Level

The Flex

Founder in Residence

AI in this role

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.

The Role

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.

What You'll Do

  • 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.

What We're Looking For

  • 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.

What Success Looks Like

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.

Why Join Base360.ai?

  • 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 should NOT apply if:

  • 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.

#LI-Remote

How we rate this

Founder in Residence at The Flex rates 20 out of 100 for how much of the daily work is AI. That makes it Little AI (AI Level 1 of 4). The level is about AI in the job, not seniority.

Classification

Little AI. AI is not part of the work.

  1. ●●●● Builds AI80 to 100
  2. ●●●○ Works on AI60 to 79
  3. ●●○○ Uses AI40 to 59
  4. ●○○○ Little AI0 to 39

Levels come from how often the tools, models and workflows of the role are named in the posting itself. Open the description and count.

Get new remote AI jobs by email

One email a week with the new remote AI jobs, each rated for how much AI is in the work. No recruiter spam, unsubscribe in one click.

Free. One email a week. Unsubscribe in one click.

Similar roles

Other roles that involve little AI, at other companies.

What kind of AI work fits you?

Answer 12 practical questions in about three minutes. Get a simple profile, the work it points to, and live roles to explore next.

Find my next step

More jobs at The Flex

Related searches

Same AI level