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Director of Transformation - Cayman Islands

Walkers Global -
Grand Cayman

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Job details

£180,000 - £250,000 a year
9 days ago

Benefits

Company pension

Qualifications

Management
Master's degree
Analysis skills
Bachelor's degree
Agile
IT
Financial services
Leadership
Financial acumen
Communication skills
PRINCE2 Certification

Full job description

Date: 11 Jun 2026

Location: Grand Cayman, KY, KY1-9001

Company: Walkers Global

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
Expertise in programme and project delivery methodologies (Agile, Lean, PRINCE2 or equivalent).
Deep understanding of business transformation, operational change, and emerging technologies.
Strong commercial and financial acumen, including budget ownership, forecasting and ROI management
Exceptional leadership and people management skills, with the ability to motivate and develop high-performing teams
Excellent communication, presentation and stakeholder engagement skills including executive-level presentation capabilities.
Strong analytical, planning and problem-solving capabilities, with a focus on outcomes and value delivery
Adaptable and solutions-oriented approach, with a commitment to continuous improvement and innovation
Collaborative and able to build relationships across functions, cultures, and geographies.
Strong commitment to continuous improvement, innovation, and delivery excellence

Walkers offers a dynamic working environment with opportunities for career progression and an excellent remuneration package, including a discretionary performance-based bonus, pension and fully covered health insurance for employees and 5 weeks' vacation. Remuneration will commensurate with qualifications and experience.

We invite applications from suitably qualified Caymanians or residents with Employment Rights. Please note that Walkers will not accept any applications received from agencies at this time.

#LI-DNI - #LI-MC1

Walkers global is an equal opportunity employer. Equality and diversity are key to our global identity and an integral part of our goal to continue being an employer of choice. We are committed to a work environment that supports all individuals irrespective of gender, ethnicity, nationality, race, religion, marital status, age, disability, pregnancy, sexual orientation, gender identity or any other applicable legally protected characteristics. We make every effort to ensure that employment opportunities are open and accessible to all purely on the basis of personal ability.

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