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About the Role
FleetWorks is building voice agents to modernize the freight booking process, transforming it into an intelligent marketplace. As a core engineering team member deployed directly to customer environments, you will build production features, design integrations, and shape internal tooling to scale deployments efficiently. This role offers the opportunity to work hands-on with users, solve ambiguous problems, and see your code drive live operations quickly.
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.
- Develop core platform components and integration tooling to standardize patterns, reduce one-off work, and scale customer deployments.
- Navigate complex environments, fragmented data, and real-world constraints to design practical solutions.
- Provide field insight to product and engineering teams, shaping the roadmap with firsthand customer understanding.
- Travel 20–30% to customer locations and work in-person from our Chicago office.
Requirements
- 3–6+ years of professional software engineering experience, with clear ownership of complex, production-critical systems.
- 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.
- 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.
Skills
- TypeScript
- Node.js
- REST API design
- Debugging
- Integrating with external systems
- AI-driven systems
- Agent behavior tuning
- Prompt refinement
- Workflow logic shaping
Location
- Chicago
Work Type
- Onsite
- Hybrid
Experience Level
- 3-6+ years
Salary/Compensations
- Top tier cash and equity compensation—aiming for above 75th %ile for companies with similar funding.
Benefits
- Competitive medical, dental, and vision benefits
- Fully covered lunches and dinners
- Opportunity to learn quickly and grow fast
- Rewarding contributions
About the Company
- FleetWorks is modernizing the freight booking process with voice agents, creating an intelligent marketplace.
- The company is expanding its engineering team in Chicago, a key hub for customers and freight operations.
- Learn about our Series A here!