Outdoorsy

Account Executive

• Own the Full Sales Cycle: Prospect, build, and manage a high-velocity pipeline targeting mid-to-large fleet operators, carshare businesses, RV rental companies, and modern mobility services.
• Deliver the Dual Value Proposition: Execute impactful, consultative demonstrations that seamlessly tie the operational power of Wheelbase SaaS (booking, analytics, dispatch) to the financial security of embedded Roamly insurance.
• Navigate Complex B2B Sales: Confidently pitch to multiple stakeholders, including Operations Managers, CFOs, and C-Suite executives, translating technical SaaS perks and insurance cost-reductions into ROI.
• Uncover Risk Pain Points: Analyze an operator's current insurance gaps and position Roamly as the total compliance solution.
• Collaborate on Onboarding: Partner closely with our internal Underwriting, Customer Success, and Implementation teams to ensure smooth transition from closed-won to active utilization and policy binding.
• Maintain CRM Hygiene: Keep pristine records of sales activities, notes, and accurate forecasting metrics within our CRM.

Account Executive – SaaS, Embedded Insurance

• Drive Revenue: Own the full sales cycle—from prospecting and pipeline generation to pitching, negotiating, and closing high-value SaaS and insurance deals.
• Target Modern Mobility: Identify and engage decision-makers within the EV, AV, ride-sharing, hire-car, and taxi operator sectors across the UK.
• Consultative Selling: Effectively demonstrate the dual value proposition of Wheelbase Pro (the software) and Roamly (the embedded insurance) to solve complex operational and risk management pain points.
• Collaborate Internationally & Locally: Work closely with the Head of UK Operations to align on regional strategy, market trends, and localized product feedback.
• Pipeline Management: Maintain a high level of CRM hygiene, providing accurate forecasting and market insights to leadership.

Account Executive – SaaS Sales

Product Marketing

• Go-to-Market Ownership: Develop and execute high-velocity GTM strategies for new product launches, feature updates, and geographic expansions across the portfolio.
• AI-Driven Positioning & Messaging: Utilize AI tools to scale, test, and refine clear, differentiated value propositions and messaging frameworks that resonate with our distinct B2B and B2C audiences.
• Customer Insights & Segmentation: Conduct deep market research, competitive analysis, and sentiment analysis—leveraging AI to synthesize user data and uncover customer pain points and buying behaviors faster.
• Cross-Functional Collaboration: Partner closely with Product Management to influence the product roadmap, and collaborate directly with Growth Marketing and Creative teams to build high-converting campaigns.
• Sales & Operations Enablement: Rapidly build and scale impactful sales collateral, case studies, product guides, and training materials to enable our sales and support teams to win.
• Data-Driven Optimization: Define, monitor, and report on key product marketing metrics (e.g., feature adoption, conversion rates, churn reduction) to continually optimize GTM performance.

Product Marketing Manager

Artificial Intelligence

• 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.
• 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
• 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
• 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
• Identify opportunities to reduce operational costs through AI automation.

Chief AI Growth Officer

Conversion Rate Optimizer

• The Chief Revenue Officer (CRO) is an AI native executive who is responsible for all revenue-generating functions across the company, including sales, partnerships, customer success, revenue operations, pricing strategy, and product unit economics.
• The CRO aligns marketing, sales, pricing, customer retention, and expansion efforts to accelerate predictable and scalable growth.
• The CRO reports directly to the CEO and partners closely with product, finance, data and analytics, operations, and marketing leadership.

Account Executive – SaaS, Embedded Insurance

Account Executive – SaaS Sales

Product Marketing Manager

Chief AI Growth Officer

Chief Revenue Officer, AI-Forward