Wintel Cloud Engineer

2 weeks ago


Singapore Opensource Full time $60,000 - $120,000 per year
Job Summary

We are seeking a highly capable Level 2 Windows Support Engineer with 5+ years of hands-on Wintel experience and at least 2 years of AWS cloud experience, preferably in regulated or secure environments (e.g., Government Commercial Cloud – GCC).

This role focuses on maintaining and supporting Windows workloads hosted on AWS, with exposure to Trend Micro Vision One, IAM Analyzer, CIS Hardening, and remediation tasks (VMS, Cloudscape).

Key Responsibilities
  • Provide L2 operational support for Windows Server 2012/2016/2019/2022 in both on-premises and AWS environments.
  • Manage and support AD, DNS, DHCP, GPO, WSUS, and Windows clustering .
  • Resolve incidents and service requests related to Wintel systems via ITSM platforms (ServiceNow, Jira, etc.).
  • Perform patch management and coordinate monthly/quarterly patch cycles using WSUS/SCCM/AWS Systems Manager.
  • Support AWS services: EC2, S3, IAM, EBS, CloudWatch, Systems Manager (SSM) .
  • Implement and review IAM permissions using IAM Access Analyzer and least privilege models.
  • Execute and remediate findings from CIS Hardening baselines and compliance scans .
  • Carry out Vulnerability Management System (VMS) remediation and Cloudscape recommendations in collaboration with InfoSec teams.
  • Work with Trend Micro Vision One (or similar EDR/XDR platforms) for threat detection and remediation.
  • Assist in automation scripting and remediation via PowerShell, AWS CLI, and SSM Documents .
  • Create and maintain technical documentation, knowledge articles, and SOPs .
  • Participate in audits, patch windows, and disaster recovery testing .
  • Perform on-call support and participate in 24x7 shift rotations when required.
Required Qualifications
  • Diploma or Degree in Information Technology, Computer Science , or related discipline.
  • 5+ years of hands-on Wintel administration and support.
  • 2+ years of AWS experience supporting Windows workloads.
  • Experience with IAM roles, security groups, S3 access policies, CloudWatch alarms/logs .
  • Exposure to security and hardening frameworks (e.g., CIS Benchmarks, SCAP).
  • Familiarity with tools like Trend Micro Vision One, Qualys/Tenable, AWS Config, AWS Systems Manager .
  • Proficiency in PowerShell scripting for routine tasks and automation.
  • Knowledge of backup and recovery strategies for Windows servers in cloud.
  • Understanding of ITIL practices and experience using ticketing systems.
Preferred Certifications
  • AWS Certified SysOps Administrator – Associate
  • AWS Certified Solutions Architect – Associate
  • Microsoft Certified: Windows Server Hybrid Administrator Associate
  • ITIL v3/v4 Foundation
Soft Skills
  • Strong analytical and incident triage skills under pressure.
  • Ability to handle and communicate with demanding customers tactfully and professionally.
  • Ownership mindset with proactive problem-solving ability.
  • Strong written and verbal communication; capable of producing clear documentation.
  • Team player with collaborative work ethic and willingness to learn new technologies.


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