Senior Software Engineer
Pubblicato il 28-10-2026 - The Flex in Bologna
About Us
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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—helping operators automate manual work, reduce costs, increase revenue, and scale their portfolios.
We'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. 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 Senior Software Engineer, you'll help architect and scale —the platform powering every aspect of a short-term rental business. You'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. Your work will span the entire short‑term rental lifecycle: from listing distribution, pricing, and bookings to guest stays, property operations, and financial reporting.
Your Mission
Build the Core Platform
Design and develop scalable applications, services,
and APIs that power reservations, availability, pricing, payments, guest experiences, and property operations.
Create Powerful Automations
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 Systems
Use LLMs and AI agents to automate guest communication, triage maintenance requests, support pricing decisions, and help operators manage their portfolios more efficiently.
Design API‑First Architecture
Create robust APIs that connect internal services, booking channels, third‑party providers, and customer systems.
Integrate the Ecosystem
Build and maintain integrations with platforms including Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other strategic partners across the short-term rental ecosystem.
Scale Infrastructure
Deploy and manage cloud‑native infrastructure designed for reliability, performance, and global growth across multiple property management businesses.
Solve Complex Operational Problems
Build Solutions For
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- Real‑time reservation and availability synchronization
- Dynamic pricing intelligence
- Smart lock access and key management
- Automated guest communication across channels
- Operational forecasting
- Cleaning and maintenance automation
- Owner reporting and financial workflows
- AI‑powered monitoring and alerts
Move Fast and Own Delivery
Own projects end‑to‑end—from understanding an operator’s problem to architecture, implementation, deployment, and ongoing improvement. Bring senior engineering judgment to technical decisions, code reviews, and the reliability of the systems you build.
Tech Stack
We care more about capability than specific technologies, but our current stack includes:
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- Python
- FastAPI
- React
- TypeScript
- Supabase
- PostgreSQL
- AWS
- Serverless architecture
- OpenAI APIs
- Twilio
- Stripe
- Docker
- GitHub Actions
You Might Be a Great Fit If You Have
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- Strong experience building and owning production‑grade software systems
- Experience with FastAPI, Python, React, or similar frameworks
- Strong understanding of APIs, distributed systems, and cloud architecture
- Experience designing scalable backend systems and reliable data models The ability to work independently and make sound technical decisions
- Strong problem‑solving skills and a product mindset
- Curiosity about AI, automation, and operational efficiency
- A bias toward action, shipping, and learning from real users
- The ability to balance delivery speed with maintainability and reliability
Premio Points For Experience With
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- Short‑term rentals, hospitality technology, or property management systems
- Multi‑tenant SaaS platforms
- Marketplace busine