Salary: £30,000 - 55,000 per year Requirements: At least 3 – 5 years of experience in an IT support or systems role Strong working knowledge of Microsoft 365 Strong working knowledge of Microsoft Azure Strong working knowledge of Microsoft Entra Strong working knowledge of Intune Strong working knowledge of Windows Server (2016 / 2019 / 2022) Strong working knowledge of Active Directory Strong working knowledge of Windows networking Basic knowledge of routing, switching, and firewall rules Printer support and troubleshooting skills Excellent written and verbal communication skills Strong customer-focused attitude Proactive, can-do approach to problem-solving Responsibilities: Providing excellent 2nd line technical support to our clients Acting as an escalation point for the 1st line support team Troubleshooting issues across a wide range of systems and technologies Working on projects involving Microsoft 365, Azure, Intune and more Assisting with research and development of new services and solutions Technologies: Active Directory Azure Firewall Support Microsoft 365 Windows Office 365 Cloud More: At Chalkline, we’re more than just a Microsoft Solutions Partner – we’re a people-first business! We specialize in Modern Work and Azure Infrastructure, and hold an Advanced Specialisation in Azure Virtual Desktop. Our commitment extends to our team as much as it does to our customers. If you’re passionate about tech and thrive in a collaborative environment, Chalkline is the place to grow. We offer a competitive salary ranging from £35K to £45K per annum along with excellent benefits such as 20 days holiday plus bank holidays, Bupa Cash plan, a 4% pension contribution, stock options, and private health insurance. Join our close-knit team in Borehamwood and make a real impact with cutting-edge Microsoft technologies. last updated 8 week of 2026