Enterprise Sales - Cincinnati

Bitfreighter

$150K — $250K *
Transportation
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of B2B SaaS sales experience, preferably in enterprise or mid-market segments.
  • Proven track record of closing complex deals with multiple stakeholders.
  • Experience selling into freight brokers, 3PLs, or supply chain organizations strongly preferred.
  • Familiarity with EDI, integrations, APIs, or logistics tech is a major plus.
  • Strong discovery, storytelling, and objection-handling skills.

Responsibilities

  • Own and close enterprise-level deals (typically $25K-$100K+ ARR).
  • Build and manage a pipeline of target accounts in the freight and logistics space.
  • Develop multi-threaded relationships with executives, IT, and operations leaders.
  • Lead consultative discovery conversations around EDI, integrations, and workflow automation.
  • Deliver compelling product demonstrations and ROI-driven proposals.
  • Navigate complex buying processes and procurement cycles.
  • Partner with internal teams to craft tailored solutions.

Benefits

  • 75% paid health, dental, and vision benefits.
  • Unlimited PTO.
  • Summer Fridays.
  • 401k match.
  • Activity reimbursement.
  • 100% remote.
  • Flexible work environment.
Full Job Description
WHAT'S THE ROLE?

We're looking for a high-performing Enterprise Sales Executive to drive new logo acquisition and strategic expansion within large freight brokerages, 3PLs, and logistics organizations. This is a full-time role based in the Greater Cincinnati, OH area, focused on complex, consultative sales cycles - working directly with executive stakeholders to position Bitfreighter as a mission-critical integration partner.

You'll own the full sales cycle from prospecting to close, identifying and closing new enterprise customers across freight and logistics - including shippers, 3PLs, and carriers. Day to day, that means managing a high-quality pipeline, running discovery calls and demos, building tailored proposals, and leading contract negotiations with key decision-makers. You'll work closely with marketing, product, and customer success to refine messaging, shape platform enhancements, and ensure a smooth handoff from sales to implementation - while nurturing executive relationships, tracking performance metrics, and representing Bitfreighter at industry events.

Requirements

Key Responsibilities
  • Own and close enterprise-level deals (typically $25K-$100K+ ARR)
  • Must be located in the Greater Cincinnati, OH area.
  • Build and manage a pipeline of target accounts in the freight and logistics space
  • Develop multi-threaded relationships with executives, IT, and operations leaders
  • On-site regional visits to prospects
  • Lead consultative discovery conversations around EDI, integrations, and workflow automation
  • Deliver compelling product demonstrations and ROI-driven proposals
  • Navigate complex buying processes and procurement cycles
  • Partner with internal teams (product, partnerships, customer success) to craft tailored solutions
  • Maintain accurate forecasting and pipeline visibility in CRM
  • Represent Bitfreighter at industry events, conferences, and networking opportunities



What Success Looks Like
  • Consistently hitting or exceeding quota
  • Building a strong pipeline of qualified enterprise opportunities
  • Closing multi-stakeholder, high-value deals
  • Establishing Bitfreighter as a trusted partner within target accounts
  • Contributing feedback to refine messaging, product, and go-to-market strategy



Qualifications
  • 5+ years of B2B SaaS sales experience, preferably in enterprise or mid-market segments
  • Proven track record of closing complex deals with multiple stakeholders
  • Experience selling into freight brokers, 3PLs, or supply chain organizations strongly preferred
  • Familiarity with EDI, integrations, APIs, or logistics tech is a major plus
  • Strong discovery, storytelling, and objection-handling skills
  • Highly self-motivated with a hunter mentality
  • Comfortable operating in a fast-paced, early-stage environment
  • Must be willing to travel


Benefits

    • Competitive base salary + uncapped commission (OTE: $150K-$250K+ depending on experience)
    • 75% paid Health, dental, and vision benefits
    • Unlimited PTO
    • Summer Fridays
    • 401k match
    • Activity reimbursement
    • 100% remote
    • Flexible work environment

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