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Senior Backend Software Engineer

FleetWorks

Chicago, IL · Posted August 12, 2026

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About the job

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