Out of Hours 2nd Line IT Support Engineer

Chalkline Solutions Limited; Borehamwood; On-site; GBP 30,000 - 40,000; Full time

Job summary

A technology company in Borehamwood is looking for an Out of Hours 2nd Line IT Support Engineer. The role involves providing technical support, troubleshooting issues across systems, and working with Microsoft technologies. Ideal candidates will have 3-5 years of relevant experience and strong communication skills. This full-time position offers a salary between £30,000 and £40,000 per annum, along with excellent benefits.

Benefits

20 days holiday plus bank holidays

Bupa Cash plan with EAP support

4% Pension contribution

Stock options after 1 year's service

Private Health Insurance after 2 years' service

Qualifications

• 3-5 years experience in IT support or systems role.
• Strong knowledge of Microsoft technologies.
• Excellent communication skills.

Responsibilities

• Provide 2nd-line technical support to clients.
• Act as escalation point for the 1st-line team.
• Troubleshoot issues across various systems.

Skills

Microsoft 365

Microsoft Azure

Intune

Windows Server (2016/2019/2022)

Active Directory

Job description

Out of Hours 2nd Line IT Support Engineer – Chalkline
Location: Borehamwood, WD6 1JD
Salary: £30,000 - £40,000 per annum, DOE + Excellent Benefits!
Contract: Full time, Permanent
Hours: Shifts between 6pm and 8am (7.5 hours), weekends included

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 year's service
• Private Health Insurance after 2 years' service

Overview

At Chalkline, we are more than just a Microsoft Solutions Partner – we’re a people‑first business that specialises in Modern Work and Azure Infrastructure. We hold Advanced Specialisations in Azure Virtual Desktop and are proud to deliver technical excellence and outstanding service to every client. Our commitment extends to our team: high standards, continuous technical development through Microsoft accreditations, and a collaborative environment.

Responsibilities

• Provide excellent 2nd‑line technical support to our clients
• Act as an escalation point for the 1st‑line support team
• Troubleshoot issues across a wide range of systems and technologies
• Work on projects involving Microsoft 365, Azure, Intune and more
• Assist with research and development of new services and solutions

Experience & Skills

• At least 3‑5 years of experience in an IT support or systems role
• Strong working knowledge of Microsoft 365, Microsoft Azure, Microsoft Entra, Intune, Windows Server (2016/2019/2022), Active Directory and Windows networking
• Basic routing, switching, and firewall rules
• Printer support and troubleshooting

Additional Requirements

• Excellent written and verbal communication skills
• Strong customer‑focused attitude
• A proactive, can‑do approach to problem‑solving

Why Join Chalkline

• Work with the latest Microsoft technologies
• Gain industry‑recognised certifications
• Be part of a friendly, supportive team that values quality and professionalism
• Receive continuous learning and development opportunities
• Make a real impact in a growing business

Plus free parking, training programmes and much more!

If you feel you have the skills and experience to be successful in this role, APPLY today!