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 by building voice agents that transform the chaotic freight booking process into a modern, intelligent marketplace.
Requirements
- Strong command of TypeScript, Node.js, and REST API design, including debugging and integrating with external systems.
- Hands-on experience with AI-driven systems, including tuning agent behavior, refining prompts, and shaping workflow logic based on customer feedback.
Responsibilities
- Lead technical delivery for customer implementations, integrations, and workflow builds; owning projects from scoping through production rollout.
- Architect and build workflows that encode real customer processes, integrating directly with their systems and adapting to operational edge cases you uncover in the field.
- Develop core platform components and integration tooling that standardize common patterns, reduce one-off work, and help the team scale customer deployments efficiently.
- Navigate complex environments, fragmented data, and real-world constraints, and design solutions that work in practice, not just on paper.
- Provide field insight to product and engineering, shaping the roadmap with firsthand customer understanding.
Other
- 3–6+ years of professional software engineering experience, with clear ownership of complex, production-critical systems.
- Exceptional communication and judgment, especially when balancing speed, reliability, and real-world constraints.
- Based in Chicago with willingness to travel 20–30% to customer sites.
- Travel 20–30% to customer locations and work in-person from our Chicago office.
