Similar Jobs
About Outdoorsy Group
Outdoorsy Group is the leading outdoor travel and digital insurance platform, powering road trips, adventure stays, and innovative insurance solutions in the specialty lines markets. With a profitable business, $3B in gross transactions, and a vision to reach $8B by 2029, we are building the future of outdoor travel. As we continue to scale, we are investing in AI to enhance our marketplace, operations, and customer experiences.
About the Role
We are looking for an AI Product Director to lead AI-driven product initiatives across Outdoorsy and Roamly. This role will be responsible for identifying, developing, and launching AI-powered features that improve efficiency, drive engagement, and create new revenue opportunities. You will work cross-functionally with engineering, data science, design, and business teams to define and execute our AI roadmap.
*We are prioritizing candidates who currently live in or are willing to relocate to the Austin, TX Metro area to work from our office. While we are focusing on local talent, on rare occasion we may consider exceptional candidates from other locations.
Requirements
Key Responsibilities:
- Develop and own the AI product strategy, roadmap, and execution plan for AI-driven features and automation.
- Identify high-impact AI opportunities across Outdoorsy’s marketplace, customer experience, and Roamly’s insurtech offerings.
- Work with engineering and data science teams to develop and launch machine learning models and AI-powered solutions.
- Define success metrics, run A/B tests, and iterate based on data-driven insights.
- Collaborate with stakeholders (marketing, ops, legal, etc.) to align AI initiatives with business goals and customer needs.
- Stay up to date with AI trends, technologies, and regulatory considerations to ensure best practices.
What You Bring:
- 5+ years of product management experience, with at least 2 years in AI/ML-driven products.
- Strong understanding of AI/ML concepts, LLMs, and data-driven decision-making.
- Experience working with engineers and data scientists to build AI-powered products.
- Ability to define and analyze key performance metrics and iterate based on insights.
- Excellent communication and stakeholder management skills.
- Experience in marketplaces, travel, fintech, or insurance is a plus.
Why Outdoorsy?
- Opportunity to shape AI innovation in a fast-growing, profitable company.
- Work on cutting-edge AI applications in marketplaces, mobility, and digital insurance products.
- Collaborate with a passionate team in a high-impact role.
- Competitive salary, equity, and benefits.
Join us and help define the future of AI at Outdoorsy!
Benefits
Benefits & Perks:
- Opportunity to contribute to a high-growth, mission-driven company.
- Competitive salary and equity in one of the world’s fastest-growing companies.
- Comprehensive health and welfare benefits.
- 401(k) match to help secure your future.
- Flexible PTO to promote work-life balance.
Salary: $180,000 - $200,000/yr DOE
Outdoorsy Austin, Texas, USA Office
Our Austin office is located on East Cesar Chavez in East Austin. Surrounded by some of Austin's best coffee shops, taco trucks, and happy hour hotspots, East Austin is quickly becoming a burgeoning basecamp for the best of Austin culture and business.
What you need to know about the Austin Tech Scene
Key Facts About Austin Tech
- Number of Tech Workers: 180,500; 13.7% of overall workforce (2024 CompTIA survey)
- Major Tech Employers: Dell, IBM, AMD, Apple, Alphabet
- Key Industries: Artificial intelligence, hardware, cloud computing, software, healthtech
- Funding Landscape: $4.5 billion in VC funding in 2024 (Pitchbook)
- Notable Investors: Live Oak Ventures, Austin Ventures, Hinge Capital, Gigafund, KdT Ventures, Next Coast Ventures, Silverton Partners
- Research Centers and Universities: University of Texas, Southwestern University, Texas State University, Center for Complex Quantum Systems, Oden Institute for Computational Engineering and Sciences, Texas Advanced Computing Center
