is the AI operating system for short-term rental businesses, helping property managers run their operations on autopilot. Born out of The Flex, a short-term rental operator that scaled to an eight-figure business using its own software, is now launching as a standalone platform for short-term rental operators worldwide. We bring reservations, guest communication, pricing, payments, cleaning, maintenance, and reporting into one platform and helping operators automate manual work, reduce costs, increase revenue, and scale their portfolios.

We're looking for an ambitious Senior Full-Stack Product Engineer who wants to turn real customer problems into intuitive, reliable software. If you enjoy owning the full journey from customer problem to shipped product—and you're excited by AI, automation, and short-term rentals,we want to meet you. As a Senior Full-Stack Product Engineer, you'll help shape and scale across the entire short-term rental lifecycle.

You'll build customer-facing features, operational dashboards, automation engines, AI-powered workflows, and integrations that help property managers grow without increasing their workload at the same rate. Your work will connect what users see with the systems behind it—from a guest's check-in experience to the workflows coordinating reservations, cleaning, payments, and owner reporting.

Understand Customer Problems

Work directly with property managers and internal teams to understand their workflows, identify friction, and decide which problems are worth solving.

Build Products

End-to-End Take features from idea and prototype through frontend, backend, integrations, testing, and deployment. Own the complete experience and how it performs in production.

Create Intuitive User Experiences

Work with designers to make complex short-term rental operations easy to manage.



Build event-driven workflows that eliminate repetitive work—from scheduling cleaning after a booking to sending check-in instructions and generating owner statements. Develop AI-Powered Features Use LLMs and AI agents to automate guest communication, triage maintenance requests, support pricing decisions, and help operators manage their portfolios more efficiently.

Build reliable APIs and integrations with platforms including Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other partners across the short-term rental ecosystem. Dynamic pricing intelligence Smart lock access and key management AI-powered monitoring and alerts Use customer feedback, product usage, and operational results to evaluate what you ship. Make sound technical decisions that balance delivery speed, maintainability, security, and reliability as more operators and properties join the platform.

Python

FastAPI React TypeScript PostgreSQL AWS Docker GitHub Actions Strong experience building and shipping production software The ability to work across frontend and backend systems Experience with React, TypeScript, Python, FastAPI, or similar technologies Strong understanding of APIs, databases, integrations, and cloud architecture A product mindset and curiosity about why users need a feature Good judgment around usability, scope, and technical trade-offs The ability to turn an ambiguous problem into a practical, working solution Confidence working directly with customers, designers, and founders The ability to work independently and own outcomes Curiosity about AI, automation,



and operational efficiency Premio Points For Experience With Short-term rentals, hospitality technology, or property management systems Multi-tenant SaaS platforms Marketplace businesses and booking channel integrations AI agents and workflow automation Product analytics and experimentation AWS serverless infrastructure Core short-term rental workflows are automated through products you've built Customers spend less time on manual administration and repetitive tasks Complex workflows become easier to understand and complete Integrations move reservations, availability, payments, and operational data reliably AI-powered features become part of customers' everyday operations Customer feedback and usage data consistently inform your product decisions Your work helps operators grow their portfolios, improve guest experiences, and operate more profitably Solve problems experienced daily by short-term rental operators, with direct access to The Flex's operations to test ideas and see their impact. Own the Product Outcome Help decide what to build, how it should work, and how to measure its success. Work closely with the founders and directly influence the product and technical direction of .

Solve real-world challenges across product, software, AI, automation, hospitality operations, and scale. Performance-Based Rewards Remote-First Work from anywhere. You're looking for a slow-paced corporate environment You want a narrowly defined role with limited customer or product involvement You need detailed specifications before you can make progressYou avoid ownership and accountability You consider a feature finished without checking whether it solves the user's problem We're looking for someone who wants to help build the AI operating system for the short-term rental industry.

📌 Full Stack Product Engineer (Bologna)
🏢 The Flex
📍 Bologna