About Us
[protected info] 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, [protected info] 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 an ambitious Product Engineer who wants to turn real customer problems into intuitive, reliable software. You'll work closely with founders,
designers, and operators to identify what matters, build solutions, and improve them based on how people use them.
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.
What You'll Build
As a Product Engineer, you'll help shape and scale [protected info] 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.
Your Mission
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 interfaces that help users complete tasks quickly and confidently.
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 Features
Use LLMs and AI agents to automate guest communication, triage maintenance requests, support pricing decisions, and help operators manage their portfolios more efficiently.
Connect the Ecosystem
Build reliable APIs and integrations with platforms including Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other partners across the short-term rental ecosystem.
Solve Real Operational Problems
Build Solutions For
Real-time reservation and availability synchronization
Dynamic pricing intelligence
Smart lock access and key management
Automated guest communication across channels
Guest check-in and upsell journeys
Operational forecasting
Cleaning and maintenance automation
Owner reporting and financial workflows
AI-powered monitoring and alerts
Measure and Improve
Use customer feedback, product usage, and operational results to evaluate what you ship. Improve features based on adoption, time saved, fewer errors, and better user outcomes.
Build for Scale
Make sound technical decisions that balance delivery speed, maintainability, security, and reliability as more operators and properties join the platform.
Tech Stack
We care more about capability than specific technologies, but our current stack includes:
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
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
A bias toward shipping, learning, and iterating
Bonus 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
Event-driven architectures
Supabase
AWS serverless infrastructure
What Success Looks Like
Within Your First 12 Months
You've shipped features that property managers actively use
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
Why Join Us
Build Something Meaningful
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. Take responsibility for features from the first conversation through ongoing improvement.
Small Team, Massive Opportunity
Work closely with the founders and directly influence the product and technical direction of [protected info].
Learn Faster
Solve real-world challenges across product, software, AI, automation, hospitality 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 environment
You want a narrowly defined role with limited customer or product involvement
You need detailed specifications before you can make progress
You 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.