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 (e.g., personal lines exclusions, downtime vulnerabilities, rideshare Period 0 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.

SMB/MM 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.

SMB/MM Account Executive

Account Executive – SaaS, Embedded Insurance

Account Executive – SaaS Sales

Product Marketing Manager