Senior Operations Specialist, InsurTech

At Expedia Group, we help travelers explore the world, one journey at a time. As a global travel company powered by passionate people, trusted partnerships, and leading technology, we connect travelers, partners, and advertisers through our consumer brands, B2B network, and travel advertising business.

Here, you'll do meaningful work that helps millions of people discover, book, and experience travel with more ease, confidence, and joy. Our five Behaviors-Traveler First, Think Big, Operate with Excellence, Ownership Mindset, and Succeed Together-help foster a supportive environment where people can grow their careers and have the flexibility, benefits, and support to do their best work. Join us and build for travelers everywhere.

Senior Operations Specialist, InsurTech

Introduction to the Team

If you seek a collaborative, exciting, and fast-paced environment and are passionate about the traveler journey, you will love Expedia Group’s Global InsurTech team! Expedia Group’s InsurTech team seeks to offer innovative products and solutions that drives our mission to provide: “Peace of Mind to Every Traveler, Everywhere.”

The Account Management team plays a key role in building and optimizing our partnerships with leading travel insurance supply partners. As a Senior Operations Specialist, you will take ownership of key operational workstreams that support these partnerships – driving execution, resolving complex issues, and ensuring our supply partners experience a seamless and high-performing relationship with Expedia Group. This is a cross-functional role that requires someone who thrives in ambiguous environments and brings structure, consistency, and proactive thinking to everything they do.

In this role, you will: 

• Own and manage the day-to-day operational health of assigned insurance supply partner relationships, serving as a primary point of contact for operational matters and issue resolution.
• Lead the preparation and facilitation of regular business reviews (weekly partner calls, MBRs, QBRs), synthesizing operational updates, performance insights, and action items for internal and external stakeholders.
• Oversee financial reconciliation workstreams – including booking data, supplier payments, and invoice management – ensuring accuracy, identifying discrepancies, and driving resolution in collaboration with Accounting and Finance teams.
• Take the lead on troubleshooting and resolving technical, connectivity, and compliance issues, coordinating across supply, product, tech, and customer service teams with minimal escalation.
• Monitor and analyze key performance metrics (e.g. NPS, attach rates, claims, profitability) and translate findings into clear recommendations and action plans.
• Drive process improvement initiatives, including the development and maintenance of SOPs, SLAs, and supplier performance dashboards, with a focus on automation and scalability.
• Serve as a liaison between field operations and leadership, proactively flagging risks and summarizing cross-team updates.
• Assist with licensing, reporting, and compliance requirements across global markets, staying current on regulatory developments that impact operations.
• Analyze and interpret large datasets to surface actionable insights and support data-driven decision-making.

Experience and Qualifications: 

• A structured and consistent operator who brings clarity and process discipline to complex, ambiguous situations – you don’t wait to be told what to do, you identify the problem and move toward a solution.
• A proactive problem solver with strong analytical skills and a bias toward using data to drive recommendations and decisions.
• An effective communicator and relationship builder who is comfortable engaging directly with external supply partners, translating operational complexity into clear, professional dialogue.
• Highly organized with strong prioritization skills, able to manage multiple workstreams simultaneously without losing attention to detail.
• Comfortable operating independently in high-pressure situations and navigating ambiguity with confidence and composure.
• A collaborative team player who cultivates strong cross-functional relationships and knows how to get things done across a matrixed organization.
• Have 3–5 years of relevant experience in an operations, account management, program management, or analyst role – ideally in a travel consumer, insurtech, fintech, consulting, or insurance environment.
• Advanced user of Excel and PowerPoint; familiar with relational databases and data visualization/reporting tools (e.g. Tableau); experience with project management tools is a plus.
• Bachelor’s degree or equivalent experience required; Master’s degree or equivalent a plus.
• Proficiency in English required; additional language skills are a plus.

Starting pay for this role will vary based on multiple factors, including location, available budget, and an individual’s knowledge, skills, and experience. Pay ranges may be modified in the future.

Benefits and perks

Expedia Group offers benefits and perks designed to support employees and their families, including medical, dental, and vision coverage, paid time off, an Employee Assistance Program, wellness and travel reimbursement, travel discounts, and International Airlines Travel Agent Network (IATAN) membership. Learn more about life at Expedia Group athttps://careers.expediagroup.com/life.

Accommodation requests

Expedia Group is committed to providing an inclusive and accessible recruiting experience. If you need an accommodation or adjustment due to a disability during the application or recruiting process, please submit a request athttps://expedia.service-now.com/askeg?id=job_accommodation.

About Expedia Group

Expedia Group includes three flagship consumer brands - Expedia, Hotels.com, and Vrbo - along with a leading B2B travel business and travel advertising offerings. Across our brands and business, we help travelers explore the world with confidence and ease.

Important notice

Employment opportunities and job offers at Expedia Group will always come from Expedia Group's Talent Acquisition and hiring teams. Never share sensitive personal information unless you are confident of the recipient. Expedia Group does not extend job offers via email or messaging tools to individuals with whom we have not made prior contact. Our email domain is @expediagroup.com. The official place to find and apply for roles ishttps://careers.expediagroup.com/jobs/.

Equal Opportunity