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
- 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
- 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