Fractional Director, Enterprise Technology Transformation

Company:
Brainyyack

Location:

Remote – North America (Canada or US preferred)

Employment Type:

6-month contract may lead to permanent

Reports To:

CTO
Travel:
Occasional travel to client locations in the United States

About Brainyyack. Brainyyack is a technology and AI engineering consultancy helping organizations modernize enterprise systems, improve operational eGficiency, and implement technology-driven transformation. We work directly with executive teams to translate complex business challenges into practical technology solutions, combining enterprise architecture, software engineering, cloud infrastructure, AI, automation, and managed services.

We are seeking an experienced Director, Enterprise Technology Transformation to lead complex enterprise modernization and IT transformation programs. Our immediate priority is a large-scale transformation engagement with a US-based enterprise organization. The program involves modernizing legacy applications and infrastructure, improving operational eGficiency, introducing AI and automation, and transitioning selected internal IT functions into a managed-services delivery model. We are looking for someone who has successfully led similar transformations from planning through execution.

This is not a traditional project management or advisory role. We need a hands-on transformation leader who understands enterprise technology environments, can coordinate multidisciplinary technical teams, manage complex migrations, and deliver measurable business outcomes.

• 1. Enterprise Technology Modernization
  • Lead the execution of enterprise-wide technology modernization programs.
  • Oversee legacy application modernization, platform migrations, cloud transformation, and systems integration.
  • Work with enterprise architects and engineering teams to translate target-state architecture into executable delivery plans.
  • Identify opportunities to consolidate, retire, replace, or modernize existing applications.
  • Manage dependencies across applications, infrastructure, cybersecurity, data, and operations.
• 2. IT Transformation & Managed Services Transition
  • Lead the transition of selected internal IT functions into externally managed service models.
  • Assess existing IT operations, staGing, responsibilities, service levels, and operating costs.
  • Develop transition plans covering knowledge transfer, service continuity, governance, and operational readiness.
  • Support the redesign of IT operating models to improve eGiciency and accountability.
  • Ensure transitions are executed with minimal business disruption.
• 3. Program Leadership & Execution
  • Own integrated transformation roadmaps, including 30/60/90-day execution plans and longer-term modernization initiatives.
  • Coordinate multiple delivery work streams involving engineering, cloud, infrastructure, data, security, AI, and IT operations.
  • Manage project budgets, resources, timelines, risks, dependencies, and delivery commitments.
  • Establish governance, reporting, and escalation processes.
  • Ensure technical initiatives move from assessment into implementation and measurable results.
• 4. Operational EOficiency & Automation
  • Identify opportunities to reduce manual work, simplify processes, and improve IT productivity.
  • Collaborate with AI and automation specialists to prioritize and implement high-value opportunities.
  • Establish baseline operating costs and measure realized eGiciency gains.
  • Translate modernization initiatives into quantifiable business benefits and cost savings.
• 5. Executive & Stakeholder Leadership
  • Serve as a senior point of contact for client executives and IT leadership.
  • Communicate transformation progress, risks, decisions, and financial impact.
  • Navigate complex…