FleetWorks
Account Executive with Freight Brokerage Experience
FleetWorks, Chicago, Illinois, United States, 60290
Account Executive with Freight Brokerage Experience
Join to apply for the
Account Executive with Freight Brokerage Experience
role at
FleetWorks .
Base pay range $100,000/yr – $150,000/yr
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've gone from 0 to $2m ARR in 8 months and we're just getting started.
The Role We're looking for a high-impact Account Executive to help drive the next wave of FleetWorks’ growth. You’ll own the full sales cycle—from outbound to close—targeting top domestic freight brokerages. This role is ideal for a hungry, scrappy closer who thrives in fast-moving environments and knows how to break into complex accounts.
What You’ll Do
Own end-to-end sales for new freight brokerage customers
Prospect and qualify leads through cold outreach, LinkedIn, email, and industry events
Lead compelling product demos that show how FleetWorks unlocks real ROI
Navigate complex deals with multiple stakeholders, from operators to executives
Partner cross-functionally with Product and Customer Success to deliver a world-class onboarding experience
Maintain clean CRM hygiene and contribute to forecasting and pipeline strategy
What We’re Looking For
4+ years of closing experience in freight tech
Existing relationships with freight brokerage clients
Strong track record of exceeding quota in outbound-heavy roles
Deep familiarity with the freight brokerage space
Comfortable selling technical products and communicating business value
Startup-minded: resourceful, proactive, and excited to build from 0→1
Compensation Range: $100K - $150K
Seniority level: Mid-Senior level
Employment type: Full-time
Job function: Sales and Business Development
Industries: Transportation, Logistics, Supply Chain and Storage
Referrals increase your chances of interviewing at FleetWorks by 2x.
Get notified about new Account Executive jobs in Chicago, IL.
#J-18808-Ljbffr
Account Executive with Freight Brokerage Experience
role at
FleetWorks .
Base pay range $100,000/yr – $150,000/yr
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've gone from 0 to $2m ARR in 8 months and we're just getting started.
The Role We're looking for a high-impact Account Executive to help drive the next wave of FleetWorks’ growth. You’ll own the full sales cycle—from outbound to close—targeting top domestic freight brokerages. This role is ideal for a hungry, scrappy closer who thrives in fast-moving environments and knows how to break into complex accounts.
What You’ll Do
Own end-to-end sales for new freight brokerage customers
Prospect and qualify leads through cold outreach, LinkedIn, email, and industry events
Lead compelling product demos that show how FleetWorks unlocks real ROI
Navigate complex deals with multiple stakeholders, from operators to executives
Partner cross-functionally with Product and Customer Success to deliver a world-class onboarding experience
Maintain clean CRM hygiene and contribute to forecasting and pipeline strategy
What We’re Looking For
4+ years of closing experience in freight tech
Existing relationships with freight brokerage clients
Strong track record of exceeding quota in outbound-heavy roles
Deep familiarity with the freight brokerage space
Comfortable selling technical products and communicating business value
Startup-minded: resourceful, proactive, and excited to build from 0→1
Compensation Range: $100K - $150K
Seniority level: Mid-Senior level
Employment type: Full-time
Job function: Sales and Business Development
Industries: Transportation, Logistics, Supply Chain and Storage
Referrals increase your chances of interviewing at FleetWorks by 2x.
Get notified about new Account Executive jobs in Chicago, IL.
#J-18808-Ljbffr