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Founder in Residence

Canada🌐 Remote💼 Full-time🗓 2026-09-23 → 2026-09-25

Core

Build a new business from the ground up in the short-term rental industry using AI-first resources to create scalable products or business verticals.

Role type

Founder in Residence (Entrepreneurial IC)

Builds

New business ventures, products, and services for the short-term rental market

Domain

Short-term rentals, Hospitality, Property Technology, AI

Deliverable

production ML models | product features | client delivery

Required skills

Entrepreneurial mindset, Problem-solving, Product and commercial intuition, Strategic planning, Team leadership, Data-driven decision making, Customer orientation, Cross-functional execution, AI-native mindset

Preferred skills

Startup founder experience, Early-stage employee experience, Product leader experience, Investor experience, Short-term rental industry experience, Hospitality experience, Property technology experience

Technologies

AI technologies

Responsibilities

Identify high-potential opportunities in the short-term rental market, Conduct customer research with property managers and rental operators, Define product vision and go-to-market strategy, Prototype and launch new solutions with engineering and AI teams, Recruit and lead a multidisciplinary team, Own business outcomes including revenue and growth, Communicate strategic decisions to executive leadership, Establish operating models and culture for sustainable growth

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