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Senior Software Engineer – AI Platform for Short-Term Rentals

The Flex

Remote
Remote Senior 🇬🇧 English
Python FastAPI React TypeScript Supabase PostgreSQL AWS Docker GitHub Actions OpenAI APIs Twilio Stripe

Job description

About the role

We are looking for a highly ambitious Senior Software Engineer to build systems that solve real problems at scale for short‑term rental operators. You will design, develop and ship customer‑facing products, automation engines, AI‑powered workflows and integrations that directly impact property managers, their teams and guests.

Key responsibilities

  • Architect and scale the Core Platform that powers reservations, pricing, payments and property operations.
  • Build event‑driven automation workflows that eliminate repetitive tasks such as cleaning scheduling and guest communications.
  • Develop AI‑powered systems using LLMs and agents to automate guest interactions, maintenance triage and pricing decisions.
  • Design API‑first services that connect internal modules, booking channels and third‑party providers.
  • Maintain integrations with platforms such as Airbnb, Hostaway, Stripe, Twilio, OpenAI and Google.
  • Deploy and manage cloud‑native, serverless infrastructure on AWS for reliability and global growth.
  • Own end‑to‑end delivery from problem definition through architecture, implementation, deployment and continuous improvement.

Required profile

  • Strong experience building and owning production‑grade software systems.
  • Proficiency with FastAPI, Python, React or comparable frameworks.
  • Deep understanding of APIs, distributed systems and cloud architecture.
  • Ability to work independently, make sound technical decisions and balance speed with reliability.
  • Problem‑solving mindset with a product focus and curiosity about AI and automation.

Required skills

  • Python
  • FastAPI
  • React
  • TypeScript
  • Supabase
  • PostgreSQL
  • AWS (serverless)
  • Docker
  • GitHub Actions
  • OpenAI APIs
  • Twilio
  • Stripe

What we offer

  • Opportunity to build a meaningful AI operating system for the short‑term rental industry.
  • Extreme ownership with freedom to make technical decisions.
  • Close collaboration with founders in a small, high‑impact team.
  • Performance‑based compensation with substantial upside.
  • Remote‑first work environment, focusing on outcomes over hours.

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