[Hiring] Founder in Residence @The Flex

Role Description

As a Founder in Residence, you won't be joining a department—you'll be building one. Your mission is to identify a major opportunity in the short-term rental industry, build a new product or business vertical within Base360.ai, assemble the right team, validate the market, and grow it into a standalone business with significant revenue and impact.

Think of it as founding a startup—with the advantage of funding, engineering, design, AI infrastructure, customers, distribution, and executive support already behind you. If successful, you will become the long-term leader of your venture.

• Identify high-potential opportunities in short-term rentals that can become new products or business verticals.
• Validate customer problems through research and direct conversations with property managers and rental operators.
• Define the product vision, strategy, and go-to-market plan.
• Work alongside engineering, product, design and AI teams to build and launch quickly.
• Recruit and lead your own multidisciplinary team as the venture grows.
• Own growth, product adoption, customer success and financial performance.
• Make data-driven decisions and iterate rapidly based on customer feedback.
• Present progress directly to the founders and executive team.
• Build a business that could eventually operate as its own division—or even become an independent company.

Qualifications

• Entrepreneurial mindset with a bias toward action.
• Exceptional problem-solving ability.
• Strong product and commercial intuition.
• Comfortable working with ambiguity and creating structure where none exists.
• Excellent communication and leadership skills.
• Ability to recruit, inspire and lead high-performing teams.
• Highly analytical with strong execution capabilities.
• Obsession with customers and building products people love.
• Comfortable wearing multiple hats across product, sales, marketing and operations.
• AI-native and excited about building with the latest AI technologies.
• Previous startup experience—as a founder, early employee, product leader, operator or investor—is highly valued but not required.
• Experience in short-term rentals, hospitality or property technology is a plus.

Requirements

• Within your first 12–24 months, you will have:
• Built and launched a new business vertical serving the short-term rental industry.
• Hired and led your own cross-functional team.
• Achieved strong product-market fit.
• Generated meaningful recurring revenue.
• Established yourself as the long-term General Manager of your venture.

Benefits

• Be part of an innovative and fast-growing company building the AI operating system for short-term rental businesses.
• Build your own venture with the backing of an experienced founding team.
• Access world-class engineering, AI, product, design and go-to-market resources.
• Receive funding, mentorship and strategic support to turn your vision into reality.
• Opportunity to build a team and establish a long-term business within Base360.ai.
• Competitive salary and performance-based incentives.
• Significant long-term career growth, with the opportunity to lead an entire business unit.

Company Description

Base360.ai is building the AI operating system for short-term rental businesses. We bring property management, guest communication, pricing, cleaning, maintenance, direct bookings and financial reporting into a single platform powered by AI. Our mission is to replace dozens of disconnected tools with one intelligent operating system that helps short-term rental operators automate operations, increase revenue and deliver exceptional guest experiences.