Senior Product Engineer

FleetWorks is a logistics management platform that uses AI to automate manual freight brokerage operations.

Location: San Francisco / Chicago, IL
Company size: 10–50
Posted: 2mo ago
Via: Yc

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Job listing · Updated 21 AUG 2026

Senior Product Engineer

FleetWorks Technology· San Francisco / ChicagoView company profile

Job title: Senior Product Engineer
Job location: San Francisco / Chicago
Job listing URL: https://www.ycombinator.com/companies/fleetworks/jobs/DIAcWBE-senior-product-engineer
Job description: 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 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. Learn about our series A [here](https://www.fleetworks.ai/blog/fleetworks-launches-always-on-dispatcher-for-trucking-industry-with-17m-funding)! **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 4 years of professional full-time software development, including at least one 2 years or more at one company (or a company and its acquirer) - Comfort working in our stack or picking it up quickly—we use TypeScript across the stack - A healthy appreciation for hard problems—we already handle tens of thousands of phone calls and emails per day and we’re just getting started - Empathy for your users and your colleagues **How we'll get to know each other** - Quick call with Bailey, our Head of People, 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 - 30-min at-home technical challenge (waived for very senior candidates) - 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 - Well talk with your references to help us understand how to best support your development at work—we might do this after you've signed your offer - 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 in San Francisco 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

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