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Senior Software Engineer

The Flex

Remote · Full Time

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Experience
Any
Salary
Openings
1
Posted
8 hours ago
Work mode
Work from home
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Job description

About Base360.ai

Base360.ai is an AI-driven operating system dedicated to streamlining short-term rental business management, empowering property managers to automate workflows, reduce costs, boost revenues, and efficiently scale their portfolios. Originally developed by The Flex—a short-term rental operator which grew into an eight-figure enterprise through its proprietary software—Base360.ai now functions as an independent platform accessible to short-term rental operators globally.

Role Overview

We are seeking a highly motivated Senior Software Engineer who thrives on creating scalable solutions that address complex real-world problems. This role emphasizes building and deploying impactful products that enhance the experiences of property managers, their teams, and guests alike.

Main Duties

  • Architect and expand the Base360.ai platform covering the entire spectrum of short-term rental activities including listing distribution, pricing, bookings, guest stays, property management, and financial reporting.
  • Develop scalable applications, services, and APIs responsible for managing reservations, availability, pricing models, payments, guest engagement, and operations.
  • Create event-driven automation workflows to streamline repetitive tasks such as cleaning scheduling, check-in instructions, and owner statement generation.
  • Leverage large language models (LLMs) and AI agents to automate guest communications, maintenance request triage, pricing strategies, and portfolio management.
  • Design an API-first system architecture enabling seamless connectivity between internal components, booking channels, third-party services, and customer platforms.
  • Establish and maintain integrations with key players like Airbnb, Hostaway, Stripe, Twilio, OpenAI, Google, and other partners in the short-term rental ecosystem.
  • Deploy and manage cloud-native infrastructure focused on reliability, performance, and scalability, supporting multiple property management businesses globally.
  • Address complex operational issues by developing solutions such as dynamic pricing intelligence, smart lock access, automated communications, operational forecasts, and AI-powered monitoring and alerts.
  • Take full ownership of projects from problem identification through design, implementation, deployment, and continual enhancements.
  • Provide senior-level technical leadership through decision-making, code reviews, and ensuring system robustness.

Technology Stack

  • Python, FastAPI, React, TypeScript
  • Supabase, PostgreSQL
  • AWS with serverless infrastructure
  • Third-party APIs including OpenAI, Twilio, Stripe
  • Docker, GitHub Actions

Candidate Profile

  • Proven experience developing and managing production-grade software solutions.
  • Familiarity with FastAPI, Python, React, or equivalent frameworks.
  • Strong grasp of API design, distributed systems, and cloud architecture principles.
  • Competency in creating scalable backend systems and stable data models.
  • Ability to work autonomously and exercise sound technical judgment.
  • Excellent problem-solving with a focus on product impact and delivery.
  • Curious and enthusiastic about AI, automation, and operational efficiency improvements.
  • Proactive attitude with a strong bias towards shipping features and learning from user feedback.
  • Balanced approach to developing maintainable and reliable software rapidly.

Preferred Qualifications

  • Experience in short-term rentals, hospitality tech, or property management systems.
  • Knowledge of multi-tenant SaaS platforms and marketplace business models.
  • History working with booking channel integrations and AI workflow automation.
  • Familiarity with event-driven architecture, Supabase, and AWS serverless systems.

Performance Indicators (First 12 Months)

  • Significant automation of core short-term rental workflows through your solutions.
  • Measurable reduction in manual administration required by property managers.
  • Stable and dependable flow of reservations, availability, payments, and operational data.
  • Successful deployment and maintenance of new integrations.
  • Incorporation of AI-driven workflows into routine customer operations.
  • Platform growth handling more properties and operators while maintaining performance standards.
  • Enhanced customer portfolio growth, guest satisfaction, and operational profitability enabled by Base360.ai.

Work Environment & Culture

  • Engage in solving impactful daily challenges faced by short-term rental operators.
  • Exercise extreme ownership with freedom and responsibility over technical decisions.
  • Collaborate closely with founders, influencing the product and technical trajectory.
  • Accelerate learning by addressing real-world challenges spanning software, AI, automation, and operational scaling.
  • Enjoy competitive pay with substantial opportunities for performance-based rewards.
  • Embrace a remote-first mindset focused on results rather than hours logged.

Who This Role Is Not Suited For

  • Individuals preferring slow-paced, bureaucratic corporate environments.
  • Those seeking narrowly scoped roles with minimal product involvement.
  • Candidates requiring detailed task instructions for every assignment.
  • Professionals reluctant to assume ownership and accountability.
  • Developers comfortable delivering code without responsibility for quality assurance.

Level

Senior

Tools & software

How they work

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