Senior Software Engineer
The Flex
ph3About Us /h3pBase360.ai is the AI operating system for short-term rental businesses, helping property managers run their operations on autopilot. /ppBorn out of The Flex, a short-term rental operator that scaled to an eight-figure business using its own software, Base360.ai is now launching as a standalone platform for short-term rental operators worldwide. /ppWe bring reservations, guest communication, pricing, payments, cleaning, maintenance, and reporting into one platform—helping operators automate manual work, reduce costs, increase revenue, and scale their portfolios. /ppWe're looking for a highly ambitious Senior Software Engineer who wants to build systems that solve real problems at scale. You'll build, ship, automate, and deliver products that directly impact property managers, their teams, and their guests. /ppIf you're excited by APIs, automation, AI agents, cloud infrastructure, and building products from the ground up, we want to meet you. /ph3What You'll Build /h3pAs a Senior Software Engineer, you'll help architect and scale Base360.ai—the platform powering every aspect of a short-term rental business. /ppYou'll build customer-facing products, automation engines, AI-powered workflows, integrations, and operational systems that help property managers grow without increasing their workload at the same rate. /ppYour work will span the entire short-term rental lifecycle: from listing distribution, pricing, and bookings to guest stays, property operations, and financial reporting. /ph3Your Mission /h3h3Build the Core Platform /h3pDesign and develop scalable applications, services, and APIs that power reservations, availability, pricing, payments, guest experiences, and property operations. /ph3Create Powerful Automations /h3pBuild event-driven workflows that eliminate repetitive work—from scheduling cleaning after a booking to sending check-in instructions and generating owner statements. /ph3Develop AI-Powered Systems /h3pUse LLMs and AI agents to automate guest communication, triage maintenance requests, support pricing decisions, and help operators manage their portfolios more efficiently. /ph3Design API-First Architecture /h3pCreate robust APIs that connect internal services, booking channels, third-party providers, and customer systems. /ph3Integrate the Ecosystem /h3pBuild and maintain integrations with platforms including Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other strategic partners across the short-term rental ecosystem. /ph3Scale Infrastructure /h3pDeploy and manage cloud-native infrastructure designed for reliability, performance, and global growth across multiple property management businesses. /ph3Solve Complex Operational Problems /h3pBuild Solutions For /pulliReal-time reservation and availability synchronization /liliDynamic pricing intelligence /liliSmart lock access and key management /liliAutomated guest communication across channels /liliOperational forecasting /liliCleaning and maintenance automation /liliOwner reporting and financial workflows /liliAI-powered monitoring and alerts /li /ulh3Move Fast and Own Delivery /h3pOwn projects end-to-end—from understanding an operator’s problem to architecture, implementation, deployment, and ongoing improvement. /ppBring senior engineering judgment to technical decisions, code reviews, and the reliability of the systems you build. /ph3Tech Stack /h3pWe care more about capability than specific technologies, but our current stack includes: /pulliPython /liliFastAPI /liliReact /liliTypeScript /liliSupabase /liliPostgreSQL /liliAWS /liliServerless architecture /liliOpenAI APIs /liliTwilio /liliStripe /liliDocker /liliGitHub Actions /li /ulh3You Might Be a Great Fit If You Have /h3ulliStrong experience building and owning production-grade software systems /liliExperience with FastAPI, Python, React, or similar frameworks /liliStrong understanding of APIs, distributed systems, and cloud architecture /liliExperience designing scalable backend systems and reliable data models /liliThe ability to work independently and make sound technical decisions /liliStrong problem-solving skills and a product mindset /liliCuriosity about AI, automation, and operational efficiency /liliA bias toward action, shipping, and learning from real users /liliThe ability to balance delivery speed with maintainability and reliability /li /ulh3Bonus Points For Experience With /h3ulliShort-term rentals, hospitality technology, or property management systems /liliMulti-tenant SaaS platforms /liliMarketplace businesses and booking channel integrations /liliAI agents and workflow automation /liliEvent-driven architectures /liliSupabase /liliAWS serverless infrastructure /li /ulh3What Success Looks Like /h3h3Within Your First 12 Months /h3ulliCore short-term rental workflows are automated through systems you've built /liliProperty managers spend less time on manual administration /liliReservations, availability, payments, and operational data move reliably between systems /liliNew integrations are deployed and maintained reliably /liliAI-powered workflows become part of customers’ everyday operations /liliThe platform supports more operators and properties while maintaining reliability and performance /liliBase360.ai helps customers grow their portfolios, improve guest experiences, and operate more profitably /li /ulh3Why Join Us /h3h3Build Something Meaningful /h3pSolve problems experienced daily by short-term rental operators, with direct access to The Flex’s operations to test ideas and see their impact. /ph3Extreme Ownership /h3pHave the freedom and responsibility to make technical decisions and deliver systems that matter. /ph3Small Team, Massive Opportunity /h3pWork closely with the founders and directly influence the product and technical direction of Base360.ai. /ph3Learn Faster /h3pSolve real-world challenges across software, AI, automation, hospitality operations, and scale. /ph3Performance-Based Rewards /h3pCompetitive compensation with substantial upside for exceptional performers. /ph3Remote-First /h3pWork from anywhere. We care about outcomes, not hours. /ph3This Role Is Not For You If /h3ulliYou're looking for a slow-paced corporate environment /liliYou prefer a narrowly defined role with limited product involvement /liliYou need detailed instructions for every task /liliYou avoid ownership and accountability /liliYou're comfortable shipping work without taking responsibility for its quality /li /ulpWe're looking for someone who wants to help build the AI operating system for the short-term rental industry. /p /p #J-18808-Ljbffr
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