Senior Account Executive (Chicago)

About the Company

Freightbull Logistics is an asset-backed freight brokerage and carrier built around a simple idea: do what we say we'll do. Founded in 2012 by our owner — who started as the company's first driver — we've grown to a $50M operation with 250+ tractors and trailers moving freight for major global manufacturers, CPG companies, and food and beverage shippers across the U.S., Canada, and Mexico. Our brokerage is our fastest-growing arm, and we're building the enterprise muscle to match. We're not a traditional brokerage with a website, and we're not a pure-tech digital broker pretending to understand freight. We're building a next-generation logistics provider — combining decades of asset and operational depth with AI-assisted pricing, voice-enabled workflows, and intelligence tools built in-house. The future of this industry belongs to operators who can use both, and we're building for it.

About the Role

This is a hunter's seat. You'll build your book — but you won't build it from nothing. Freightbull has been moving freight since 2012. We run 250+ tractors and trailers and $50M in revenue for global manufacturers, CPG brands, and food and beverage shippers across the U.S., Canada, and Mexico. When you call a shipper, you're not pitching a website. You're bringing capacity we own, on lanes we already run, backed by an operation that has been doing what it said it would do since 2012. Depending on where you're strongest, you'll run high-velocity transactional quoting on spot freight where speed wins, long-cycle RFP-driven strategic pursuits where relationships win, or both. You'll report into sales leadership that has actually done this job — built books from cold, carried a number, and developed reps into producers. That means coaching from people who have run the motion themselves, not just managed it. You'll work alongside a team of producing AEs and own your slate end to end. We move fast — decisions get made the day they need to be made, not three meetings later. If you want a defined territory inherited from someone else, that's not what's on offer. If you want to build a book you own, keep reading.

Responsibilities

• Self-sourced prospecting into shippers across food and beverage, automotive, retail, packaging, and beyond — from SMB and mid-market up to Fortune 1000 strategic accounts.
• Running the full motion end-to-end — qualifying, quoting, closing first business, and turning first loads into recurring lanes.
• Building decision-maker relationships with logistics, procurement, traffic, and supply chain leaders at your accounts.
• Partnering with operations, pricing, carrier sales, and the asset team — because the second load is what builds the book.
• Owning your pipeline and owning your number.

Qualifications

• 5+ years of sales experience in logistics, freight, or 3PL — including direct experience selling to mid-market and/or enterprise shippers.
• You've built a book from cold. You know what a real prospecting week looks like.
• Operational fluency. You understand how loads actually move, how pricing actually works, and what holds up when something goes wrong.

Location & Travel

Hybrid, based out of our River North office in downtown Chicago. Travel approximately 5–15%, depending on your accounts, primarily for customer visits and team alignment.

Pay range and compensation package

Compensation $90,000–$120,000 base, plus uncapped commission. On-target earnings of $150,000–$195,000, with top producers clearing $195,000+. Comprehensive health, dental, vision, and PTO.

Equal Opportunity Statement

Freightbull Logistics is an equal opportunity employer. We make hiring decisions based on the work you do and the way you do it — nothing else.