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Roamly & Wheelbase - Account Executive/SaaS Sales (UK)

Outdoorsy

London, England, United KingdomFull-timeNo compensation foundPosted 2mo agoVerified open 5 days ago

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At a glance

Compensation
No compensation found
Location
London, England, United Kingdom
Schedule
Full-time
Work Authorization
Not specified

Job overview

Outdoorsy is hiring a Roamly & Wheelbase - Account Executive/SaaS Sales (UK). Roamly & Wheelbase Pro are redefining mobility insurance and fleet management with a cutting-edge SaaS platform. This role seeks a high-performing SaaS Sales Professional to drive growth in the UK market, focusing on Autonomous Vehicle (AV), Electric Vehicle (EV), and Autonomous Mobility sectors. The Account Executive will spearhead the adoption of Wheelbase Pro and embedded Roamly insurance products, targeting fleet operators, ride-sharing companies, and taxi services.

Key focus areas include Drive revenue by owning the full sales cycle from prospecting to closing high-value deals, Identify and engage decision-makers within the EV, AV, ride-sharing, hire-car, and taxi operator sectors, and Effectively demonstrate the dual value proposition of Wheelbase Pro and Roamly to solve pain points.

Important skills include SaaS Sales, Outbound Prospecting, Cold Calling, Pipeline Generation, Mobilitytech Familiarity, and Fleet Management Familiarity. Preferred (not required): Commercial Motor Insurance Knowledge, InsurTech Knowledge, and UK Hire/Reward/Taxi Regulatory Landscape Knowledge.

Skills & qualifications

RequiredNice to have

Skills

SaaS SalesOutbound ProspectingCold CallingPipeline GenerationMobilitytech FamiliarityFleet Management FamiliarityAutomotive Telematics FamiliarityEV/AV Ecosystems FamiliarityNavigating Multi-Stakeholder DealsSelf-MotivatedResilientCRM HygieneAccurate ForecastingMarket InsightsCommercial Motor Insurance KnowledgeInsurTech KnowledgeUK Hire/Reward/Taxi Regulatory Landscape Knowledge

Qualifications

Based in or Commutable to London OfficeEstablished Network Within UK Fleet Operations or Ride-Sharing Networks

Benefits

401(k) Match
Medical Insurance

Full job description

About Roamly & Wheelbase Pro At Roamly, we are redefining mobility insurance and fleet management for the modern world. Through our flagship software, Wheelbase Pro, we provide a cutting-edge Fleet Management SaaS platform that features fully embedded, proprietary Roamly insurance products.

As the transportation landscape shifts, we are laser-focused on the Autonomous Vehicle (AV), Electric Vehicle (EV), and Autonomous Mobility markets. In the UK, our platform empowers fleets offered for hire, ride-sharing platforms, and taxi operator services to streamline operations and secure market-leading coverage seamlessly.

About the Role: We are seeking a high-performing, commercially minded SaaS Sales Professional to spearhead our growth in the UK market. Operating out of our London office, you will be responsible for driving the adoption of Wheelbase Pro and our embedded Roamly insurance products.

You will target fleet operators, ride-sharing companies, and taxi services, navigating complex B2B sales cycles to position Roamly as the ultimate technology and insurance partner for modern mobility.

Key Responsibilities & Deliverables

  • 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. Who You Are (Candidate Profile) Required Experience & Skills:

  • High-Velocity SaaS Sales: Proven track record in a fast-paced B2B SaaS environment. You thrive on high deal velocity and short sales cycles.

  • Outbound & Cold Calling Hustle: You must be a hunter with a proven mastery of cold calling, proactive prospecting, and pipeline generation.

  • Mobility/Fleet Familiarity: A solid understanding of (or deep interest in) mobilitytech, fleet management, automotive telematics, or EV/AV ecosystems.

  • Navigating Multi-Stakeholder Deals: Ability to efficiently manage fast-moving sales cycles involving operations, finance, and C-suite executives without losing momentum.

  • The Startup Hustle: Self-motivated, resilient, and comfortable navigating a fast-growing, dynamic market environment where you build the playbook as you go.

  • Location: Based in or commutable to our London office. Nice-to-Haves:

  • Experience or knowledge in Commercial Motor Insurance, InsurTech, or the UK hire/reward/taxi regulatory landscape.

  • An established network within UK fleet operations or ride-sharing networks. What We Offer

  • Competitive base salary with an uncapped, highly lucrative commission structure.

  • The opportunity to be an early, critical hire in our UK expansion, directly influencing our growth trajectory.

  • A vibrant office culture in the heart of London.

  • Comprehensive benefits package, including pension match, health perks, and modern tech stipend. Are you ready to shape the future of autonomous and electric mobility? Apply today to join the Roamly team in London!

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