Founding Sales Executive and Account Manager - Roamly UK

Roamly; Greater London; Hybrid; GBP 60,000 - 110,000; Full time

Benefits offered by this job

Competitive base salary

Uncapped commissions (OTE)

UK benefits package

Global career opportunity

Job summary

Roamly, the UK expansion team, seeks a Founding Sales Executive and Account Manager to lead the market launch for Roamly PX and Wheelbase in the UK.

You will own the full sales cycle—from prospecting to closing—while also servicing and expanding existing accounts, building brand, pipeline, and long-term relationships with fleet operators and rental businesses across the UK.

Qualifications

• UK B2B commercial sales experience in UK insurance, InsurTech, fleet management, mobility, or SaaS sectors.
• Strong understanding of UK commercial motor insurance, fleet risk, or P&C fundamentals; CII qualifications preferred.
• Full lifecycle capability: hunter and farmer; proven prospecting and closing.
• Experience presenting and selling software (SaaS) with ability to demo Wheelbase and Roamly insurance products.

Responsibilities

• Act as the primary on-the-ground sales owner for Roamly in the UK; build market momentum and local pipelines.
• Prospect, pitch, demo, negotiate, and close mid-to-large UK fleet operators and rental businesses.
• Sell the full ecosystem: Roamly PX plus Wheelbase SaaS for fleet optimization and logistics.
• Onboard, service, and retain UK clients; maximize lifetime value and cross-sell modules.
• Provide localized feedback to product, underwriting, and leadership to refine go-to-market strategy.

Skills

UK B2B sales experience

SaaS sales

CRM tools

Education

CII / Cert CII preferred

Tools

Close.io

Tableau

Job description

About Roamly

Roamly is a premier InsurTech platform built specifically for the mobility and commercial fleet economy. Our pioneering insurance solutions—including our commercial Protection Experience (Roamly PX)—offer embedded risk management and dynamic commercial coverage built for rental operators, platforms, and fleet managers.

To power complete end-to-end fleet operations, our product suite also includes Wheelbase, the leading fleet management software ("the operating system") for vehicle, campervan, RV, and mobility operators.

As we continue our rapid global growth, we are expanding directly into the UK market. We are looking for a high-energy, commercially minded pioneer to spearhead this effort, establishing Roamly’s footprint and delivering our combined insurance and software product suite to UK operators.

Role Overview

As a Founding Sales Executive and Account Manager, you will serve as the primary driver of our UK market launch. This is a dynamic hybrid role combining full sales cycle execution (hunting new business) with ongoing account servicing and retention (farming existing accounts).

You will focus on introducing Roamly PX to UK fleet operators and rental businesses, while also leveraging Wheelbase SaaS as an integrated or standalone software solution to give UK clients a seamless operational suite.

1. UK Market Spearhead & Sales Generation

• Drive UK Expansion: Act as the primary on-the-ground sales owner for Roamly in the UK, building initial market momentum, brand presence, and localized sales pipelines.
• Full Sales Cycle Ownership: Prospect, pitch, run live product demos, negotiate, and close mid-to-large UK fleet operators, peer-to-peer rental businesses, and commercial fleets.
• Sell the Full Ecosystem: Articulate the combined value proposition of Roamly PX (commercial risk and policy management) alongside Wheelbase SaaS (fleet optimization, booking engines, and logistics management).
• Consultative Selling: Analyze UK operator models, evaluate current insurance vulnerabilities/gaps (e.g., downtime, off-rent exposures), and demonstrate cost savings and risk reduction using Roamly and Wheelbase.

2. Account Servicing & Relationship Management

• Account Servicing: Serve as the dedicated account manager for UK clients post-sale, handling day-to-day policy maintenance, fleet additions/deletions (endorsements), billing inquiries, and software support.
• Onboarding & Adoption: Partner with Underwriting and Implementation teams to ensure UK operators are seamlessly onboarded, fully compliant, and maximizing software usage.
• Account Retention & Expansion: Build strong, long-term relationships with fleet owners to maximize lifetime account value (LTV), cross-selling additional Wheelbase modules, and scaling policy coverage as client fleets grow.
• Market Feedback Loop: Act as the voice of the UK market internally—providing vital localized feedback to Product, Underwriting, and Executive leadership to refine our UK go-to-market strategy.

Qualifications & Requirements

• UK B2B Commercial Sales Experience: 2+ years in B2B sales or account management within the UK commercial insurance, InsurTech, fleet management, mobility, or SaaS sectors.
• UK Insurance Knowledge: Strong understanding of UK commercial motor insurance, fleet risk, or Property & Casualty (P&C) fundamentals. Relevant UK insurance qualifications (e.g., CII / Cert CII) are strongly preferred.
• Full-Lifecycle Capability: Proven ability to both prospect and close new deals (Hunter) while delivering exceptional ongoing account management and servicing (Farmer).
• SaaS & Tech Aptitude: Experience presenting and selling software solutions (SaaS), with the ability to comfortably demonstrate the Wheelbase platform alongside Roamly insurance products.
• Self-Starter / Entrepreneurial Mindset: Comfortable operating as an early-stage market spearhead—possessing the drive to create structure, navigate ambiguity, and establish a new regional territory.
• CRM & Tools: Proficient in modern sales and account management platforms (e.g. Close.io, Tableau,etc).

Key Competencies

• Commercial Drive & Hustle: Motivated by launching a top-tier product into a new market and achieving aggressive revenue growth targets.
• Relationship Builder: High emotional intelligence, capable of earning the trust of small business owners and C-suite fleet executives alike.
• Adaptability & Resilience: Comfortable working across time zones with global tech/underwriting hubs while maintaining deep responsiveness to local UK clients.

What We Offer

• Competitive Base Salary + Uncapped Variable OTE (Commissions and bonuses tied to UK market growth, close rates, and account retention).
• UK Benefits Package: Pension contributions, health coverage options, and flexible time off.
• Global Career Opportunity: Be the foundational sales hire in a major new geographic market for a high-growth scale-up.