Helpdesk Supervisor

Elevate Your Career as a Service Desk Lead at Intelligent Outsourcing

Are you a tech enthusiast with a passion for leading teams, tackling security challenges, and delivering top-notch support? Do you dream of working in an environment where innovation, teamwork, and fun go hand-in-hand? If so, your next adventure starts here

We're on the hunt for a Helpdesk Supervisor who's ready to make a real impact — guiding our support squad, fortifying our security defenses, and pushing the boundaries of IT excellence

Why Join Us? Because You Deserve the Best:

Four-day work week — more time to chase passions, spend with family, or just relax

Free HMO from Day 1, with upgraded coverage for your loved ones once you're part of the team

Be part of a blazing-fast-growing company that celebrates innovation, initiative, and your unique talents

A vibrant, fun, and collaborative work environment where your ideas matter and growth opportunities are endless

Here's What You'll Be Rocking:

1. Lead, mentor, and energize our awesome support team to deliver lightning-fast, friendly, and effective solutions, assuming both roles of a manager and a technician.
2. Manage and document support tickets, ensuring no issue slips through the cracks
3. Oversee security operations — including vulnerability scans, endpoint protection, patching, threat detection, and incident response — to keep our systems bulletproof
4. Drive change management, disaster recovery, and incident handling like a true IT superhero
5. Support compliance efforts (SOC 2, ISO 27001), audits, and policies to keep us secure and audit-ready
6. Collaborate with stakeholders and vendors to optimize support and security workflows
7. Conduct engaging user training sessions to elevate security awareness and reduce issues — because educated users are empowered users

What You Bring to the Table:

• Proven hands-on experience with Windows OS, Microsoft 365, Exchange, SharePoint, and Active Directory

• Strong knowledge of security operations, vulnerability management, endpoint protection, and patching

• Familiarity with change management, incident management, disaster recovery, and compliance standards

• Stellar communication skills and leadership qualities

• A problem-solving mindset with the ability to troubleshoot quickly and implement solutions effectively

Desirable Qualifications

• Microsoft Certified (e.g., Azure Administrator/Entra ID/Modern Desktop Administrator)
• CompTIA Security+ (or equivalent security fundamentals)
• Experience supporting SOC 2 and/or ISO 27001 evidence collection and operational routines.
• Familiarity with ConnectWise Manage (CWM) or equivalent ITSM and service reporting.
• Exposure to business continuity/disaster recovery testing and documentation.

Must Have

• Proven experience running a service/help desk with hands-on troubleshooting (Windows, Microsoft 365/Entra ID, Intune, Exchange Online, SharePoint/OneDrive).
• Practical security operations exposure: endpoint protection, identity & access, vulnerability management, incident handling basics.
• Strong ticket discipline and documentation culture; able to uplift a small team's consistency and throughput.
• Vendor coordination and site/network change exposure (ISPs, Ubiquiti/UniFi or similar).
• Clear written and verbal communication across time zones; comfortable briefing non-technical stakeholders.

Ready to lead, innovate, and make a difference? Join us and enjoy a career where your expertise is valued, your voice is heard, and your work creates real impact

Don't wait — apply now and become part of something extraordinary