Senior Product Designer

Who we are:



WeSki is a self-service ski trip booking platform built for the modern traveller. Our vision is simple, to make great ski experiences available to everyone. We enable customers to build and book a fully custom ski holiday in minutes, combining flights, accommodation, transfers, ski passes, equipment and lessons in one seamless flow.

Behind the scenes, our technology evaluates millions of trip combinations in real time. We dynamically connect inventory from thousands of suppliers, automatically optimise which components we bundle together, and present only options that really work. What used to take hours of research and coordination now takes a few clicks and finds much better results for the users.

Every trip is fully customisable. Customers get the flexibility of building it themselves, with the security, protection, and support of a regulated holiday provider. Each trip is dynamically orchestrated in real time, with dependencies automatically managed across suppliers at scale, spanning 315 resorts in 21 countries across Europe, North America, Asia and Oceania. From booking to return, we manage the entire journey, so customers can relax and enjoy their holiday.

We’ve recently crossed $100M in annual sales, including a $1M single day. Growth is accelerating, unit economics are strong, and the business funds its own growth. High transaction volume, complex infrastructure, real impact, delivered by a small, high-performing team.

We operate in a ~$80B global ski market with no technology-native market leader. The industry is still dominated by traditional tour operators, with business models and infrastructure that have barely evolved in decades. This is a rare opportunity to define the future of ski travel at global scale.

Role Overview:

WeSki is looking for a Senior Product Designer to take end-to-end ownership over key product experiences across web applications + AI agent, and to lead our design system hands-on.

You’ll be the primary (and for now, solo) Product Designer in the company, reporting to the Head of Product, owning outcomes end-to-end and partnering closely closely with Product, Engineering, and Growth to ship high-quality experiences that help skiers explore, plan, and book trips confidently, and keep improving them after launch with iteration, experimentation, and user feedback.

You’ll thrive here if you love craft and outcomes at scale: you care about pixels and prototypes, but also about funnels, clarity, conversion, and building repeatable systems that help a team move fast without breaking consistency.

What You’ll Do

• Lead product design end-to-end, from ideation to production.
• Influence product strategy: bring customer insights to shape priorities, define opportunities, and inform roadmap decisions.
• Partner deeply with Product + Engineering to define problems, explore solutions, and ship measurable improvements.
• Level up our design system: components, patterns, guidelines, tokens, and governance - so we build faster with consistency.
• Use AI tools thoughtfully to accelerate ideation, exploration, QA, content, and workflow - without compromising quality.
• Lead UX research (usability testing, interviews, concept tests, prototype tests), and translate insights into shipped product improvements.
• Contribute to design culture and methodology (critiques, principles, decision logs, process templates), especially important in a lean team.
  
  

• High internal motivation: you love product design, are curious, and take pride in outcomes.
• Comfort operating as a solo/primary designer in an organization - strong collaboration, prioritization, and communication skills.
• Process-oriented thinking: you can structure ambiguity, run end-to-end UX processes, and choose the right fidelity at the right time.
• Hands-on experience with usability testing and translating findings into iteration.
• Experience with A/B testing, data-driven design and knowledge of SEO practices.
• Strong Figma skills (components, variants, auto-layout, prototyping) and a portfolio that demonstrates craft + impact.
  
  

• 5+ years of product design experience shipping modern digital products.
• Meaningful experience designing for web applications, turning complex exploration and itinerary planning into friendly experiences.
• Meaningful experience in B2C (or B2SB / prosumer) products at scale - designing for large user bases, conversion funnels, and iterative growth.
• Proven experience working with design systems and contributing to their evolution.
  
  

• You’re a skiing/snowboarding fanatic (or at least deeply into the culture and customer mindset).
• You’ve managed or mentored other designers (even informally).
• You’ve shipped or designed AI-driven product experiences (agents, copilots, recommendations, personalization).
• Experience in travel, marketplaces, booking engines, pricing, or dynamic packaging.