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 products that transform the chaotic freight booking process into a modern, intelligent, agentic 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 have a small, high-agency team working out of our office in SOMA. As an early engineer, you will be a true owner of your work, developing features end to end, interacting directly with our customers, and shaping our culture.
What you'll do
Own end-to-end feature development, working directly with a high-ownership team including our founders, customers, and other engineers
Make product and technical decisions that will shape the future of FleetWorks
Ship new work every day
Learn from others and teach those around you
What we look for
Professional experience owning end-to-end feature development on customer-facing products
At least 3 years of professional full-time software development experience
Comfort working in our stack or picking it up quickly, we use TypeScript across the stack
A healthy appreciation for hard problems, we orchestrate thousands of agents and are just getting started!
Empathy for your users and your colleagues
How we'll get to know each other
Quick call with Megan, our Talent Lead, for you to share your goals and motivations, what you’ve worked on that you’re proud of and to figure out together how that might fit in with what we’re working on at FleetWorks
45-min live-coding interview with an engineer who you'll work with if you join, so that we can get to know how you think about technical challenges
Paid onsite work trial so that we can get to know how you work and you can get to know us
Transparent offer process that clearly outlines how we came to the compensation package we’re offering, including the current and potential value of your equity
What we offer
Top tier cash and equity compensation—we aim to be above 75th %ile for companies who have raised a similar amount of cash
Competitive medical, dental, and vision benefits
Fully covered lunches and dinners
The opportunity to learn quickly, grow fast, and be rewarded for your contributions
Skills Required
- 3-6+ years of professional software engineering experience with ownership of complex, production-critical systems
- Strong command of TypeScript
- Strong command of Node.js
- Experience with REST API design, debugging, and integrating with external systems
- Hands-on experience with AI-driven systems, including tuning agent behavior and refining prompts
- Exceptional communication and judgment when balancing speed, reliability, and real-world constraints
- Based in Chicago with willingness to travel 20-30% to customer sites
What We Do
Backed by Y Combinator Automating the 1B+ phone calls the freight industry makes every year
