Simplify group ski/snowboard trip planning and bookings

Simplify group ski/snowboard trip planning and bookings targets a $1.5B = 5M annual small-group ski/snowboard trips × $300 ACV (planning tools, commission and convenience fees) total addressable market with medium saturation and a year-over-year growth rate of 6-8% annual growth in adventure and winter sports travel bookings (sources: Skift, Allied Market Research aggregated estimates).

Key trends driving demand: Group travel rebound — increasing demand for short, activity-focused trips creates repeatable seasonal bookings and a predictable user base.; Mobile-first coordination — people prefer apps over email for event planning, making a mobile planner more likely to be adopted than spreadsheet workflows.; Integrated payments and microtransactions — embedded payment APIs and P2P rails make it straightforward to collect deposits and split costs inside the app.; AI-powered personalization — lightweight generative AI can generate itineraries, gear checklists, and packing lists from a single chat prompt, reducing setup friction..