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Outdoorsy is hiring a

Lead Product Designer

USA - Remote

About Outdoorsy

Since 2015, Outdoorsy Holdings has pioneered access to the outdoors by creating the world's leading outdoor travel ecosystem. Millions of guests rust Outdoorsy to help them create lifelong family memories and partners rely on their products and innovations to grow their business and provide life changing sources of revenue.

Outdoorsy's businesses include, the largest outdoor travel and hospitality marketplace; the Outdoorsy Destination Network, a portfolio of campgrounds and glamping retreats in the backyard of our nation's most beautiful landscapes; Roamly, its proprietary insurtech that underpins Outdoorsy and serves as a transformative insurance platform to power global marketplaces.

At Outdoorsy, we are driven by a profound commitment to reconnect people with nature and foster deeper interpersonal connections. 2023 marked a milestone for us as we achieved profitability, and we are currently experiencing a robust multi-year growth rate of 175%. In 2024, we anticipate surpassing $3 billion in transactions. Our success story includes celebrating over 1 million trips and more than 7 million booked travel days as of June. Roamly's growth trajectory is equally as impressive, boasting an annual increase of over 100% and accumulating over $54 million in written premiums on its platform. The recent launch of Roamly RAC™, our open API platform, is set to revolutionize the market. It offers a comprehensive digital insurance suite for marketplaces, enterprises, and dealerships in the RV and boating sectors, as well as insurance carriers looking to cater to consumer markets with advanced digital solutions.

Outdoorsy's businesses are united by a long-term mission to restore our relationship with the outdoors, and each other.

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Who are you?

You are passionate about designing products and consumer experiences two-sided marketplaces, outdoor travel or recreation. You intuitively know (or will obsessively seek to understand) what our guests and hosts want in well-designed product experiences. You have a history of winning and have designed great product experiences. With a proven history of creating exceptional product experiences, you can find a way to translate ideas to deployments.

You are a leader who attracts top talent. At Outdoorsy we follow a hiring concept called 'Bar Raiser' where each hire is better than our last and any new hire attracts people better then themselves. You are obsessed with something (we can't wait to find out what that is!), something you can't stop thinking about and you continually make progress in this area.

You have a track record of success in both startups and larger growth-focused tech companies. This role demands creative ideation and rapid execution, requiring the ability to be dynamic and rigorous without being overly concerned about the process or outputs.

If you've ever felt you wanted to build the next AllTrails, or REI, then you are in our zone. At Outdoorsy you will discover, pitch, and lead projects. our focus will be on transformation, using design as a tool to hone product strategy decisions and ensure Outdoorsy delivers coherent and compelling experiences across products.

What you'll do at Outdoorsy:

  • Ideate, design, and deploy the future of Outdoory’s end-to-end customer experience.
  • Present and defend your vision and rationale behind all design decisions to stakeholders and your team, which are based on the pillar’s roadmap, as well as your own design thinking and fundamental principles.
  • Lead your own and/or participate in user research, gather insights, and translate findings into actionable design solutions
  • Maintain exceptional execution and refinement, establishing a standard of design excellence for the team.
  • Express your ideas by delivering models, information architecture, flows, wireframes, low and high-fidelity mock-ups, and other design deliverables including clickable/animated prototypes.
  • Partner with our Growth Squad to use a variety of testing methods to gather qualitative and quantitative data, to identify common pain points, feature enhancements, or new products.
  • Make the unknowns known by leading grassroots research initiatives to inform design decisions.
  • Partner closely with Marketing (Brand and Creative) to ensure designs are on-brand and are in alignment with marketing objectives.
  • Engage with the content team early to help craft a successful go-to-market strategy.
  • Contribute to the success of other designers. Provide feedback and direction on their work while maintaining your own portfolio of work. Be hands-on and lead by example.
  • Drive innovation and design thinking, ensuring that all design initiatives are optimized for actionable outcomes.
  • Contribute to our Bonfire design systems to ensure brand consistency and scalability across products.
  • Stay abreast of emerging technologies and design trends, like how to deploy AI, and integrate innovative solutions into digital strategies.

What you’ll bring to the team:

  • Minimum of 8 years experience in a senior individual contributor role, designing, building, and shipping high-quality mobile and web and mobile applications.
  • Great taste and a keen eye for interaction and visual design
  • Experience working in a pillar/squad model: partnering with Product, Engineering, and Marketing to craft large-scale product outcomes
  • Excellent communication in speaking and writing, an engaging presentation style, and strong visual storytelling. You have a strong understanding of the Human Centered Design process; how to lead it and teach others.
  • Entrepreneurial mindset with the ability to build strong data-driven arguments, prioritized with business strategy in mind.
  • Strong analytical skills with the ability to understand the constraints of a design problem and identify the tradeoffs.
  • Ability to balance long-term and short-term to meet the constraints of a continuous release process while iterating toward a future vision.
  • Experience contributing to design systems. We use Figma, Zeroheight, Github, and Storybook
  • A strong portfolio across multiple devices and platforms that highlight your approach to problem-solving, as well as the solutions themselves. Case studies should demonstrate your proactive skills in research, user experience, visual design, and interaction design.
  • Proficiency with designing, prototyping, and development handoff in Figma
  • Understanding of basic front-end languages. You know the constraints of developing for multiple devices and how to create a unified experience across them.
  • Design experience within a marketplace or online travel agencies is preferred with a mobile-first mentality.
  • Demonstrated portfolio of shipping amazing customer experiences that made a significant impact on business and customer metrics.
  • Experience building products in a remote or distributed team environment.

The tools we use:

Figma, Jira, Mixpanel, Tableau, Google Sheets

Our lean, growth-minded, product teams work efficiently in an agile environment. They own their space and work together to strategize, ideate, and deliver excellent user experiences. We need you to deeply contribute to this team, your team. Own the whiteboard, spend hours discussing and debating with PMs and Devs, and help bring your ideas and hunches to life. Consider how our guests and hosts will interact with your ideas on our iOS or Android app, on mobile web, or on their desktop.


  • Opportunity to help build a company from an early stage
  • Competitive salary
  • Equity in one of the world's fastest-growing companies
  • Comprehensive health and welfare benefits
  • 401(k) Match
  • Flexible PTO

Salary: $160,000.00 - $180,000.00 depending on experience and location

The expected compensation range for this position is displayed in accordance with potentially applicable laws. The final agreed-upon compensation is based on a number of factors, including but not limited to: individual education, qualifications, prior work experience, and geographic work location. The total annual compensation package may consist of a base salary and bonus dependent upon position.

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