Helpdesk Team Leader

Helpdesk Team Leader - Windsor (On-Site) - MSP - £40k-£45k

Do you thrive leading technical teams and want to join a long-established MSP with over 30 years of success and a huge roadmap for growth?

This Windsor-based Managed Services Provider is looking for a Helpdesk Team Leader to take charge of their busy Service Desk. You'll lead 4 Helpdesk Engineers and 4 Field Engineers, supporting over 100 contracted clients across environments ranging from 10 to 200+ users.

With newly achieved ISO certifications and a fresh PSA system (Halo) rolling out this year, this is an exciting time to step in and shape process, performance, and culture. This role is fully on-site, working 8:30am-5:30pm.

What you'll be doing:

Step into a key leadership role, taking responsibility for day-to-day Helpdesk operations, team performance, and technical escalations.

  • Leading, mentoring, and developing an 8-engineer team (Helpdesk + Field).
  • Overseeing ticket queues, SLAs, KPIs, and ensuring consistently high customer service.
  • Acting as the senior escalation point and working alongside Tier 3 engineers.
  • Owning the PSA system (Halo): workflows, automation, reporting, and best-practice ticket management.
  • Running 1-1s, PDPs, performance reviews, and driving continuous improvement.
  • Coordinating Field Engineer schedules and ensuring smooth onsite support operations.
  • Supporting project delivery including:
    • Microsoft 365 migrations
    • Azure deployments
    • Infrastructure refreshes
    • Backup & DR improvements
  • Maintaining ISO-aligned documentation and driving process maturity.

What you'll need

  • Experience leading or supervising a Service Desk/Helpdesk team within an MSP.
  • Strong technical grounding (2nd Line level) across Microsoft 365, networking, Windows Server etc.
  • Calm, structured escalation management - especially during busier periods.
  • Excellent communication, organisation, and multitasking skills.
  • Familiarity with PSA/ITSM platforms (Halo ideal, AutoTask/ConnectWise great too).
  • Understanding of ITIL principles.
  • Full UK driving licence

Nice to have:

  • Azure experience, Backup tech (Acronis etc.), WatchGuard / similar firewall exposure
  • Experience in ISO environments
  • Previous project or client-facing technical consultancy work

What you'll get

  • £40,000-£45,000 salary (DOE)
  • 25 days holiday + bank holidays
  • Company pension
  • Regular training & development
  • Clear progression opportunities within a stable, respected MSP
  • A supportive team environment with real autonomy and influence

This is a brilliant opportunity to put your stamp on a growing helpdesk function, lead a capable team, and play a meaningful role in an established MSP's next chapter of evolution.

Interested?

Don't worry if your CV isn't up to date - reach out to Gianluca @ circlerecruitment (dot) com for a confidential chat.

Keywords: Helpdesk Team Leader, IT Team Lead, MSP, Service Desk Manager, Microsoft 365, Azure, ITIL, Halo PSA, Windsor, Berkshire, Slough, Staines, Managed Services

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Job Details

Company
Circle Recruitment
Location
Windsor, Berkshire, England, United Kingdom
Employment Type
Full-Time
Salary
£40,000 - £45,000 per annum
Posted