The Flex is hiring a Founder in Residence in Washington; California or Dallas. It is a hybrid full-time role, so plan on splitting your week between home and the office. The Flex has not published a salary for this role, so it is worth asking about pay early in the process.
Here is the role as The Flex describes it.
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.
We're building ambitious products, moving fast, and looking for exceptional entrepreneurs who want to build the next generation of AI businesses within the short-term rental industry.
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.
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.
Within your first 12 to 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.
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.
You are looking for a corporate 9 to 5 job.
You are political and enjoy gossiping and talking about people behind their backs.
You are looking for a stable and slow dead-end job.
You do not aim to be one of the best in the world at what you do.
The Flex has not included pay in the posting.
It is hybrid. You would work partly from home and partly from the office in Washington; California or Dallas.
The posting mentions skills such as Customer Success. Read the full description above for the complete list.
Use the apply button on this page. It takes you to The Flex's own application form, so your CV goes directly to their hiring team.
The Flex published the role on September 22, 2026. We check the employer's job board every day and take this page down when the role closes, so if you can read it, the job was still listed at our last check.
Source: The Flex careers page (jobs.ashbyhq.com). Applications go straight to the employer. We check the listing daily and remove it once it closes.
The Flex publishes its open roles on its own careers board. This page collects the The Flex jobs that are live right now. Each listing links to The Flex's application form, and we remove a listing once the employer closes it.
Industry: Real Estate
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