Staff Software Engineer (Backend Booking Platform & APIs)

Join ResortPass as a Staff Software Engineer, where you will lead the evolution of our booking platform and external API. You will work on a production Rails OpenSearch and Postgres system, shaping important decisions about its future. This is a hands-on individual contributor role, where you will write core production code and guide implementation with other backend engineers. You will collaborate with various teams, assess partner requirements, and plan launches. Your success will be measured by the reliability and correctness of the booking system, as well as the successful launch of new partners and experiences.

• Lead the evolution of the booking platform and external API, ensuring that distribution partners and authorized AI agents can book the same inventory as ResortPass guests.
• Build on a production Rails OpenSearch and Postgres system while shaping important decisions about its future, determining how quickly new hotel and spa partners can be launched.
• Establish reusable patterns for supply, property management, and point-of-sale integrations, making data ownership and failure handling clear so engineers can add connectors and diagnose problems consistently.

• You understand relational modeling, concurrency, consistency, and asynchronous workflows, including what happens when systems fail or disagree
• You have designed transactional systems and APIs or integration platforms that other teams or companies depend on
• You remain a strong hands-on engineer. You make pragmatic tradeoffs and help teammates deliver without becoming the approval point for every decision
• Ruby on Rails experience is useful, but not required. Experience with marketplaces, reservations, inventory, payments, or public APIs will help. We encourage you to apply even if you do not match every line
• You communicate clearly, listen carefully, and build trust with engineers and business partners. You can challenge an assumption and change your mind when the evidence changes
• You have safely evolved an existing production system and can explain when to extend it, simplify it, or replace part of it
• We care more about demonstrated impact than a previous Staff title. You may have 9+ years of experience or a track record of equivalent depth and scope
• You have led substantial technical work across multiple engineers or teams, from an ambiguous business problem through launch and operation