Customer Sales Manager

Freightbull; Chicago (IL); Hybrid; USD 85,000 - 120,000; Full time

Benefits offered by this job

Comprehensive health, dental, and vision benefits

Performance bonuses

PTO benefits

Job summary

Freightbull, located in Chicago, is looking for a leader for their hybrid sales team. The role involves coaching and developing a team of Account Executives, driving accountability, and building operational systems to enhance customer experience.

The successful candidate will have 7+ years of experience in logistics or freight, and will be hands-on while developing new talent. Freightbull offers a competitive compensation package with base salary and performance bonuses alongside comprehensive health benefits.

Qualifications

• 7+ years of progressive sales experience in logistics, freight, or 3PL.
• Experience leading and coaching sales reps.
• Comfortable with ambiguity and decisive under pressure.

Responsibilities

• Lead, coach, and develop a team of Account Executives.
• Hire, onboard, and ramp new Account Executives.
• Shape Freightbull's customer-sales playbook and operating system.

Skills

Sales experience in logistics or freight

People management

Operational fluency

Technology comfort

Decisive under pressure

Job description

About the Role

This is a hybrid seat — equal parts coach, builder, and operator. The customer sales team is the production engine of our brokerage: the AEs working SMB and mid-market shippers every day, turning prospecting activity into pipeline, pipeline into freight, and freight into recurring revenue. You’ll inherit a team of producing reps, hire and onboard the next wave, and own the rhythms — pipeline reviews, deal coaching, performance accountability — that keep the engine running.

You’ll report directly to the COO and work alongside leadership to shape Freightbull’s customer‑sales playbook, hiring profile, and operating cadence. We move fast. Decisions get made the day they need to be made, not three meetings later. If that pace energizes you, you’ll fit here. If it makes you uncomfortable, this isn’t the seat for you. This is a roll‑up‑your‑sleeves role. You’ll carry your own slate of customers alongside the team — leading from the front, not from a distance.

Responsibilities

• Lead, coach, and develop a team of Account Executives selling to SMB and mid-market shippers across food and beverage, automotive, retail, packaging, and beyond.
• Hire the next wave of AEs — sourcing, interviewing, onboarding, ramping — in partnership with the COO and our recruiting team.
• Stand up the customer‑sales operating system at Freightbull: 1:1 cadences, pipeline reviews, deal coaching, account planning, performance accountability rhythms.
• Carry your own slate of customers in parallel with the team — production credibility matters in this seat.
• Partner with operations, pricing, and carrier sales to keep the customer experience consistently sharp.
• Shape Freightbull’s customer‑sales playbook, hiring profile, and onboarding curriculum based on what’s working and what isn’t.

Qualifications

• 7+ years of progressive sales experience in logistics, freight, or 3PL — including direct experience selling to SMB and mid-market shippers.
• A track record of producing as an IC and leading other producers as a manager — you’ve coached reps to close, not just managed pipelines from a dashboard.
• Direct people management experience. You’ve hired, ramped, coached, and held reps accountable.
• Operational fluency. You understand how loads actually move, how pricing actually works, and how to architect solutions that hold up.
• Comfort with technology and curiosity about how AI, data, and modern tooling sharpen a sales motion. You don’t need to be an engineer or developer — but you can’t be allergic to working alongside tools smarter than the average broker stack.
• The temperament for a build — comfortable with ambiguity, decisive under pressure, willing to do the hands‑on work alongside the strategic work.

Preferred Skills

• Experience standing up or scaling a customer‑sales team at a growing brokerage or 3PL.
• Hands‑on with sales hiring profiles, onboarding curriculums, and ramp programs.
• Cross‑modal experience (truckload, LTL, intermodal, drayage) that informs how you coach reps to design customer solutions.

Pay range and compensation package

We pay our producers like we mean it. Compensation at Freightbull is built to be among the strongest in the industry — base, bonus, and commission stacked so the people who deliver take home more than they would at the competition. Base salary, performance bonuses, and commissions tied to the production you and your team generate. Comprehensive health, dental, vision, and PTO benefits. Chicago (River North) - Hybrid Schedule. Travel: approximately 5–10%, primarily for customer visits and team alignment.

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.