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Fractional CTO (Digital Transformation & Remote Operations)

Post Sales (Technical and Support)/Direct Hire

About the Opportunity

Progression Search is seeking 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.

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.

? Please reach out to Maryh at Progression Search to discuss further.

JOB ID: 2270

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