Executive Summary

Planning group ski and snowboard trips is time-consuming and error-prone—organizers juggle schedules, lodging, lift tickets, rentals and payments across email threads and spreadsheets, which leads to cancellations, double bookings, and wasted time for groups of 4–12. The pain falls on a small set of repeat organizers (friends, workplace groups, clubs) who end up absorbing financial risk or chasing reimbursements. You could build a mobile-first trip planner that centralizes scheduling, curated package deals, realtime availability, and in-app bookings, with embedded payments and automated cost-splitting so deposits and balances are handled inside the app. Focused features—calendar polling, push reminders, group itineraries and commissionable checkout flows—would reduce organizer workload and create clear monetization levers. This is timely: an estimated 5M small-group ski/snowboard trips per year imply a $1.5B serviceable market at ~$300 ACV, and trends like a post-pandemic rebound in group travel plus mobile-first coordination support predictable, seasonal repeat usage (Market Score 85/100; Revenue Potential 82/100). You can stand out by being category-specific—combining end-to-end orchestration, curated ski inventory and embedded P2P payments—rather than another generic event app or OTA checkout. Be honest about the hard parts: securing supplier partnerships, managing booking liability and customer support, and overcoming a medium-competition landscape, but if you solve those operational challenges the unit economics and repeatability look attractive.

Market Opportunity

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..

Key competitors include TripIt, Splitwise, WhatsApp + Google Sheets (informal DIY competitor).

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Simplify group ski/snowboard trip planning and bookings

Executive Summary

Market Validation

Market Opportunity

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