Insurance Strategy & Operations Associate

Booking.com’s strategic vision for the “Connected Trip” is to create a truly seamless travel experience — one that integrates flights, attractions, car rentals, taxis, insurance and protection products, and more into a single, cohesive journey. While Booking.com has long been a global leader in accommodation, our focus is now on unifying all travel verticals to deliver a streamlined, end-to-end experience for our customers.

The Insurance & Protection team plays a critical role in this vision. Our mission is to expand and enhance our product offering so travellers can enjoy complete peace of mind when booking any part of their trip.

As part of the Trips business unit, Insurance & Protection helps bridge the Booking.com of today with the Booking.com of tomorrow—driving the transformation from a single-product company to a multi-product ecosystem. At the heart of this evolution is a more personalised, effortless, and connected travel experience for every customer. 

The Role 

The Insurance Strategy & Operations Associate sits within Booking.com’s Insurance & Protection vertical, working on flexibility products. They operate an entrepreneurial mini-business; rather than a traditional insurance sales or claims function. The primary focus of the role is commercial strategy, cross-functional project delivery, and trading ownership to scale flexibility and insurance products across global markets.

Key Responsibilities:

• Product Iteration & Global Scaling: Lead commercial rollouts of live flexibility and insurance products into new global markets (e.g., launching live products into new markets).

• Portfolio & Trading Ownership: Take independent ownership of a product sub-portfolio, tracking weekly trading performance, conversions, transaction volume, margin, and exposure against forecast.

• Cross-Functional Orchestration: Coordinate across product, tech, data, risk, legal, compliance, finance, and customer and partner services to align roadmaps, satisfy regulatory compliance, and secure launch approvals.

• Commercial Strategy & Analysis: Conduct market and competitor analysis, assist customer research teams, and build commercial business cases, including financial modelling.

• Risk & Exposure Hedging: Support projects liaising with internal risk teams and the external insurance market to manage the financial risks, including actuarial topics 

• Go-To-Market Execution & Pricing: Manage commercial delivery, setting pricing structures in collaboration with data and risk teams, and driving project milestones.

Requirements (Must-Haves)

• Problem-Solving & Analytical Acumen: Exceptional analytical and commercial problem-solving skills in unstructured situations, supported by strong academics (top-tier university) or a proven career track record.

• Regulated Industry Context: Prior experience operating within regulated environments in either Insurance OR Financial Services (FS) (Note: No specific technical, such as actuarial or legal credentials, is required).

• Core Functional Anchor: Demonstrated strength in at least one of the Nice-to-Have areas below. 

• Trainable Growth Mindset: Willingness to quickly pick up missing skills with on the job training functional pillars

• Autonomous Mindset: High autonomy, proactive ownership, and comfort driving chaos;without an established playbook.

• Experience Level Trajectory: >3 years of relevant experience (OR >2 years + related experience), with high potential to progress to Senior Associate within 18–24 months.

Nice-to-Haves (Preferred Qualifications)

• Target Backgrounds: Generalist or cross-functional roles within Insurance or Financial Services, Strategy Consulting, or Financial Services / Insurance / FinTech / Insurtech Product Management.

• Product & Tech Exposure: Direct experience working with Product and Tech organizations.

• Product Launches: Prior involvement in global product launches or go-to-market initiatives.

• Project based delivery: experience leading projects with multiple workstreams, stakeholders and dependencies, program management craft skills.

• Commercial Negotiation experience: Exposure to legal, compliance, or commercial contract negotiations.

• Strategy skills: experience developing commercial or business strategy, conducting competitor research, ideation, financial modeling, preparing slide decks.

• Quant skills - financial modelling, knowledge of pricing, actuarial and product trading performance topics.

Benefits & Perks - Global Impact, Personal Relevance:

Booking.com’s total rewards philosophy is not only about compensation but also about benefits. Our rewards are aimed at making it easier for you to experience all that life has to offer — all the messy, beautiful, and joyful bits — on your terms. So you can focus on what really matters. We offer competitive compensation as well as thoughtful, valuable, and even fun benefits which include:

• A great, brand new office to in the heart of Amsterdam

• 29 days’ paid holiday plus bank holidays 

• On-site meals, coffee, and snacks, including healthy and vegan options

• Health & well-being benefits such as mental health support, access to health insurance, etc.

• Employer contribution pension 

• Industry-leading parental leave and adoption leave 

• From day one of your employment with us, we offer 22 weeks’ fully paid leave for all new parents, regardless of gender or the way you become a parent

• Great discounts on accommodation, car rentals and other group benefits 

• Carer’s leave. 10 days’ fully paid leave per year for colleagues who are caring for ill family members.

• Hybrid Working (NL): We believe in office attendance at least 40% of your time whilst empowering you with the flexibility to plan where to do your best work
  
  

Inclusion at Booking.com: 

Take it from our Chief People Officer, Paulo Pisano: “At Booking.com, the diversity of our people doesn’t just create a unique workplace, it also creates a better and more inclusive travel experience for everyone. Inclusion is at the heart of everything we do. It’s a place where you can make your mark and have a real impact in travel and tech.”

Read all about DEI and the Employee Resource Groups (ERGs) at Booking.com here 

Total Reward Philosophy: 

• The benefits and perks offered by the company can be found here. 

Career Development Opportunities:

• Learn more about Your Career Journey here. 

• Become a Mentee and benefit from a mentoring relationship with a more experienced person to help you identify and achieve your professional and personal development goals.

Booking.com is proud to be an equal opportunity workplace and is an affirmative action employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, gender, gender identity or expression, sexual orientation, national origin, genetics, disability, age, or veteran status. We strive to move well beyond traditional equal opportunity and work to create an environment that allows everyone to thrive.

Pre-Employment Screening

If your application is successful, your personal data may be used for a pre-employment screening check by a third party as permitted by applicable law. Depending on the vacancy and applicable law, a pre-employment screening may include employment history, education and other information (such as media information) that may be necessary for determining your qualifications and suitability for the position.