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Upwell Revenue Software, Inc.
Account Executive (on-site in Omaha, NE)Upwell Revenue Software, Inc. • Omaha, United States
Account Executive (on-site in Omaha, NE)

Account Executive (on-site in Omaha, NE)

Upwell Revenue Software, Inc. • Omaha, United States
30+ days ago
Job type
  • Full-time
Job description

Who We Are

Upwell is redefining order-to-cash automation in the logistics industry. Our AI-powered platform eliminates inefficiencies in billing, collections, and payments for freight brokers, trucking companies, 3PLs, and freight forwarders. Backed by deep industry expertise and cutting-edge technology, we help customers get paid faster, reduce errors, and improve cash flow.

We're growing fast and looking for a proven freight tech seller to be our first Account Executive. This is an opportunity to make a massive impact, shape our go-to-market strategy, and earn at the highest levels in the company.

Who You Are

  • A top-performing freight tech or freight payments sales rep with a track record of closing deals and exceeding quotas.
  • Deeply knowledgeable about TMS platforms, AR/AP automation, capital providers, and freight audit/payment firms.
  • A natural storyteller and connector—you know how to build trust, sell a vision, and drive urgency.
  • Competitive, money-motivated, and thrive in a high-stakes, fast-paced startup environment.
  • Resilient, adaptable, and hungry to win—you know what it takes to get deals done.
  • Experience selling SaaS, fintech, or freight automation solutions into logistics companies.

What You'll Do

  • Own the full sales cycle from prospecting to close, targeting mid-market and enterprise freight brokers, 3PLs, and carriers.
  • Develop deep relationships in the TMS and freight payments ecosystem—you'll be expected to bring (or build) a network.
  • Sell consultatively, understanding customer pain points and crafting compelling solutions.
  • Work alongside founders and leadership to shape pricing, positioning, and sales strategy.
  • Drive revenue with a hunter mentality—no excuses, just results.
  • Be the first of many—lay the foundation for Upwell's future sales team.

Qualifications

  • 3+ years of B2B sales experience in logistics or freight tech sectors, preferably in new logo acquisition.
  • Proven track record of meeting and exceeding sales quotas.
  • Deep understanding of the freight market and challenges facing freight brokers and logistics teams.
  • Exceptional communication, negotiation, and presentation skills.
  • HubSpot experience is a plus.

Why Upwell?

  • Massive upside: Uncapped commissions + a chance to be the highest-paid person in the company.
  • High-growth startup: Work directly with industry veterans and founders.
  • Cutting-edge product: Be part of a game-changing solution that logistics companies need.
  • No corporate BS: We're a fast-moving, high-performing team that values action over talk.

Why Join Us?

  • Be part of transforming an industry through technology
  • Work on challenging problems that impact real businesses
  • Clear career growth path as we scale
  • Competitive salary range
  • Comprehensive benefits including health, dental, and vision insurance
  • 401(k)
  • Flexible PTO policy
  • Modern, collaborative workspace in Omaha

Experience matters, but attitude is everything. If you're a freight tech sales killer who wants to be part of something big, let's talk.

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Account Executive (on-site in Omaha, NE) • Omaha, United States

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