Cloud Wintel Engineer

Lenovo PCCW Solutions; Singapore; On-site; SGD 60,000 - 80,000; Full time

Job summary

A leading technology provider located in Singapore is seeking a knowledgeable IT Support Specialist to manage operational support for Windows Server in cloud environments. The successful candidate will have hands-on experience with AWS, Azure, and GCP, and be skilled in application deployment, troubleshooting, and patch management. You will play a crucial role in supporting compliance and automation initiatives, helping to maintain high-performance systems across multiple platforms. This full-time position comes with competitive benefits and opportunities for growth.

Benefits

Competitive salary

Health benefits

Work-life balance initiatives

Qualifications

• Experience in providing L2 support for Windows Server in cloud environments.
• Hands-on experience with AWS, Azure, and Google Cloud services.
• Ability to perform OS patching and manage compliance.

Responsibilities

• Provide operational support for Windows Server environments.
• Perform patch management and execute patch cycles.
• Deploy and troubleshoot applications on Windows servers.
• Automate routine tasks using PowerShell and cloud CLI tools.

Skills

Operational support for Windows Server environments

Cloud platform management (AWS, Azure, GCP)

Application deployment and troubleshooting

Patch management and compliance

Automation with PowerShell

Security remediation and compliance

Education

Relevant technical degree or certification

Tools

AWS CLI

Azure CLI

PowerShell

ServiceNow

Jira

Job description

Overview

• 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, IAM, 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 IAM.
• 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 systems.
• Troubleshoot application issues at the OS level, including permissions, services, registry, and performance.
• Support application teams with OS‑level diagnostics and resolution.
• Perform application log analysis and performance tuning.
• Collaborate with development teams to resolve infrastructure‑related application problems.
• Resolve incidents and service requests related to Wintel systems via ITSM platforms (ServiceNow, Jira, etc.).
• Follow ITIL processes for Incident, Problem, Change, and Request Management.
• Create and update tickets with detailed documentation and resolution steps.
• Escalate complex issues to Level 3 engineers and track resolution progress.
• Participate in Change Advisory Board (CAB) reviews and change implementations.
• Maintain SLAs and ensure timely ticket resolution.

Security & Compliance

• Execute CIS (Center for Internet Security) security remediations and hardening baselines.
• Implement and review IAM permissions using IAM Access Analyzer and least privilege model.
• Perform Vulnerability Management System (VMS) remediation based on scan findings.
• Execute Cloudscape recommendations in collaboration with InfoSec teams.
• Work on Security threat detection tools and perform remediation.
• Support security compliance scanning and remediation activities.
• Maintain security configurations and monitor for security alerts.
• Implement and maintain SSL certificate management and renewal processes.
• 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 applicable.
• Understand CI/CD pipeline concepts and security integration.

Automation & Scripting

• Develop and maintain PowerShell scripts for routine tasks, automation, and remediation.
• Utilize AWS CLI, Azure CLI, and gcloud CLI for cloud operations.
• Create and execute SSM Documents for automated remediation and configuration management.
• Automate repetitive operational tasks to improve efficiency.

Backup & Disaster Recovery

• Implement and maintain backup and recovery strategies for Windows servers in cloud environments.
• Perform backup validations and participate in disaster recovery testing.
• Support business continuity planning activities.
• Document and test recovery procedures.

Documentation & Knowledge Management

• Create and maintain technical documentation, knowledge articles, and standard operating procedures (SOPs).
• Document troubleshooting steps, configurations, and remediation procedures.
• Maintain runbooks for common operational tasks.
• Contribute to team knowledge base and continuous improvement initiatives.

Monitoring & Observability

• Configure and maintain monitoring using CloudWatch, Azure Monitor, and GCP Cloud Monitoring.
• Set up alerts, alarms, and notifications for critical systems.
• Analyze logs and metrics to identify and resolve issues proactively.
• Support integration with centralized monitoring and observability platforms.

Audit & Compliance Support

• Participate in internal external audits.
• Provide evidence and documentation for compliance requirement.
• Support audit remediation activities.
• Maintain compliance with government security frameworks and standards.