At The Flex, we believe renting a home should feel instant, intelligent, and effortless — as seamless as booking a ride.
Our ambition is bold: enabling anyone to live anywhere, anytime, without friction.
Powered by Base360.ai, our proprietary automation engine, we are building the operating system for modern renting — connecting property data, orchestrating operations, and enabling seamless stays across continents.
If you’re energized by web platforms, API-driven systems, automation, and real-world scale, this is your opportunity to shape how millions of people move, live, and experience the world.
💡 What You’ll BuildAs a Full-Stack Engineer (Web & APIs), you will design, build, and scale the core web applications and APIs behind The Flex platform — powering instant bookings, intelligent access, automated workflows, and predictive operations.
You will work end-to-end across frontend interfaces, backend services, and cloud infrastructure, turning complex operational challenges into clean, scalable, API-first systems.
You won’t just ship features.
You’ll create leverage, unlock automation, and architect the foundation of an intelligent, global rental ecosystem.
Build the Platform
Develop fast, reliable, and scalable web applications and APIs that power bookings, payments, availability, and guest experiences.
Design API-First Systems
Architect robust, well-documented APIs that connect Base360.ai to internal tools and external partners.
Automate at Scale
Build event-driven services and automated workflows that eliminate manual operations across the business.
Connect the Ecosystem
Deliver high-impact integrations with partners such as Airbnb, Stripe, Hostaway, and Twilio.
Deploy with Confidence
Ship and maintain serverless infrastructure on AWS, optimized for speed, resilience, and global scale.
Solve Real Problems
Tackle real-time booking synchronization, pricing intelligence, keyless access logic, AI-powered alerts, and live operational dashboards.
Build With Purpose
Collaborate closely with product, data, and operations teams to turn ideas into measurable, real-world impact.
Strong experience with Node.js, React, and AWS (serverless)
A solid understanding of API-first architectures and distributed systems
Experience with Python / FastAPI for automation or data services (bonus)
A proven ability to build clean, scalable, production-ready web and API systems
Curiosity about automation, AI-driven operations, and property technology
A strong execution mindset — you ship fast, learn quickly, and enjoy solving complex problems
Real-World Impact
Your work will power thousands of stays and help redefine a multi-trillion-pound industry.
Small Team, Big Ownership
Minimal bureaucracy, high trust, and the chance to build foundational systems from day one.
Rapid Growth
Fast iteration, continuous learning, and a culture that values technical excellence.
Performance-Based Rewards
Competitive compensation with meaningful upside for exceptional contributors.
Remote-First
Work from anywhere — we measure outcomes, not hours.
You want a slow, predictable 9–5
You prefer planning over building
“Good enough” is your standard
You’re not committed to becoming elite in your craft
#LI-Remote
Top Skills
Similar Jobs
What you need to know about the Chicago Tech Scene
Key Facts About Chicago Tech
- Number of Tech Workers: 245,800; 5.2% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: McDonald’s, John Deere, Boeing, Morningstar
- Key Industries: Artificial intelligence, biotechnology, fintech, software, logistics technology
- Funding Landscape: $2.5 billion in venture capital funding in 2024 (Pitchbook)
- Notable Investors: Pritzker Group Venture Capital, Arch Venture Partners, MATH Venture Partners, Jump Capital, Hyde Park Venture Partners
- Research Centers and Universities: Northwestern University, University of Chicago, University of Illinois Urbana-Champaign, Illinois Institute of Technology, Argonne National Laboratory, Fermi National Accelerator Laboratory


