure.

Job Description

As our next IT Service Desk Engineer, you’ll play a key role in making that happen. From ensuring our cloud infrastructure is rock-solid to making sure every new starter’s laptop is ready to go from minute one, your work will help us move forward, one job at a time., your work will help us move forward, one job at a time.

Forget long lists, here’s what you’ll actually spend your time on:

Windows Server & Azure

• Design, deploy, and maintain Windows Server environments (2016/2019/2022) including Active Directory, DNS, DHCP, and Group Policy.

• Manage and optimise Azure infrastructure including VMs, Virtual Networks, Azure AD / Entra ID, Conditional Access, and Azure Monitor.

• Own patching, capacity planning, and lifecycle management for all server workloads.

• Implement and maintain hybrid identity solutions bridging on-premises AD and Azure AD.

• Ensure infrastructure resilience through backup strategies, disaster recovery planning, and regular testing.

Device Management – Intune & Autopilot

• Administer Microsoft Intune for policy deployment, compliance enforcement, and application distribution across Windows endpoints.

• Manage Windows Autopilot profiles and deployment configurations to deliver zero-touch provisioning for new devices.

• Build and maintain configuration profiles, compliance policies, and remediation scripts.

• Troubleshoot device enrolment, compliance failures, and software deployment issues end-to-end.

Google Workspace (GWS)

• Serve as a hands-on administrator for Google Workspace covering user lifecycle, groups, Shared Drives, Gmail routing, and security settings.

• Configure and maintain GWS integrations with third-party identity and productivity tools.

• Respond to GWS incidents, audit log alerts, and data-loss-prevention events.

Security & Identity

• Partner with the Security team to enforce endpoint compliance, patch cadences, and data-protection policies.

• Support identity governance through SSO, MFA enforcement, and access reviews.

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:

• Few years of hands-on experience in an infrastructure or systems engineering role.

• Deep expertise with Windows Server administration including AD DS, GPO, DNS, & DHCP.

• Proven experience managing Azure workloads including IaaS, Azure AD / Entra ID, and associated security controls.

• Strong working knowledge of Microsoft Intune and Windows Autopilot in an enterprise environment.

• Experience administering Google Workspace at an organisational level.

• Solid understanding of networking fundamentals (TCP/IP, VPN, DNS, firewalls).

• Strong communicator able to translate technical constraints into plain language for non-technical stakeholders.

Nice to Have

• Microsoft certifications such as AZ-104 or MS-102.

• PowerShell for scripting, automation, and reporting.

We believe great work deserves great rewards. Here’s just a taste:

• Competitive salary + annual bonus or commission (role dependent)

• Employee Share Program

• 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 the IT Manager

• 2nd Stage interview with IT Manager and Senior Leader - Technical deep dive

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

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.

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.

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