Account Executive
FleetWorks is building the AI agent powering the future of freight. Our technology automates carrier sales for top freight brokerages—replacing hours of manual calls and emails with instant, intelligent booking. Backed by First Round Capital and Saga Ventures, we’re already profitable with 7-figure ARR and growing fast. Customers include many of the top 100 freight brokers in the U.S.
We’re a YC-backed, product-led team based in downtown San Francisco and Chicago. We move fast, win together, and build real things that move the world.
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, ideally in SaaS or freight tech
Strong track record of exceeding quota in outbound-heavy roles
Deep familiarity with the freight brokerage space (carrier sales especially is a plus)
Comfortable selling technical products and communicating business value
Startup-minded: resourceful, proactive, and excited to build from 0→1
Based in (or willing to relocate to) San Francisco — this is an in-office role
Why FleetWorks
Competitive base + uncapped commission
Full benefits: medical, dental, vision
Daily team lunch, snacks, and drinks in-office
$500/month housing bonus for living near the office
Average salary estimate
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