Software Engineer

At The Flex, we believe renting a home should feel as effortless as booking a ride. Our mission is ambitious: enable anyone to live anywhere, anytime, without friction. Powered by Base360.ai, our proprietary automation platform, we are building the operating system for modern renting—connecting property data, orchestrating operations, automating workflows, and enabling seamless stays across continents. We're looking for a highly ambitious engineer who wants to build systems that create leverage at scale. This isn't a role where you'll spend months debating specifications. You'll build, ship, automate, and solve real-world problems that directly impact thousands of guests and properties. If you're excited by APIs, automation, AI agents, cloud infrastructure, and building products from the ground up, we want to meet you. What You'll Build As a Founding Software Engineer, you'll help architect and scale Base360.ai—the technology platform powering every aspect of The Flex. You'll build internal products, automation engines, AI-powered workflows, integrations, and operational systems that eliminate manual work and allow the business to scale globally. Your work will touch everything from guest journeys and property operations to pricing intelligence and AI-driven decision-making. Your Mission Build the Core Platform Design and develop scalable applications, services, and APIs that power bookings, pricing, payments, guest experiences, and operations. Create Powerful Automations Build event-driven workflows that automate tasks previously performed by humans. Develop AI-Powered Systems Leverage LLMs, AI agents, and machine intelligence to streamline operations, improve decision-making, and enhance customer experiences. Design API-First Architecture Create robust APIs that enable seamless communication between internal systems, third-party providers, and future products. Integrate the Ecosystem Build and maintain integrations with platforms including Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other strategic partners. Scale Infrastructure Deploy and manage cloud-native infrastructure designed for reliability, performance, and global growth. Solve Complex Operational Problems Build Solutions For Real-time reservation synchronizationDynamic pricing intelligenceSmart key managementAutomated guest communicationOperational forecastingCleaning and maintenance automationAI-powered monitoring and alerts Move Fast Own projects end-to-end—from idea to deployment—and continuously improve the systems you build. Tech Stack We care more about capability than specific technologies, but our current stack includes: PythonFastAPIReactTypeScriptSupabasePostgreSQLAWSServerless ArchitectureOpenAI APIsTwilioStripeDockerGitHub Actions You Might Be a Great Fit If You Have Strong experience building production-grade software systemsExperience with FastAPI, Python, React, or similar frameworksStrong understanding of APIs, distributed systems, and cloud architectureExperience designing scalable backend systemsAbility to work independently with minimal supervisionStrong problem-solving ability and product mindsetCuriosity about AI, automation, and operational efficiencyA bias toward action and shipping Bonus Points For Experience With Property technology (PropTech)Marketplace businessesAI agents and workflow automationEvent-driven architecturesSupabaseAWS serverless infrastructure What Success Looks Like Within Your First 12 Months Core operational processes are automated through systems you've builtManual work across the business is significantly reducedNew integrations are deployed and maintained reliablyAI-powered workflows become part of everyday operationsBase360.ai becomes a competitive advantage that enables rapid global scaling Why Join The Flex Build Something Meaningful Your work will directly impact how people live, travel, and experience cities around the world. Extreme Ownership You'll have the freedom to make decisions and build systems that matter. Small Team, Massive Opportunity Work closely with founders and have a direct influence on product and technical direction. Learn Faster You'll solve real-world challenges across software, AI, automation, operations, and scale. Performance-Based Rewards Competitive compensation with substantial upside for exceptional performers. Remote-First Work from anywhere. We care about outcomes, not hours. This Role Is Not For You If You're looking for a slow-paced corporate environmentYou prefer maintaining systems rather than building themYou need detailed instructions for every taskYou avoid ownership and accountability"Good enough" is your standard We're not looking for someone to fill a position. We're looking for someone to help build the future operating system of modern renting.