Liberty Information Technology Limited
External Description Senior Director of Strategy and Transformation Grade: L8 Role Purpose & Context Reporting to the Managing Director (or designated Executive sponsor), the Senior Director of Strategy and Transformation is an enterprise leader accountable for defining and delivering Liberty IT's (LIT) strategic transformation agenda to 2030 and beyond. This role partners closely with the Liberty Mutual Executive Leadership Team, Liberty IT's SLT, senior leaders across Liberty Mutual, and external stakeholders to set strategy, mobilize cross functional teams, and ensure LIT delivers measurable business outcomes through technology, data, AI, and consultancy led transformation. The Senior Director will own LIT's strategy and transformation capability, shape LIT's transformation offerings, and run major transformation initiatives that modernize operating models, accelerate value realization, and scale capabilities across the organisation. This senior role combines deep technical understanding of data and AI with strong commercial, program and people leadership. The Senior Director will lead multi functional teams, sponsor enterprise wide change, and focus on evolving LIT's consultancy, product, and transformation capabilities and talent pipeline. As part of this remit the Senior Director is responsible for building and operating an LIT PMO that supports creation and ongoing management of LIT's strategic plan (including capability building key transformational capabilities), and manages large strategic programmes of work; the PMO also owns reporting, communications and benefits tracking for the plan. Key Responsibilities Strategy, Vision & 2030 Roadmap Co develop and own LIT's 2030 transformation roadmap with the Global CIO and senior stakeholders; translate enterprise strategy into coherent technology, data, AI, product and organisational initiatives. Anticipate market, workforce and technology trends (engineering, architecture, cloud, data, AI) to frame strategic direction for LIT's transformation offerings and workforce investments. Influence enterprise priorities and investment decisions through compelling strategy, clear KPIs, and executive engagement. Maintain executive reporting and communications for the strategic plan, ensuring transparency of priorities, progress and outcomes. LIT PMO, Planning & Programme Management Build, lead and operate an LIT PMO that supports the creation, prioritisation, and ongoing management of LIT's strategic plan, with explicit focus on capability building (consultancy, product, data) and alignment to enterprise priorities. Own portfolio reporting, governance, stakeholder communications, benefits tracking and decision support related to the strategic plan, via the monthly operating reports ensuring timely, accurate reporting to executive forums and the Global CIO. Establish and enforce an enterprise wide Engineering Excellence standard across Liberty Mutual that industrialises modern engineering practices (cloud native, AI enabled, secure by design) into measurable, non negotiable capabilities-anchored by a transparent enterprise rating system that sets and tracks the performance bar across all product and platform teams-driving step change improvements in speed, resilience, and cost to serve while eliminating fragmentation and institutionalising continuous uplift. Manage and deliver large strategic programmes of work (which will vary with business needs), ensuring rigorous programme management, interdependency control, and outcomes delivery. Enterprise Transformation Delivery & Operations Sponsor and lead major, multi year transformation programs focused on operating model redesign, capability uplift, and technology enabled change; ensure end to end delivery excellence and measurable business impact. Lead multi functional program teams (Consultancy, Product, PMO, Engineering, Risk, Legal, Security) and maintain accountability for scope, schedule, cost, quality and benefits realisation. Drive continuous improvement, delivery playbooks, and reuse of enterprise capabilities to optimise predictability, cost and time to value; ensure LIT deliverables meet stakeholder expectations and enterprise standards. Transformation Related Offerings Own definition, establishment and scaling of LIT's transformation related offerings - consultancy led transformation, strategic advisory, and turnkey delivery services - embedding cloud first, vendor aware, secure by design architectures where relevant. Stakeholder, Governance, Vendor & Talent Management Act as senior advisor to the Liberty Mutual Executive Leadership Team and business stakeholders; communicate program vision and status to executive forums and, where required, Board level committees. Establish robust governance, risk and compliance controls for transformation initiatives and influence enterprise wide policies and standards. Manage strategic vendor relationships and ecosystems to deliver scale and differentiation; negotiate commercial terms, enforce SLAs, and integrate best of breed partners. Grow senior technical, consulting and delivery talent; create talent development programs, succession planning and a healthy pipeline across LIT. Partner with Strategy Leaders across the enterprise via the cross enterprise collaboration community to drive knowledge sharing, standards and operational consistency. Role model inclusive leadership and LIT values to increase employee engagement, retention, and leadership strength. Essential Criteria 12+ years of progressive leadership experience in strategy, transformation, or senior engineering/technology leadership roles, including significant experience leading enterprise transformation programs. Demonstrable experience building and operating a PMO that supports strategic planning, portfolio reporting and large programme management. Deep technical understanding of data platforms, ML/AI (including GenAI and agentic systems), cloud native architectures, and modern engineering practices. Proven experience leading multi functional teams (consulting, product, PMO, engineering) to deliver complex, cross enterprise outcomes. Strong track record influencing C suite stakeholders, shaping investment decisions, and delivering measurable business value. Demonstrable experience building and scaling consultancy and transformation offerings. Exceptional leadership, communication, and stakeholder management skills with experience presenting to executive and board level audiences. Experience partnering with Risk, Legal, and Security to embed compliance, privacy, and responsible AI controls. Strong commercial acumen with experience managing vendor ecosystems and contract negotiations. Commitment to people development, inclusive leadership, and building high performing teams. Desired Qualifications & Experience Experience within Financial Services or Insurance is highly desirable. Prior background in management consulting, enterprise transformation consulting, or running an internal consultancy/strategic practice is an advantage. Proven history of leading global, cross functional transformation programs. Advanced degree in Computer Science, Data Science, Business, or related field preferred. About Us LIT
External Description Senior Director of Strategy and Transformation Grade: L8 Role Purpose & Context Reporting to the Managing Director (or designated Executive sponsor), the Senior Director of Strategy and Transformation is an enterprise leader accountable for defining and delivering Liberty IT's (LIT) strategic transformation agenda to 2030 and beyond. This role partners closely with the Liberty Mutual Executive Leadership Team, Liberty IT's SLT, senior leaders across Liberty Mutual, and external stakeholders to set strategy, mobilize cross functional teams, and ensure LIT delivers measurable business outcomes through technology, data, AI, and consultancy led transformation. The Senior Director will own LIT's strategy and transformation capability, shape LIT's transformation offerings, and run major transformation initiatives that modernize operating models, accelerate value realization, and scale capabilities across the organisation. This senior role combines deep technical understanding of data and AI with strong commercial, program and people leadership. The Senior Director will lead multi functional teams, sponsor enterprise wide change, and focus on evolving LIT's consultancy, product, and transformation capabilities and talent pipeline. As part of this remit the Senior Director is responsible for building and operating an LIT PMO that supports creation and ongoing management of LIT's strategic plan (including capability building key transformational capabilities), and manages large strategic programmes of work; the PMO also owns reporting, communications and benefits tracking for the plan. Key Responsibilities Strategy, Vision & 2030 Roadmap Co develop and own LIT's 2030 transformation roadmap with the Global CIO and senior stakeholders; translate enterprise strategy into coherent technology, data, AI, product and organisational initiatives. Anticipate market, workforce and technology trends (engineering, architecture, cloud, data, AI) to frame strategic direction for LIT's transformation offerings and workforce investments. Influence enterprise priorities and investment decisions through compelling strategy, clear KPIs, and executive engagement. Maintain executive reporting and communications for the strategic plan, ensuring transparency of priorities, progress and outcomes. LIT PMO, Planning & Programme Management Build, lead and operate an LIT PMO that supports the creation, prioritisation, and ongoing management of LIT's strategic plan, with explicit focus on capability building (consultancy, product, data) and alignment to enterprise priorities. Own portfolio reporting, governance, stakeholder communications, benefits tracking and decision support related to the strategic plan, via the monthly operating reports ensuring timely, accurate reporting to executive forums and the Global CIO. Establish and enforce an enterprise wide Engineering Excellence standard across Liberty Mutual that industrialises modern engineering practices (cloud native, AI enabled, secure by design) into measurable, non negotiable capabilities-anchored by a transparent enterprise rating system that sets and tracks the performance bar across all product and platform teams-driving step change improvements in speed, resilience, and cost to serve while eliminating fragmentation and institutionalising continuous uplift. Manage and deliver large strategic programmes of work (which will vary with business needs), ensuring rigorous programme management, interdependency control, and outcomes delivery. Enterprise Transformation Delivery & Operations Sponsor and lead major, multi year transformation programs focused on operating model redesign, capability uplift, and technology enabled change; ensure end to end delivery excellence and measurable business impact. Lead multi functional program teams (Consultancy, Product, PMO, Engineering, Risk, Legal, Security) and maintain accountability for scope, schedule, cost, quality and benefits realisation. Drive continuous improvement, delivery playbooks, and reuse of enterprise capabilities to optimise predictability, cost and time to value; ensure LIT deliverables meet stakeholder expectations and enterprise standards. Transformation Related Offerings Own definition, establishment and scaling of LIT's transformation related offerings - consultancy led transformation, strategic advisory, and turnkey delivery services - embedding cloud first, vendor aware, secure by design architectures where relevant. Stakeholder, Governance, Vendor & Talent Management Act as senior advisor to the Liberty Mutual Executive Leadership Team and business stakeholders; communicate program vision and status to executive forums and, where required, Board level committees. Establish robust governance, risk and compliance controls for transformation initiatives and influence enterprise wide policies and standards. Manage strategic vendor relationships and ecosystems to deliver scale and differentiation; negotiate commercial terms, enforce SLAs, and integrate best of breed partners. Grow senior technical, consulting and delivery talent; create talent development programs, succession planning and a healthy pipeline across LIT. Partner with Strategy Leaders across the enterprise via the cross enterprise collaboration community to drive knowledge sharing, standards and operational consistency. Role model inclusive leadership and LIT values to increase employee engagement, retention, and leadership strength. Essential Criteria 12+ years of progressive leadership experience in strategy, transformation, or senior engineering/technology leadership roles, including significant experience leading enterprise transformation programs. Demonstrable experience building and operating a PMO that supports strategic planning, portfolio reporting and large programme management. Deep technical understanding of data platforms, ML/AI (including GenAI and agentic systems), cloud native architectures, and modern engineering practices. Proven experience leading multi functional teams (consulting, product, PMO, engineering) to deliver complex, cross enterprise outcomes. Strong track record influencing C suite stakeholders, shaping investment decisions, and delivering measurable business value. Demonstrable experience building and scaling consultancy and transformation offerings. Exceptional leadership, communication, and stakeholder management skills with experience presenting to executive and board level audiences. Experience partnering with Risk, Legal, and Security to embed compliance, privacy, and responsible AI controls. Strong commercial acumen with experience managing vendor ecosystems and contract negotiations. Commitment to people development, inclusive leadership, and building high performing teams. Desired Qualifications & Experience Experience within Financial Services or Insurance is highly desirable. Prior background in management consulting, enterprise transformation consulting, or running an internal consultancy/strategic practice is an advantage. Proven history of leading global, cross functional transformation programs. Advanced degree in Computer Science, Data Science, Business, or related field preferred. About Us LIT