Roles & Responsibilities
Job Summary
We are seeking a Cloud Wintel Engineer (Level 2) with strong hands-on Windows administration experience and multi-cloud operational expertise to support the cloud infrastructure. This role requires at least 2 years of Wintel experience and a minimum of 1 year of cloud experience, predominantly on Amazon Web Services (AWS), with exposure to Microsoft Azure and Google Cloud Platform (GCP). The position focuses on maintaining and supporting Windows workloads across multi-cloud environments, ITIL processes, application deployment and troubleshooting, security hardening, and operational excellence in regulated network separation environments.
Key Responsibilities
Multi-Cloud Windows Operations
- Provide L2 operational support for Windows Server (2016 / 2019 / 2022 / 2025) in on-premises and multi-cloud environments.
- Support cloud operations predominantly on Amazon Web Services, Microsoft Azure and Google Cloud Platform.
- Hands-on experience with cloud services including : EC2, S3, 1AM, EBS, CloudWatch, Systems Manager (SSM), AWS Backup, Security Groups, VPC, Azure Virtual Machines, Azure Storage,
- Azure Monitor, Azure Automation, Azure Backup, Compute Engine, Cloud Storage, Cloud Monitoring, Cloud 1AM
- Manage and support Active Directory, DNS, DHCP, Group Policy Objects (GPO), WSUS, and Windows clustering
- Monitor and maintain Windows workload performance, availability, and ensure cloud security baseline across cloud platforms
- Participate in 24 / 7 shift rotation to provide round-the-clock operational support
- Operating System Patch Management
- Perform comprehensive OS patching for Windows Server environments using WSUS, SCCM, AWS Systems Manager, and Azure Update Management
- Execute monthly and quarterly patch cycles with coordination and approval workflows
- Understand basic knowledge of Linux OS patching using YUM / DNF and cloud-native patch management tools
- Deep expertise in Wintel Operating System patching, including pre-patch validation, deployment, and post-patch verification
- Track patch compliance and generate reports for audit and compliance purposes Coordinate patch windows and communicate with stakeholders
Application Deployment & Troubleshooting
Deploy and configure applications on Windows Server operating systemsTroubleshoot application issues at the OS level, including permissions, services, registry, and performanceSupport application teams with OS-level diagnostics and resolutionPerform application log analysis and performance tuningCollaborate with development teams to resolve infrastructure-related application problemsITIL & Service Management
Resolve incidents and service requests related to Wintel systems via ITSM platforms (ServiceNow, Jira, etc.)Follow ITIL processes for Incident, Problem, Change, and Request ManagementCreate and update tickets with detailed documentation and resolution stepsEscalate complex issues to Level 3 engineers and track resolution progressParticipate in Change Advisory Board (CAB) reviews and change implementationsMaintain SLAs and ensure timely ticket resolutionSecurity & Compliance
Execute CIS (Center for Internet Security) security remediations and hardening baselinesImplement and review 1AM permissions using 1AM Access Analyzer and least privilege modelPerform Vulnerability Management System (VMS) remediation based on scan findingsExecute Cloudscape recommendations in collaboration with InfoSec teamsWork on Security threat detection tools and perform remediationSupport security compliance scanning and remediation activitiesMaintain security configurations and monitor for security alertsImplement and maintain SSL certificate management and renewal processesContainer & DevSecOps Awareness
Demonstrate basic knowledge of container technologies (Docker, Kubernetes, ECS, EKS, AKS, GKE)Familiarity with DevSecOps practices and tools used in Singapore Government technology stack (SHIP-HATS)Support containerized Windows applications where applicableUnderstand CI / CD pipeline concepts and security integrationAutomation & Scripting
Develop and maintain PowerShell scripts for routine tasks, automation, and remediationUtilize AWS CLI, Azure CLI, and gcloud CLI for cloud operationsCreate and execute SSM Documents for automated remediation and configuration managementAutomate repetitive operational tasks to improve efficiencyBackup & Disaster Recovery
Implement and maintain backup and recovery strategies for Windows servers in cloud environmentsPerform backup validations and participate in disaster recovery testingSupport business continuity planning activitiesDocument and test recovery proceduresDocumentation & Knowledge Management
Create and maintain technical documentation, knowledge articles, and standard operating procedures (SOPs)Document troubleshooting steps, configurations, and remediation proceduresMaintain runbooks for common operational tasksContribute to team knowledge base and continuous improvement initiativesMonitoring & Observability
Configure and maintain monitoring using CloudWatch, Azure Monitor, and GCP Cloud MonitoringSet up alerts, alarms, and notifications for critical systemsAnalyze logs and metrics to identify and resolve issues proactivelySupport integration with centralized monitoring and observability platformsAudit & Compliance Support
Participate in internal and external auditsProvide evidence and documentation for compliance requirementsSupport audit remediation activitiesMaintain compliance with government security frameworks and standardsSoft Skills & Competencies
Analytical Skills - Strong incident triage and root cause analysis under pressureProblem Solving - Effective troubleshooting of complex Windows and cloud issuesCommunication - Clear written and verbal communication; capable of producing documentation and interacting with stakeholdersCustomer Service - Ability to handle and communicate with demanding customers tactfully and professionallyOwnership - Proactive problem-solving mindset with accountability for service deliveryCollaboration - Team player with collaborative work ethicAdaptability - Willingness to learn new technologies and adapt to changing environmentsAttention to Detail - Accurate implementation and thorough documentationTime Management - Effective prioritization of tasks and ticketsResilience - Ability to work under pressure during incidents and critical situationsRequired Qualifications
Diploma or Degree in Information Technology, Computer Science, or related disciplineMinimum 4 years of hands-on Wintel administration and support experienceMinimum 2 years of hands-on cloud experience supporting Cloud Windows workloadsStrong understanding of OS patching processes and patch management toolsExperience with ITIL practices and using ITSM ticketing systems (ServiceNow, Jira, etc.)Experience with application deployment and OS-level troubleshootingHands-on experience with CIS security hardening and remediationPowerShell scripting proficiency for automation and routine tasksBasic knowledge of Linux operating systemsExperience in regulated or secure environmentsAvailability for 24 / 7 shift rotation and on-call supportTechnical Skills & Experience
Operating Systems - Windows Server (2012 / 2016 / 2019 / 2022 / 2025), basic Linux knowledge
Cloud Platforms - Amazon Web Services, Microsoft Azure, Google Cloud Platform
Windows Infrastructure - Active Directory, DNS, DHCP, GPO, WSUS, Clustering, File Services
Patch Management - WSUS, SCCM, AWS Systems Manager, Azure Update Management, basic YUM / DNF
Application Support - Application deployment, OS-level troubleshooting, performance diagnostics
Security & Hardening - CIS Benchmarks, 1AM Access Analyzer, vulnerability remediation, EDR / XDR tools
Cloud Services - EC2, S3,1AM, CloudWatch, SSM, Azure VMs, GCP Compute Engine
Security Tools - Trend Micro Vision One, Qualys, Tenable, AWS Config, Azure Security Center
Scripting - PowerShell, AWS CLI, Azure CLI, gcloud CLI
ITIL & ITSM - Incident / Problem / Change Management, ServiceNow, Jira
Backup & Recovery - Windows Server Backup, AWS Backup, Azure Backup, DR procedures
Containers - Basic knowledge of Docker, Kubernetes, and cloud container services
DevSecOps - Familiarity with SHIP-HATS and government DevSecOps frameworks
Preferred Certifications
AWS Certified Solutions Architect - AssociateMicrosoft Certified : Azure Administrator AssociateCompTIA Security+ or similar security certificationLinux Professional Institute Certification (LPIC-1) or Red Hat Certified System Administrator (RHCSA)AWS Certified SysOps Administrator - AssociateMicrosoft Certified : Windows Server Hybrid Administrator AssociateITIL v3 / v4 FoundationWork Arrangements
This role requires participation in 24 / 7 shift rotation to support critical infrastructure operationsExtended work hours may be required during incidents, maintenance windows, and patching activitiesOn-call support responsibilities as part of rotation scheduleFlexibility to work outside normal office hours for change implementations and emergency responseTasks may regularly exceed normal office hours due to operational requirementsInterested candidates, please click "APPLY" to begin your job search journey and submit your CV directly through the official PERSOL job application platform - GO Mobile.
We regret to inform you that only shortlisted candidates will be notified.
Gelangre Reyanelle Gelario | REG No : R1870995
PERSOL SINGAPORE PTE LTD | EA License No : 01C4394
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Microsoft Azure
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