Jobs and Careers

Head of Transformation Delivery - Cayman Islands

Grand Cayman, KY, KY1-9001full_timeVerifiedPosted 11 Jun 2026

💰 $250,000/yr($180,000/yr – $250,000/yr)

About the role

We are a leading international law firm for global corporations, financial institutions, capital market participants and investment fund managers. With a global presence spanning the Americas, Europe, the Middle East and Asia, we advise on the laws of Bermuda, the British Virgin Islands, the Cayman Islands, Guernsey, Ireland and Jersey.

We treat everyone as the intelligent professional they are. Our approach is to trust and empower our people to deliver consistently, and enable them to succeed. Diversity is our secret weapon – it’s the sheer breadth of Walkers people that makes us who we are – gathered from across the globe and fluent in languages, jurisdictions and cultures that help us to mirror our clients and keep our own thinking in tune with the world in which we operate.

Overview of role

We are seeking an exceptional Director of Transformation to lead and shape the strategic direction of our global Transformation Delivery function. This is a high-profile leadership opportunity for an experienced transformation professional with a proven track record of delivering complex enterprise-wide programmes, driving operational excellence, and building high-performing global teams.

Reporting directly to the Chief Transformation Officer, the Director of Transformation will oversee the firm’s transformation roadmap and portfolio of strategic programmes and projects across multiple jurisdictions. The successful candidate will play a pivotal role in enabling organisational change, embedding delivery excellence, and ensuring transformation initiatives achieve measurable business value. This role carries significant responsibility for portfolio governance, strategic planning, financial management, stakeholder engagement, and resource leadership, while ensuring transparency and alignment throughout the full transformation delivery lifecycle. The Director of Transformation will act as a trusted advisor to senior leadership, partnering closely with C-suite executives, operational leaders, and business stakeholders to shape and execute initiatives that support the organisation’s long-term strategic

Duties, Responsibilities & Person Specification

Director of Transformation

Transformation

Salary Range US$180,000–US$250,000

Set and drive the strategic direction for the Transformation Delivery function, leading execution of the firm’s global transformation roadmap
Oversee a portfolio of transformation programmes and projects, ensuring delivery against timelines, budgets, quality standards and strategic objectives
Translate business strategy into actionable delivery plans with clear outcomes, benefits and measurable ROI
Establish and continuously enhance portfolio, programme and project governance frameworks across the organisation
Lead end-to-end transformation delivery, including planning, resource allocation and value realisation tracking
Own and manage the Transformation Delivery budget, including forecasting and performance against investment objectives
Build, lead and develop a high-performing global team, providing coaching, mentoring and clear leadership structure
Foster a culture of accountability, collaboration, innovation and continuous improvement
Act as a trusted advisor to senior leadership and C-suite stakeholders on transformation strategy, delivery and governance
Build strong relationships across functions and jurisdictions, ensuring alignment and effective stakeholder engagement
Drive adoption of best practice delivery methodologies, including Agile, Lean and PRINCE2
Promote continuous improvement, innovation and the use of tools and technologies to enhance delivery effectiveness

Education, Skills & Experience

Bachelor’s or Master’s degree in a relevant discipline (e.g. Business, IT, Finance, Management) or equivalent experience
Professional certifications (e.g. PRINCE2, Agile) highly desirable
Minimum 10 years’ experience leading large-scale transformation programmes or enterprise change initiatives,
At least 5 years in a senior leadership role with responsibility for strategy, budgets, operations and team leadership
Proven experience managing complex, global transformation portfolios and multi-jurisdictional teams
Background in professional services, consulting, financial services or legal environments preferred
Strong strategic mindset with the ability to translate business priorities into effective delivery
Demonstrated experience engaging and influencing executive-level stakeholders and managing high-profile relationships