Senior Director Engineering - Connected Trip Experience & Data

Booking.com · Amsterdam, Netherlands

Salary not stated · Compare with UK Software Engineer pay →

Full-timeLeadSept 2026 · checked today

About Marketplace

Booking.com's Marketplace unit turns travel goals into travel realities. Our purpose? To create frictionless experiences at each and every stage of the trip. From browsing to booking and beyond, our focus is on building the connected experiences which make journeys smoother, faster and more enjoyable. Think of us as travel matchmakers, ensuring seamless integration across our product verticals to effortlessly and intuitively connect traveler preferences and actions.

The Marketplace mission is to truly understand traveller needs and behaviour across multiple verticals, design and implement common traveller-facing product experiences, steward travellers to the right vertical offering, and grow Connected Trips, where travellers not only book hotels or homes, but also flights, car rentals, rides, and local attractions with us. The long-term mission of Marketplace is to grow traveller loyalty through delivering phenomenal product experience, by evolving our customer loyalty program, and by ensuring Booking.com supports our travellers in the right way throughout their trip. Marketplace Business Unit runs the common parts of our website and app, as well as is responsible for key Booking.com-wide capabilities, such as the User Experience, Experimentation Platform, Measurement, and operational Predictive ML models.

Senior Director Engineering - Connected Trip Experience & Data

As a Senior Director Software Development, you are responsible for leading the Connected Trip Experience, Foundational capabilities and Data within the Marketplace Business Function, a department of self steering teams who develop products and constantly innovate to delight our customers.

We hire the best and the brightest professionals, and we empower them to innovate,  you need to have:

First hand experience of building customer centric experiences at scale on AI, Mobile, and web platforms in partnership with Product

Experience of leading technology organisations at scale

Demonstrable experience of partnership with senior stakeholders in and out of technology across matrix organisations

Deep engineering and technology leadership background who can influence and shape our technology narrative including engineering best practice, AI adoption and modernisation

Demonstrable experience at building and growing a collaborative, high trust and focused organisation

Demonstrable experience of leading organisations involved in data & AI products & services

Your focus will be:

Leading the Technology organisations for Connected Trip Product Experience, Foundations and Data.

Deeply partnering with Product & Data, planning and delivering to meet our objectives

Embedding Gen AI into our Customer Experience, Ways of Working and Data platforms

Continually raising the maturity and capability of the organisation so that we are fast, sharp and focused

Ensuring your organisation is engaged, focused and resilient.

Desired Outcomes

Deliver on Connected Trip product and Data & AI ambition

Evolve and execute our technology strategy improving tech maturity, scalability, agility, and efficiency, and ensuring future-proofing

Embed Data & AI deeply into the organisation from a Customer, Builder and Platform perspective

Deeply embed customer centricity into the habits of your organisation

Highly engaged, motivated and focused organisation empowered to deliver at speed.

Technology thought leadership and partnership in and out of Marketplace to drive our strategy forward.

Ensure the technology strategy is clearly communicated and understood across the organization, and drive adoption and execution.

Drive alignment and buy-in from both tech and non-tech stakeholders by effectively influencing and collaborating at all levels.

B. Responsible

People & Function Leadership

Lead, inspire and motivate your Engineering function through leading by example and setting expectations around what success looks like, giving ownership and providing clarity when necessary

Line manage Directors and Senior Managers as well as top technical talent, such as Principals.

Communicate strategy in a compelling manner to multiple teams and relevant stakeholders

Foster inclusion by holding self and others accountable

Drive people centric initiatives that enable workforce diversity

Organisational design, strategy and budget to ensure we are set up to deliver on our strategic agenda

Partner in and outside of our Business unit to lead and shape the people agenda across Booking.com

Create a learning environment by coaching, two-way feedback, helping people extract and share personal learnings, and support teams to constantly adapt

Foster a positive engineering culture who innovate, work as a team and celebrate success

Build a world class team through nurturing, attracting, and retaining tech talent from around the world

Empower your teams to do their best work at Booking.com

Be curious, learn, iterate and shape our culture

Deputise for the VP

Technology, Craft & Delivery Leadership

Create long-term plans that align with the overall focus of the business

Lead, influence and own delivery within your function including department goals

Partner with other functions and business units to deliver on our strategic agenda

Maintain focus on the end goal, minimise risk and remove roadblocks for our strategic agenda

Ensure clear and effective communication at all levels: proactively keep all stakeholders informed of what’s happening, upcoming changes, projects, issues and risks

Foster mastery in engineering craftsmanship across Booking.com including shaping ways of working

Own Technology-wide topics and help lead and grow the department

Embed Agile ways of working and values within the organisation

Identify problems and significantly improve, change or adapt existing methods and techniques drawing from personal experiences and feedback

Drive a DevOps culture

Technology, Architecture & Product Strategy

Shape, define and build new products, processes and operational plans in alignment with the commercial and financial needs of the business

Lead, take ownership and shape the technology strategic objectives and roadmaps

Be a strategic thought partner and influence senior stakeholders across the Accommodations and the broader business to set and align the strategic direction of your function

Make decisions in complex and ambiguous situations, and guide others in their decision making by recognizing and challenging assumptions, introducing relevant data and multiple perspectives

Ensure that the Booking architecture principles and engineering practices are adhered to, and that there is direction and alignment for each product.

Anticipate the need for changes based on context, and set renewed courses of action to engage teams and achieve goals, while striving to make the impact clear and understandable

Drive innovation in your function

Own the architecture across your function

B.Skilled

Extensive years of Tech Leadership experience

Experience with large scale platforms and high traffic (100,000+ visitors per day), preferably E-commerce sites or marketplace companies

Demonstrable experience of building, shaping and leading a cross functional Engineering function or business unit at scale (150/200+ people)

Must understand technology and have a proven track record of designing and building high quality web and mobile applications especially high volume consumer facing applications

Demonstrable experience of working in Agile environments and more importantly an Agile culture and ethos

Demonstrable experience of setting, leading and influencing both the Engineering and Business strategy to the medium and long-term

Experience with managing and coaching teams of senior tech leaders including building and growing teams

Independent, pragmatic and proactive work attitude

Well versed in Engineering Craftsmanship

Cloud based technologies

Building a DevOps cu

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