Engineering Manager

Breezeway’s award-winning property operations and experience platform helps coordinate, communicate, and verify detailed work at properties. Powering over 55M property care tasks, Breezeway helps thousands of short-term rental managers and hospitality operators increase operational efficiency and boost service revenue while eliminating manual work and elevating the experience at each property. What We’re Looking For Breezeway is hiring an Engineering Manager to lead two of the squads building our core product - property operations and guest experience. You'll be responsible for what these squads ship and for the engineers who build it. You'll partner closely with Product and Design to turn roadmap into delivered work, and with engineering leadership on technical direction. You'll report to the Director of Engineering. Who We Are Breezeway’s award-winning property operations and experience platform helps coordinate, communicate, and verify detailed work at properties. Powering over 55M property care tasks, Breezeway helps thousands of short-term rental managers and hospitality operators increase operational efficiency and boost service revenue while eliminating manual work and elevating the experience at each property. What You’ll Do Lead and grow your squads • Manage engineers across two squads through regular 1:1s, coaching, feedback, and active career development • Own hiring, onboarding, performance, and retention • Build a culture where engineers do their best work and feel supported in growing Own delivery • Partner with Product and Design to translate roadmap into clear, executable plans • Own planning, capacity, estimation, and prioritization across your squads • Keep releases small, frequent, and well-tested, with tight feedback loops and minimal process overhead • Remove blockers, manage cross-squad dependencies, and surface risk and tradeoffs early Shape technical direction • Partner with engineering leadership on technical roadmap and cross-squad alignment • Provide technical guidance and help your squads make sound architecture and design decisions • Hold a high bar for engineering quality, operational health, and craft • Champion modern, effective engineering practices, including AI-assisted development Who You Are • A people-first leader who genuinely cares about growing engineers and building healthy, high-trust squads • Someone who leads through context and direction rather than control - you set the what and let your squads own the how • Comfortable with ambiguity and energized by building structure where it's missing • Pragmatic about process - you reach for the lightest thing that works and aren't precious about ceremony • A clear communicator who earns trust across engineering and with cross-functional partners • Someone who holds a high bar without micromanaging What You’ll Bring • Several years of software engineering experience, including roughly 2+ years directly managing engineers • A track record of leading delivery in product engineering • A solid technical foundation - you came up as an engineer and can engage credibly on architecture, design, and code • Experience in an iterative, agile-style delivery model, partnering closely with Product and Design • Familiarity with React, Python, and AWS best practices • Bonus points for: • Experience in B2B SaaS, operations software, or the vacation rental / hospitality space • Experience standing up or maturing engineering process in an early or fast-growing org • Familiarity with AI-assisted development workflows and how to adopt them well Breezeway is an equal opportunity employer and prohibits discrimination based on race, color, religion, sex, national origin, age, disability, genetic information, or any other protected status. We embrace diversity and are committed to creating an inclusive workplace. We believe that respect fosters open-mindedness and curiosity, enabling us to gain valuable perspectives from our teammates, the market, and our clients. All qualified applicants will receive consideration for employment without regard to these factors. If you need accommodation during the application process, please let us know. We're a remote-first company with team members across the U.S. and globe, but we currently hire only in the following states and countries. Countries: US and Spain United States: Arizona, Arkansas, California, Connecticut, Florida, Georgia, Idaho, Illinois, Maine, Massachusetts, Michigan, Missouri, Nevada, New Hampshire, New Jersey, New York, North Carolina, Ohio, Oregon, Pennsylvania, Rhode Island, South Carolina, Tennessee, Texas, Utah, Vermont, Virginia, Washington, and Wisconsin.