1ST LINE IT SUPPORT ANALYST – MICROSOFT 365 SPECIALIST

Location: Borehamwood, WD6 1JD
Salary: £25,000 – £30,000 DOE + Excellent Benefits
Contract: Full time, Permanent
Benefits: 20 days holiday plus bank holidays, Bupa Cash plan with EAP support after 1 month service, 4% Pension contribution (matched by employee), Stock options after 1 years’ service, Private Health Insurance after 2 years’ service
Are you passionate about Microsoft 365 and looking to build your career in a modern, forward-thinking IT environment?
At Chalkline, we’re not just another IT support company. As a Microsoft Solutions Partner in Modern Work & Azure Infrastructure (with an Advanced Specialisation in Azure Virtual Desktop), we pride ourselves on delivering exceptional client experiences while developing and supporting our people.
We’re growing, and we’re looking for a 1st Line Technical Support Analyst with hands-on Microsoft 365 knowledge to join our friendly Service Desk team.

WHAT YOU’LL BE DOING AS OUR 1ST LINE IT SUPPORT ANALYST:

• Acting as the first point of contact for clients, resolving inbound support tickets and calls.
• Troubleshooting and supporting Microsoft 365, Azure, Intune, Windows Servers, and networking tools.
• Monitoring proactive alerts and carrying out preventative maintenance (backups, patching, disk space checks, etc).
• Delivering outstanding customer service while developing your technical expertise.
• Working with the latest technologies: Microsoft 365, Azure, Intune, Windows, macOS, networking & server tools.

To hit the ground running, you’ll ideally have 2–3 years’ experience in a 1st line support role and proven knowledge in:

• Microsoft 365 administration & support (essential)
• Microsoft Azure & Entra
• Intune & Active Directory
• Windows Server (2019 / 2022 / 2025)
• Networking basics – routing, switching & firewall rules
• Printer troubleshooting & general IT support
• Strong written and verbal communication skill