Chief IT Strategy & Transformation Leader

icwgroup; San Diego (CA); On-site; USD 250,000 - 350,000; Full time

Job summary

ICW Group seeks a Head of IT Strategy & Transformation to lead the STO, aligning architecture, investment planning, and delivery governance with enterprise strategy. This executive role drives transformation across technology investments, standards, and organizational change.

The position requires guiding senior stakeholders, aligning roadmaps, and ensuring delivery readiness while reducing technical debt through a unified operating model and strong governance processes.

Responsibilities

• Leads the Integrated IT Strategy & Transformation Office
• Sets the strategic agenda and annual operating plan for the STO, unifying architecture, portfolio, delivery, and governance activity behind one coherent enterprise strategy.
• Owns the end-to-end operating model connecting strategy formulation, investment funding, architectural standards, delivery execution, and governance decision rights.
• Serves as the single executive point of accountability for whether the organization's technology investments collectively advance its strategic priorities - through the quality of the recommendations, architecture, and delivery readiness the STO brings forward, not through unilateral funding authority.
• Represents the STO to the executive team, the Investment Council, and Board-level committees, translating strategic intent into well-formed, architected, and delivery-ready investment recommendations for those bodies to decide.
• Enterprise Architecture: Directs the definition of enterprise architecture standards, technology roadmaps, and reference architectures that ensure every investment advances one coherent strategy.
• Establishes the architecture governance model - including an Architecture Review Board that evaluates major initiatives for strategic fit, technical risk, and reuse before funding is committed - and delegates day-to-day chairmanship of the Board to the Principal Architect.
• Owns the technology rationalization and modernization roadmap, reducing redundant platforms and technical debt over time.
• Lean Portfolio Management: Directs enterprise investment planning, aligning funding, capacity, and prioritization with strategic themes and value streams.
• Facilitates the Investment Council - a standing committee of executive leaders who hold formal decision-making authority over funding, sequencing, and re-prioritization of major initiatives - by preparing prioritized investment recommendations, portfolio trade-off analysis, and capacity/value data for the committee's decisions.
• Owns portfolio-level value realization: tracking benefits, cost, and capacity against plan, and reallocating investment as strategic priorities shift.

Job description

ICW Group seeks a Head of IT Strategy & Transformation to lead the STO, aligning architecture, investment planning, and delivery governance with enterprise strategy. This executive role drives transformation across technology investments, standards, and organizational change.

The position requires guiding senior stakeholders, aligning roadmaps, and ensuring delivery readiness while reducing technical debt through a unified operating model and strong governance processes.