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[Remote] Enterprise Account Executive

Work from home Full-time role Hiring

Note: The job is a remote job and is open to candidates in USA. Journey is a fast-growing logistics technology company seeking an experienced Enterprise Account Executive. The role focuses on acquiring new freight brokerage relationships through a consultative, value-driven approach, managing the full sales cycle from prospecting to contract execution.

Responsibilities

  • Seek, qualify, and close new business with freight brokerages, owning the full sales cycle from prospecting through contract execution
  • Build and maintain an active pipeline to ensure year-over-year revenue growth
  • Generate pipeline through consistent multi-channel outreach, including but not limited to cold calling, email, LinkedIn messaging, video outreach, and networking
  • Conduct discovery meetings, ROI analysis, product demonstrations, pilot scoping, and negotiations
  • Build and manage relationships with operational leaders, pricing teams, technology stakeholders, and executive sponsors
  • Develop strategic account plans for target enterprise prospects
  • Maintain accurate forecasting and disciplined pipeline management throughout the sales process
  • Partner with Marketing on campaigns and lead follow-up while maintaining a strong self-sourced pipeline
  • Represent the company at industry events including TIA, FreightWaves, Manifest, and other conferences
  • Work cross-functionally with Marketing, Customer Success, Product, and Leadership to support customer acquisition and long-term growth

Skills

  • 7+ years of B2B sales experience, selling into freight brokerages, 3PLs, or logistics providers
  • Proven track record of closing complex enterprise deals and managing long, multi-stakeholder sales cycles
  • Strong discovery, presentation, negotiation, and consultative selling skills
  • Comfortable working in a fast-paced environment with rapidly changing priorities
  • Ability to travel up to 30% for customer meetings, conferences, and trade shows
  • Strong familiarity with industry technology, including TMS, pricing tools, automation, or workflow software
  • Ability to productively work remotely and operate independently
  • Freight Tech Sales experience
  • Experience using Salesforce and modern sales engagement platforms (Apollo, Sales Navigator, Gong)

Benefits

  • 401(k)
  • Medical
  • Dental
  • Vision
  • Uncapped commission

Company Overview

  • Journey is the leading Recruiting, Consulting, and Training company for the freight brokerage industry. It was founded in 2023, and is headquartered in Chicago, Illinois, US, with a workforce of 2-10 employees. Its website is https://www.journeydelivers.com/.
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