Fleet & Transportation Account Executive

Helpt

$150K *
Transportation
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • Proven success in sales within trucking, transportation, fleet, logistics, or operational technology.
  • Exceptional consultative selling and discovery skills.
  • Experience managing complex B2B sales with multiple stakeholders.
  • Ability to understand and navigate technical buying processes.
  • Adaptability to a fast-paced, rapidly changing work environment.

Responsibilities

  • Own the full sales cycle from prospecting to closing deals.
  • Engage with operations leaders, fleet managers, IT leaders, and business owners.
  • Manage complex B2B sales cycles and multi-stakeholder opportunities.
  • Develop strategic accounts through targeted outreach and inbound leads.
  • Collaborate with leadership to enhance go-to-market strategies.

Benefits

  • Remote work flexibility within the U.S.
  • Opportunity for significant earnings with uncapped commission.
  • Engagement in a high-growth environment with potential for rapid advancement.
Full Job Description
Fleet & Transportation Account Executive

Remote (U.S.) | OTE $150,000+ | Uncapped Commission

We're seeking an Account Executive with experience selling into trucking, transportation, fleet, logistics, or operational technology environments.
The Role
  • Own the full sales cycle from prospecting through close
  • Sell to operations leaders, fleet managers, IT leaders, and business owners
  • Manage complex B2B sales cycles and multi-stakeholder opportunities
  • Develop strategic accounts through a combination of inbound and targeted outbound
  • Partner with leadership to refine go-to-market strategy and market positioning
What We're Looking For
  • Experience selling into trucking, transportation, logistics, fleet, telematics, ELD, TMS, or related industries
  • Strong consultative selling and discovery skills
  • Ability to navigate operational and technical buying environments
  • Comfortable operating in a high-growth, fast-moving environment
Sales Stack
  • HubSpot
  • Apollo (or similar outbound platforms)

If you've built relationships in transportation and logistics and want to help drive the next phase of growth for a rapidly expanding services business, we'd like to talk.

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