Responsibilities

• AI-Driven Growth Strategy: Develop and execute the company's AI-powered growth strategy; Create opportunities where AI can improve: Customer acquisition, Conversion rates, Retention, Marketplace liquidity, Pricing optimization, Sales productivity, Operational efficiency, Embedding and distribution, Opening of new channels
• Build scalable AI-enabled growth loops across the organization
• Revenue & Go-to-Market Optimization: Apply AI to improve Demand generation, Personalization, Lead scoring, Sales automation, Customer segmentation, Dynamic pricing, Revenue forecasting
• Oversee AI-enhanced growth channels, including Lifecycle marketing, SEO/content automation, Paid acquisition optimization, Conversational commerce, AI agents for sales and support
• AI Product & Platform Innovation: Partner with Product and Engineering to launch AI-native experiences; Drive development of: Recommendation systems, Predictive analytics, AI copilots, Voice and conversational interfaces, Autonomous workflow systems, Marketplace intelligence tools; Evaluate emerging AI technologies and vendor ecosystems
• Data & Experimentation: Build a rigorous culture of experimentation using Agentic systems and tools; Establish metrics and KPI frameworks for Growth efficiency, Model performance, Acquisition and channel optimization, Embedding, Retention and LTV, AI adoption across all functions; Leverage first-party data to create defensible growth advantages
• Operational Automation: Identify opportunities to reduce operational costs through AI automation; Implement AI systems across Customer acquisition growth throughout marketing operations, Internal productivity, Customer support, Claims and underwriting workflows, Finance and reporting; Drive organizational productivity improvements using Agentic systems
• Cross-Functional Leadership: Align Growth, Product, Data, Engineering, Marketing, and Operations teams around AI initiatives; Create governance frameworks for responsible AI deployment; Train and lead executives and the board on AI strategy and competitive implications
• Key Metrics Owned: Customer acquisition and retention; Channels, partnerships and embedding distribution; AI-driven Cost Savings; Automation Efficiency Gains; AI Native Product development; Marketing Efficiency Ratio (MER); Marketplace Liquidity Metrics; Experiment Velocity; Forecast Accuracy

Requirements

• 4+ years in growth, product, AI, marketplace, or digital transformation leadership roles
• Demonstrated experience scaling high-growth technology businesses
• Deep understanding of: - Generative AI - Machine learning systems - AI agents and automation - Growth marketing - Data analytics - Marketplace dynamics
• Experience leading growth functions and teams
• Hard-core operational and analytical rigor
• Ability to communicate technical AI concepts to non-technical stakeholders

Preferred

• Agentic systems, Marketplace, SaaS, fintech, mobility, travel, or insurtech experience
• Experience implementing AI at enterprise scale
• Familiarity with LLM infrastructure
• Agentic workflows
• Vector databases
• Growth automation platforms
• Data warehouses and BI tools

Benefits

• Competitive Compensation: Competitive base salary commensurate with experience
• Growth Opportunity: Architect a world-first protocol for the largest disruption in the history of insurance
• Ground Zero of Autonomy: Work from our Austin HQ, the global hub of the autonomous revolution
• Comprehensive Benefits: (Standard Outdoorsy Group benefits apply, including 100% paid medical and flexible PTO)
• Work-Life Balance: Enjoy RV rental discounts and a culture that values the very outdoor lifestyle we enable