Cloud Technical Manager

Job Summary

We are seeking an accomplished Cloud Technical Manager with deep technical expertise across multi-cloud

platforms to lead cloud infrastructure operations for both commercial and Singapore Government-

appointed agencies. This senior technical leadership role demands extensive hands-on experience managing

complex cloud environments across Amazon Web Services (AWS), Microsoft Azure, and Google Cloud

Platform (GCP), with strong focus on both Linux and Windows system administration. The ideal candidate

will possess L3-level technical proficiency, demonstrate exceptional stakeholder management capabilities,

and provide technical guidance to engineering teams while driving operational excellence, security

hardening, and infrastructure modernization initiatives.

Key Responsibilities

Multi-Cloud Infrastructure Leadership & Architecture

• Lead the design, deployment, and management of cloud-native architectures across AWS,

Microsoft Azure, and Google Cloud Platform in production environments

• Architect and implement scalable, highly available, and secure multi-cloud solutions aligned

with business requirements and government compliance standards

• Provide technical leadership for cloud services including: EC2, S3, Lambda, ECS/EKS, RDS,

CloudWatch, Systems Manager, Azure Virtual Machines, Azure Kubernetes Service (AKS),

Azure Monitor, Compute Engine, Google Kubernetes Engine (GKE), Cloud Functions, Cloud

Storage, and Cloud Monitoring

• Design and implement infrastructure architecture for new application deployments,

ensuring best practices in scalability, performance, and cost optimization

• Evaluate and recommend cloud technologies, services, and architectural patterns to support

business objectives and digital transformation initiatives

• Lead migration initiatives from on-premises to cloud and cloud-to-cloud migrations across

AWS, Azure, and GCP

• Monitor and optimize cloud resource utilization, implementing cost management strategies

and right-sizing recommendations

Technical Team Leadership & Mentorship

• Provide technical leadership, guidance, and mentorship to L2 Linux Engineers, L2 Wintel

Engineers, and L3 Cloud Engineers

• Conduct technical design reviews, code reviews for Infrastructure as Code (IaC), and

architectural assessments

• Act as the technical escalation point for complex infrastructure issues requiring advanced

troubleshooting and resolution

• Drive knowledge transfer initiatives, facilitate technical training sessions, and develop

engineering team capabilities

• Lead incident response for critical production issues, coordinating cross-functional teams

and ensuring rapid resolution

• Foster a culture of operational excellence, automation, continuous improvement, and

technical innovation

• Participate in 24/7 shift rotation and on-call escalation support to provide leadership during

critical incidents

Operating System Lifecycle & Patch Management

• Oversee and coordinate enterprise-wide OS patching operations across RHEL (v7 to v10) and

Windows Server (2016 to 2025) environments using native tools eg. AWS Systems Manager,

Azure Update Management, WSUS, SCCM, and YUM/DNF

• Demonstrate advanced proficiency in both Linux and Windows system administration with

the ability to troubleshoot complex issues across both platforms

• Develop and enforce patching strategies, policies, and schedules aligned with security

compliance requirements and business continuity objectives

• Lead monthly and quarterly patch cycles, ensuring comprehensive testing, validation, and

rollback procedures

• Coordinate patch approvals with Change Advisory Board (CAB) and manage stakeholder

communications throughout patching activities

• Execute post-patch validation, remediation activities, and compliance reporting for audit

requirements

• Identify and manage End-of-Life (EOL) operating systems and applications, planning upgrade

and migration strategies

Security Hardening & Compliance Management

• Lead CIS (Center for Internet Security) security hardening initiatives and remediation

activities across all cloud platforms and operating systems

• Implement and maintain security baselines based on CIS Benchmarks, government security

standards (IM8 Policy), and industry best practices

• Oversee vulnerability management programs using tools such as Trend Micro, Qualys,

Tenable, and AWS Config

• Prioritize, coordinate, and track security remediation efforts across infrastructure teams to

ensure timely resolution of vulnerabilities

• Manage SSL/TLS certificate lifecycle, including renewals, implementation, and monitoring

across multi-cloud environments

• Ensure compliance with government-level security, audit, and regulatory requirements

including SOC 2, ISO 27001, and Singapore government frameworks

• Collaborate with InfoSec teams on security assessments, penetration testing, and audit

preparations

• Implement and maintain security monitoring, logging, and alerting mechanisms using native

cloud tools and third-party solutions

Infrastructure as Code (IaC) & Automation

• Lead Infrastructure as Code initiatives using Terraform, Ansible, AWS CloudFormation, and

Azure Resource Manager (ARM) templates

• Design and implement automated infrastructure deployment pipelines with CI/CD

integration

• Troubleshoot complex environment drift, pipeline failures, and infrastructure provisioning

issues across multi-cloud environments

• Implement and maintain GitOps practices for infrastructure deployment and version control

• Drive automation initiatives to reduce manual operational overhead and improve

infrastructure reliability

ITIL Process Management & Service Delivery

• Oversee ITIL processes including Incident Management, Problem Management, Change

Management, and Request Management

• Manage and optimize ITSM workflows using ServiceNow, Jira, or similar enterprise ITSM

platforms

• Lead Change Advisory Board (CAB) reviews for infrastructure changes, providing technical

assessment and risk analysis

• Drive incident escalation processes, root cause analysis (RCA), and Post-Incident Review

(PIR) activities

• Ensure compliance with Service Level Agreements (SLAs) and Operational Level Agreements

(OLAs)

• Implement continuous service improvement initiatives based on operational metrics, KPIs,

and stakeholder feedback

• Maintain comprehensive documentation including runbooks, standard operating procedures

(SOPs), and architectural diagrams

Stakeholder Management & Communication

• Act as the primary technical liaison between infrastructure teams and business stakeholders,

application owners, and senior management

• Manage expectations and communicate technical concepts effectively to both technical and

non-technical audiences

• Coordinate with cross-functional teams including Development, Security, Networking, and

Database teams on infrastructure initiatives

• Lead technical discussions, architecture reviews, and solution design sessions with

stakeholders

• Provide regular status updates, operational reports, and capacity planning

recommendations to management

• Manage vendor relationships for cloud services, security tools, and infrastructure platforms

• Facilitate communication during critical incidents, ensuring timely updates to all

stakeholders and maintaining service transparency

Container Orchestration & DevSecOps

• Provide technical leadership for containerization initiatives using Docker, Kubernetes,

Amazon ECS, Amazon EKS, Azure AKS, and Google GKE

• Implement and maintain DevSecOps practices with SHIP-HATS (Secure Hybrid Integration

Pipeline - Hive Agile Testing Solutions) within Singapore Government technology stack

• Oversee CI/CD pipeline operations, integrating security scanning tools including SAST, DAST,

and container vulnerability scanning

• Drive containerization strategy and microservices architecture adoption across application

portfolios

Monitoring, Observability & Performance Optimization

• Design and implement comprehensive monitoring, logging, and alerting strategies using

CloudWatch, Azure Monitor, GCP Cloud Monitoring, and third-party observability platforms

• Configure and maintain observability stacks for metrics, logs, traces, and alerts across multi-

cloud environments

• Implement log aggregation and analysis using centralized logging solutions

• Lead performance optimization initiatives, conducting capacity planning and resource right-

sizing activities

• Establish operational dashboards, reporting mechanisms, and proactive alerting for

infrastructure health and performance

Documentation & Knowledge Management

• Create and maintain comprehensive infrastructure documentation, including system

architecture diagrams, network topology, and data flow diagrams

• Develop and maintain technical runbooks, troubleshooting guides, and disaster recovery

procedures

• Ensure audit-readiness through meticulous documentation discipline and change tracking

• Maintain Configuration Management Database (CMDB) accuracy and asset inventories

• Build and maintain knowledge base articles, FAQs, and best practice documentation for

team reference

Required Qualifications

Education & Experience

• Bachelor's degree in Computer Science, Information Systems, Information Technology, or

related technical field

• Minimum 5 years of experience in infrastructure and cloud engineering roles with

progressive leadership responsibilities

• At least 5 years of hands-on experience managing multi-cloud environments across AWS,

Microsoft Azure, and Google Cloud Platform

• Minimum 1 years of experience in regulated environments such as public sector,

government, financial services, or healthcare

• Proven experience in 24/7 operational support environments with incident management

and on-call responsibilities

• Demonstrated experience leading technical teams, mentoring engineers, and driving

operational excellence initiatives

Technical Skills & Expertise

• Multi-Cloud Platforms: Expert-level proficiency in Amazon Web Services (AWS), Microsoft

Azure, and Google Cloud Platform (GCP) with hands-on experience across compute, storage,

networking, security, and managed services

• Operating Systems: Advanced expertise in both Linux (RHEL, CentOS, Ubuntu, Amazon

Linux) and Windows Server administration (2016, 2019, 2022, 2025) with deep

troubleshooting capabilities

• Patch Management: Extensive experience with enterprise patch management using AWS

Systems Manager, Azure Update Management, WSUS, SCCM, and YUM/DNF

• Security Hardening: Strong background in CIS Benchmark implementation, security

remediation, and compliance frameworks (IM8, SOC 2, ISO 27001)

• Infrastructure as Code: Proficiency in Terraform, Ansible, AWS CloudFormation, ARM

templates, and GitOps practices

• Container Technologies: Experience with Docker, Kubernetes, Amazon ECS/EKS, Azure AKS,

Google GKE, and container orchestration

• ITIL & ITSM: Deep understanding of ITIL v3/v4 processes with hands-on experience using

ServiceNow, Jira, or similar ITSM platforms

• DevSecOps: Experience with CI/CD pipelines, security scanning integration, and familiarity

with SHIP-HATS platform

• Scripting & Automation: Proficiency in PowerShell, Bash/Shell scripting, Python for

automation and infrastructure operations

• Monitoring & Observability: Experience with CloudWatch, Azure Monitor, GCP Cloud

Monitoring, Prometheus, Grafana, ELK Stack, or similar platforms

Preferred Certifications

• AWS Certified Solutions Architect – Professional or AWS Certified DevOps Engineer –

Professional

• Microsoft Certified: Azure Solutions Architect Expert

• Google Cloud Professional Cloud Architect

• Red Hat Certified Engineer (RHCE) or Red Hat Certified Architect (RHCA)

• Microsoft Certified: Windows Server Hybrid Administrator Associate

• ITIL v4 Foundation or ITIL Expert

• Certified Kubernetes Administrator (CKA) or Certified Kubernetes Security Specialist (CKS)

• HashiCorp Certified: Terraform Associate or Professional

Soft Skills & Competencies

• Technical Leadership: Demonstrated ability to lead technical initiatives, provide

architectural guidance, and mentor engineering teams

• Stakeholder Management: Ability to manage relationships with diverse stakeholders, from

technical teams to executive leadership

• Communication: Outstanding verbal and written communication skills with ability to

articulate complex technical concepts to non-technical audiences

• Problem Solving: Advanced analytical and troubleshooting capabilities with systematic

approach to complex multi-cloud infrastructure challenges

• Strategic Thinking: Ability to balance immediate operational needs with long-term

infrastructure strategy and roadmap planning

• Collaboration: Strong teamwork and cross-functional collaboration skills with experience

working across development, security, and operations teams

• Adaptability: Agile and responsive to rapidly changing technology landscapes, business

requirements, and operational demands

• Accountability: Takes ownership of outcomes, demonstrates attention to detail, and

ensures accurate and secure infrastructure implementations

• Customer Focus: Service-oriented mindset with commitment to delivering high-quality

solutions that meet business and user needs

• Continuous Learning: Commitment to staying current with evolving cloud technologies,

security practices, and industry best practices

• Mentorship: Proven ability to develop and support junior and mid-level engineers, fostering

technical growth and career development

Technical Manager Role Expectations

The Technical Manager position requires:

• L3+ level technical proficiency with hands-on expertise across multi-cloud platforms, Linux,

and Windows environments

• Proven experience architecting and deploying new infrastructure solutions in AWS, Azure,

and GCP

• Strong technical leadership with the ability to lead L2 and L3 engineers through complex

technical challenges

• Deep understanding of security hardening, CIS remediation, and compliance frameworks

• Exceptional stakeholder management capabilities with experience interfacing with senior

leadership

• Proactive approach to incident prevention, operational excellence, and continuous

improvement

• Calm, structured, and methodical incident handling with strict adherence to ITIL processes

• Audit-readiness mindset with comprehensive documentation practices

• Experience working within Singapore Government technology frameworks and compliance

requirements

• Ability to drive escalations effectively and manage critical stakeholder communications

during incidents

Work Arrangements

• This role requires participation in 24/7 shift rotation and on-call escalation support for

critical infrastructure operations

• Extended work hours may be required during major incidents, maintenance windows, and

change implementations

• On-call support responsibilities as part of senior leadership rotation schedule

• Flexibility to work outside normal office hours for patching activities, architecture

deployments, and emergency response

• May require occasional travel for stakeholder meetings, vendor engagements, or cross-site

coordination

Job Type: Permanent

Pay: $3, $11,367.09 per month