Wintel Cloud Engineer

3 weeks ago

Singapore OPENSOURCE PTE. LTD. Full time
Roles & Responsibilities

Job Summary

We are seeking a highly skilled and experienced Level 3 Wintel Cloud Engineer to lead the support, automation, optimization, and transformation of Windows-based infrastructure across cloud and hybrid environments.

This role requires in-depth hands-on experience in AWS, strong PowerShell scripting, and a security-first mindset. You will act as a Subject Matter Expert (SME) for AWS-hosted Windows workloads, supporting mission-critical services in regulated environments (e.g., Government Commercial Cloud).

Key Responsibilities
  • Provide expert-level support for Windows Server (2016/2019/2022) in AWS and hybrid environments.
  • Lead complex root cause analysis (RCA) and drive incident resolution for escalated issues from L1/L2 teams.
  • Manage and optimize EC2, EBS, S3, CloudWatch, IAM, and Systems Manager for Windows workloads.
  • Implement advanced automation using PowerShell, AWS CLI, and SSM Documents.
  • Administer Active Directory, DNS, DHCP, Group Policy, ADCS, and hybrid identity integration (AD Connect).
  • Ensure security compliance through CIS hardening, patch management, and vulnerability remediation (Cloudscape/VMS).
  • Integrate and support EDR/XDR tools like Trend Micro Vision One for endpoint protection and response.
  • Review and remediate IAM permissions using IAM Access Analyzer, ensuring least privilege principles.
  • Collaborate with architects and DevOps teams on scalable, high-availability infrastructure design and deployment.
  • Develop and maintain Infrastructure-as-Code (IaC) templates using CloudFormation or Terraform.
  • Establish and enforce monitoring and alerting standards using AWS native and third-party tools (e.g., CloudWatch, Datadog).
  • Participate in and lead change management, capacity planning, DR drills, and compliance audits.
  • Provide technical mentoring to L1/L2 engineers and support documentation and knowledge base development.
Required Qualifications
  • Bachelor's degree in Computer Science, Information Technology, or a related field.
  • 5+ years of hands-on experience in Windows infrastructure support.
  • 2+ years of hands-on experience in AWS Cloud (Windows workloads).
  • Deep expertise in AWS services: EC2, IAM, CloudWatch, Systems Manager, S3, VPC, ELB, EBS, KMS, CloudTrail, Config.
  • Strong PowerShell scripting and automation skills.
  • Exposure to Terraform or CloudFormation for infrastructure deployment.
  • Knowledge of backup/recovery solutions (e.g., AWS Backup, Veeam) for Windows on AWS.
  • Solid understanding of networking, firewalls, routing, load balancing, and security best practices.
  • Experience with CIS Benchmarks, IAM role analysis, and patch management tools.
  • Familiarity with ITIL practices and enterprise ticketing tools (e.g., ServiceNow, Jira).
  • Experience working in regulated environments (finance, healthcare, public sector, GCC) is highly desirable.
Preferred Certifications
  • AWS Certified Solutions Architect – Associate/Professional
  • AWS Certified SysOps Administrator
  • Microsoft Certified: Windows Server Hybrid Administrator Associate
  • ITIL v3/v4 Foundation
Soft Skills
  • Strong analytical and problem-solving skills with an ability to handle high-pressure incidents.
  • Excellent communication skills to translate technical issues to non-technical stakeholders.
  • Demonstrated leadership in mentoring, documentation, and guiding junior staff.
  • Ability to prioritize and manage multiple tasks effectively in a dynamic environment.
  • Collaborative mindset with a commitment to continuous improvement and learning.
Tell employers what skills you have

Veeam
Mentoring
Remediation
Powershell
Root Cause Analysis
Scripting
Routing
EC2
Networking
Windows
Audits
ITIL
DNS
Infrastructure Support

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