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Fractional CTO; Digital Transformation & Remote Operations

Remote / Online - Candidates ideally in
Singapore
Listing for: PROGRESSION SEARCH PTE. LTD.
Part Time, Remote/Work from Home position
Listed on 2025-12-05
Job specializations:
  • IT/Tech
    IT Project Manager, IT Consultant, Cloud Computing, Systems Engineer
Salary/Wage Range or Industry Benchmark: 150000 - 200000 SGD Yearly SGD 150000.00 200000.00 YEAR
Job Description & How to Apply Below
Position: Fractional CTO (Digital Transformation & Remote Operations)

Roles & Responsibilities

We are seeking for a Fractional Chief Technology Officer (CTO) on behalf of a client embarking on a broad digital transformation journey. This senior technology leader will play a pivotal advisory role — modernizing infrastructure, streamlining operations, and introducing structure and best practices across regional and remote teams.

The ideal candidate brings both strategic foresight and operational discipline — able to assess, design, and implement technology frameworks that strengthen performance and scalability.

[working arrangements : 3 days a week]

Key Responsibilities
  • Technology Leadership & Advisory
  • Partner with senior management to shape and execute a digital transformation roadmap.
  • Evaluate current infrastructure, systems, and processes for modernization opportunities.
  • Provide strategic guidance and mentorship to the IT leadership team.
Cloud & Infrastructure Modernization
  • Lead the migration of systems from on-premise to cloud (AWS, Azure, or GCP).
  • Define governance, cybersecurity, and cost-management frameworks for sustainable operations.
  • Recommend automation tools to improve efficiency and visibility.
Offshoring & Remote Workforce Management
  • Develop strategies to offshore selected IT functions while maintaining performance quality.
  • Create and implement SOPs to manage distributed teams across regions.
  • Establish clear communication, performance metrics, and reporting structures.
Operational Excellence & Process Optimization
  • Standardize IT policies, workflows, and escalation procedures
  • Introduce collaboration and tracking tools to support remote delivery.
  • Build measurable KPIs for IT and cross-functional performance.
Ideal Profile
  • 10+ years in senior technology leadership (CTO, Head of IT, or equivalent).
  • Proven experience leading digital transformation and cloud migration programs.
  • Strong operational mindset — comfortable building structure, process, and governance from the ground up.
  • Skilled in managing offshore and remote teams, with an emphasis on accountability and clarity.
  • Strategic yet hands‑on leader with a pragmatic, delivery‑driven approach.

If you’re a seasoned technology leader who thrives on shaping digital capability and building scalable, modern tech operations — we’d love to hear from you.

Key Skills
  • Digital Transformation
  • Feasibility Studies
  • Management Skills
  • Leadership
  • Streamlining
  • Scalability
  • Operational Excellence
  • Azure
  • Change Management
  • Automation Tools
  • Security Policy
  • Technology Leadership
  • Information Technology
  • Mentorship
  • Vendor Management
  • Digitization
  • Accountability
  • Workforce Management
  • Design Thinking
  • Process Optimization
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