Head, Digital Services

Lifelong Learning SG; Singapore; On-site; SGD 180,000 - 260,000; Full time

Job summary

Lifelong Learning SG in Singapore seeks a Head of Digital Services to lead a small team overseeing IT infrastructure, cybersecurity, data governance and enterprise applications. The role combines hands-on leadership with strategic direction, managing internal staff and MSPs to ensure secure, reliable services.

You will drive improvements across networks, cloud services, Microsoft 365, and end-user support while maintaining compliance with PDPA and information security standards.

Qualifications

• Degree or Diploma in Information Technology, Computer Science or a related discipline.
• At least 10 years of IT infrastructure/cybersecurity experience with 3+ years in leadership.
• Hands-on experience with networks, cloud services, backup and disaster recovery.
• Strong knowledge of cybersecurity frameworks and PDPA data protection.
• Experience managing IT vendors and MSPs.

Responsibilities

• Lead cybersecurity, data governance and systems governance across the org.
• Oversee network and infrastructure including cloud, servers and backups.
• Manage enterprise applications and end-user services, including Microsoft 365.
• Develop and coach the Digital Services team; report risks to executive board.

Skills

Leadership & people management

Stakeholder communication

Cybersecurity governance

IT infrastructure

Data governance

Vendor management

Education

Bachelor's or higher in IT/CS

Tools

Microsoft 365

Cloud platforms

Security tools

Job description

The Head, Digital Services leads a team of two and is responsible for LLSG's IT infrastructure, cybersecurity, data governance and enterprise systems. This is a hands-on leadership role that oversees infrastructure, applications and end-user services through a combination of internal resources and managed service providers.

1. Cybersecurity, Data & Systems Governance

• Lead LLSG's cybersecurity programme, including risk management, security controls, vulnerability management and incident response.
• Maintain information security policies, controls and risk registers, and oversee Cyber Trust Mark certification and renewals.
• Oversee identity and access management, endpoint and email security, data loss prevention, and staff security awareness initiatives.
• Review vendor security assessments, vulnerability assessment and penetration test (VA/PT) reports, and audit findings, ensuring timely remediation.
• Partner with the Data Protection Officer to implement the technical controls required for PDPA compliance.
• Lead LLSG's data governance framework, including data ownership, classification, quality, retention and data‑sharing practices.
• Establish and maintain systems governance standards covering system ownership, change management, access reviews, and system lifecycle management.
• Report cybersecurity, data governance and technology risks to senior management and the Board.

2. Network & Infrastructure

• Oversee LLSG's network, firewalls, Wi‑Fi, servers, cloud services, backup systems and campus technology infrastructure.
• Define infrastructure standards and review major technical changes, including network architecture and firewall configurations.
• Lead infrastructure upgrades, technology refresh initiatives and capacity planning.
• Ensure high system availability and maintain effective backup, disaster recovery and business continuity arrangements.
• Serve as the escalation point for major infrastructure, network and cybersecurity incidents.

3. Applications & End‑User Services

• Oversee enterprise applications, Microsoft 365, IT helpdesk operations and device lifecycle management.
• Evaluate new technologies and systems for security, architecture, scalability and integration requirements.
• Support the adoption of digital and AI solutions while ensuring compliance with cybersecurity and data protection requirements.
• Drive continuous improvements to user experience, service delivery and operational efficiency.
• Lead, coach and develop the Digital Services team, fostering both technical capability and professional growth.
• Manage IT vendors, managed service providers, software licensing, contracts and procurement activities.
• Monitor vendor performance and ensure service levels and contractual obligations are met.

Requirements

• Degree or Diploma in Information Technology, Computer Science or a related discipline.
• At least 10 years of relevant experience in IT infrastructure, cybersecurity or related technology functions, including at least 3 years in a leadership or managerial role.
• Hands-on experience managing networks, firewalls, Microsoft 365, cloud platforms, backup and disaster recovery solutions.
• Good knowledge of cybersecurity frameworks and standards such as Cyber Trust Mark, ISO/IEC 27001, PDPA and IT governance practices.
• Experience managing IT vendors and managed service providers.
• Relevant professional certifications such as CISSP, CISM, CCNA/CCNP or Microsoft Azure certifications will be an advantage.
• Comfortable operating in a hands-on role within a lean team environment.
• Strong stakeholder management skills, with the ability to communicate technical concepts and risks clearly to non-technical audiences, including senior management and Board members.

Candidates who do not have the required qualification or relevant experience are welcome to apply.

Successful candidates will be offered a 2-year contract in the first instance and may be considered for an extension or be placed on a permanent tenure.

Please note that only shortlisted candidates will be notified.