The Flex
Product Engineer
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About Us
Base360.ai 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, Base360.ai 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 Base360.ai across the entire short-term rental lifecycle.
- 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.
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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
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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 Base360.ai.
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.
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