FleetWorks
Senior Software Engineer - Forward Deployed
Chicago · Senior
Sponsorship not specified$20k-$30kDetected 55 days ago
TypeScriptNode.jsAPI DevelopmentRESTAgentic AICommunication
About the role
- 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.
- 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.
- In this role, you'll be embedded directly into the environments where our product meets real users.
Responsibilities
- Own customer deployments end-to-end, from initial scoping to integration design to production rollout.
- Build production features and integrations that allow our AI agents to operate inside complex customer environments.
- Collaborate closely with product and core engineering to shape the roadmap based on what you observe directly on the ground.
- Strong command of TypeScript, Node.js, and REST API design, including debugging and integrating with external systems.
- 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
- 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
- diagnosing messy real-world problems, shaping technical solutions in the field, and ensuring our AI agents perform flawlessly in live operations.
Requirements
- Hands-on experience with AI-driven systems, including tuning agent behavior, refining prompts, and shaping workflow logic based on customer feedback.
Compensation
- 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
Benefits
- 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
- 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
Company info
- FleetWorks is fixing that.
- We're building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace.
- We're expanding our forward-deployed engineering team in Chicago, a major hub for our customers and the heart of U.S. freight operations.
- You'll work side-by-side with operators, understand their workflows firsthand, and turn that knowledge into robust integrations and production features.
- As our first
- Develop tools and reusable workflows that improve deployment speed and reduce friction for future customers.
- Operate with extreme ownership, ensuring customers experience immediate and measurable value from our platform.
- If you thrive in ambiguous environments, enjoy working directly with customers, and want to see your code deliver immediate operational impact, this role is uniquely high-leverage.
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This listing is sourced directly from FleetWorks's careers page and normalized into a canonical job model.