Head of Technology & Innovation

About Butterfield \& Robinson

Butterfield \& Robinson (B\&R) is the world’s premier luxury active travel company, dedicated to crafting exceptional journeys for travelers seeking adventure, culture, and connection. Our team thrives on innovation, expertise, and an unwavering passion for exploration, ensuring that every experience is nothing short of extraordinary. Behind every seamless journey is a dedicated team of experts who share a singular focus: making every moment extraordinary.

For decades, Butterfield \& Robinson has been celebrated as a trailblazer in luxury travel, recognized globally for our commitment to innovation and excellence. These honors reflect the care, creativity, and precision our people bring to every adventure—ensuring each experience exceeds expectations and leaves a lasting impression.

Job Overview

Butterfield \& Robinson is embracing a new era of innovation—where technology and travel meet to create unforgettable experiences. This newly created role will lead our Technology team and play a central part in shaping how digital tools and AI power the next chapter of B\&R. We’re looking for a Head of Technology to guide an experienced team, spearhead our digital transformation, drive innovation, and help shape the future of luxury active travel.

A Workplace That Inspires

At Butterfield \& Robinson, we believe that extraordinary journeys begin with a talented and inspired team. Our dynamic and supportive work environment fosters creativity, collaboration, and well-being, empowering our employees to push boundaries and create unparalleled travel experiences.

The team at Butterfield \& Robinson are part of a vibrant, forward-thinking workplace.  We also hold ourselves accountable to the highest standards of responsible, sustainable, and ethical tourism. Transparency and integrity guide our business practices, and we are committed to making a positive impact on both the destinations we explore and the communities we serve. This opportunity is the chance to be part of a community that is passionate about shaping the future of travel.

Key Responsibilities

Shape B\&R’s Technology Vision and Roadmap

Set the long-term strategic direction for technology, data, and digital innovation across B\&R — ensuring alignment with strategic goals including business growth, enhanced customer experience, and brand differentiation.

Develop and Execute the Enterprise AI Strategy

Define and oversee an AI roadmap that enhances personalization, operational efficiency, and the traveller experience across digital touchpoints and internal processes.

Foster Cross-Functional Collaboration

Partner with business leaders across the organization to ensure technology investments and data strategies directly enable commercial and customer outcomes.

Own Technology Architecture and Governance

Own the

overarching frameworks

for technology prioritization, data integrity, and cybersecurity governance — ensuring consistency, scalability, and resilience across all systems.

Guide Resourcing and Vendor Strategy

Optimize internal and external technology capacity to achieve business goals efficiently, ensuring resource allocation aligns with strategic priorities and measurable impact.

Champion Best Practices and Modern Delivery

Drive adoption of pragmatic, modern delivery and software lifecycle practices that enhance speed, quality, and adaptability across our product and data initiatives.

Lead and Inspire a Collaborative Technology Culture

Mentor and empower senior tech leaders and cross-functional teams — creating an environment of trust, innovation, and accountability

Represent Technology at the Leadership Table

Serve as the key strategic voice for technology and B\&R’s team of technology experts on the executive team, translating complex concepts into business-relevant insights and influencing decision-making at the highest levels

Bring Industry Perspective and Foresight

Leverage knowledge of the travel, hospitality, and consumer experience sectors to keep B\&R ahead of digital trends and emerging opportunities.

Qualifications \& Skills

Experience:

• 12\+ years in progressive technology leadership roles, including at least 5 years at the Director or Head of Technology level (or equivalent).
• Comfortable operating in a lean, hands-on environment — equally able to set strategy with the CEO and roll up your sleeves alongside a small, talented team.
• Proven experience leading technology transformation with real impact (e.g., system modernization, data and platform initiatives, or AI adoption).

*

• Prior involvement in developing or launching proprietary CRM, digital booking, or personalization platforms.
• Experience setting clear technology priorities and trade-offs alongside the business — deciding what to build, buy or customize, and balancing business objectives and speed of execution against the technology team’s capacity
• A track record of making delivery predictable, so timelines are realistic and stakeholders know what to expect.

Industry Knowledge:

• Background in travel, hospitality, or related consumer-facing industries with complex digital ecosystems and customer engagement models.

Strategic Leadership

• Demonstrated success defining and executing a multi-year technology vision linked to measurable business outcomes.

AI and Emerging Technology

• Deep understanding of how AI, data, and automation can transform customer experience and operations — plus hands-on experience putting AI-enabled tools or processes into practice.

Collaborative Leadership Style

• Known for empowering specialized leaders (e.g., IT, data, engineering) through clarity of purpose and strategic alignment. Skilled at managing team dynamics with empathy and accountability.

Executive Communication and Influence

• Confident engaging with Board, CEO, and senior stakeholders on technology strategy, risk, and ROI.

Technical Breadth

• Familiarity with enterprise architecture, integration, and security principles to ensure alignment and scalability.

Education

• Bachelor’s degree in Computer Science, Engineering, or related field required — or equivalent practical experience.
• Advanced degree (MBA, MSc, or equivalent) preferred.

Professional Development

• Training in IT governance, risk management, and agile delivery.
• Certifications or coursework in change management, executive coaching, or user behavior analytics considered an asset.

What We Offer

• The opportunity to shape the future of technology in the world’s leading active travel company.
• A highly collaborative environment that values creativity, innovation, and entrepreneurial thinking.
• Competitive compensation package, including base salary, performance incentives, and comprehensive benefits.
• The chance to work at the intersection of luxury travel and cutting-edge technology, driving initiatives that directly impact customer experience and company growth.

We use automated tools, including artificial intelligence, to assist with the initial screening of applications. All hiring decisions are ultimately made by a human reviewer.

Butterfield \& Robinson is an equal opportunity employer committed to creating a diverse and inclusive environment. We consider qualified applicants regardless of race, colour, religion, gender, national origin, sexual orientation, age, citizenship, disability, or gender identity. Accommodations are available on request for candidates taking part in all aspects of the selection process.