About Roadz

Roadz is transforming fleet operations with generative-AI fleet management assistants, built on unified cross-application data. We eliminate silos and empower smarter decisions for commercial enterprise fleets. roadz.com

The Role

We’re hiring a first, senior, consultative seller to win enterprise fleet accounts (500 vehicles or larger). You’ll own the full cycle—from strategic prospecting and multi-threading to executive alignment, business case/ROI, negotiation, and expansion. This is a hands-on builder role for a tech-savvy seller who can demo an AI product, speak data pipelines at a high level, and navigate complex, multi-stakeholder deals.

What You’ll Do

• Hunt and close net-new enterprise logos; then expand within strategic accounts (land-and-expand).

• Sell a GenAI Assistant that unifies telematics, fuel, maintenance, safety, and other fleet data to help optimize fleets — craft tailored demos and ROI stories by persona (Ops, Safety/Risk, Finance, IT, Procurement).

• Orchestrate complex cycles (RFPs, security reviews, legal/procurement), building champions and executive sponsors.

• Quantify value (cost reduction, risk/safety improvements, utilization uplift) and run rigorous business cases.

• Forecast with discipline, maintain crisp CRM hygiene, and beat your number.

• Report directly to the CEO and partner with Product and Marketing to tighten messaging, feedback loops, and win plans.

• Represent Roadz at fleet events and executive briefings.

What You’ll Bring

• 5–10+ years of enterprise SaaS/new-logo sales with commercial enterprise fleets.

• Proven wins in multi-stakeholder, technical sales.

• Domain fluency across fleet tech, including telematics/ELD, safety, maintenance, fuel, compliance, etc.

• Technical credibility: comfortable whiteboarding high-level integrations (APIs, data schemas), discussing workflows, and translating outcomes for both business and IT.

• Methodical operator: pipeline generation mastery, consistent quota attainment, clean forecasting, and referenceable enterprise closes.

• Executive presence & storytelling: clear, concise, and consultative.

• Startup DNA: get-it-done approach, bias to action, ownership, and process building.

• Rolodex: Relationships with large fleets.

Nice to Have

• Experience selling AI/analytics, data platforms, or workflow automation.

• Formal sales training.

How We Measure Success (First 12 Months)

• New-logo ARR and multi-year TCV closed vs. plan.

• Qualified pipeline creation and stage conversion rates.

• Executive sponsor depth and multi-threading strength in target accounts.

• Expansion revenue and product adoption milestones post-land.

Why Roadz

• Category defining: strong differentiation; cutting edge AI technology; addressing the biggest problems in fleet management through data unification and AI.

• Upside: Uncapped commission, and meaningful equity; high impact and visibility.