Account Executive - AI

Chicagofull-timemid

SalesAccount Executive

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Quick Summary

Overview

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that.

Technical Tools

customer-successforecasting

Every year, companies spend over a trillion dollars moving freight across the U.S. — but the system for matching trucks with jobs is still slow, manual, and fragmented. FleetWorks is fixing that.

We’re building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace. Our agents replace the endless phone calls, texts, and emails and match truckers who want to get paid with loads that need to be moved. We're working with some of the biggest brokers in the country and building fast.

Learn about our series A here!

Responsibilities

~1 min read

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Own end-to-end sales for new freight brokerage customers
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Prospect and qualify leads through cold outreach, LinkedIn, email, and industry events
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Lead compelling product demos that show how FleetWorks unlocks real ROI
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Navigate complex deals with multiple stakeholders, from operators to executives
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Partner cross-functionally with Product and Customer Success to deliver a world-class onboarding experience
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Maintain clean CRM hygiene and contribute to forecasting and pipeline strategy

4+ years of closing experience (freight-tech experience is great but not required!)
Strong track record of exceeding quota in outbound-heavy roles
Comfortable selling technical products and communicating business value
Startup-minded: resourceful, proactive, and excited to build from 0→1