Forward-Deployed Senior Software Engineer (AI in Field)

FleetWorks; Chicago (IL); On-site; USD 80,000 - 120,000; Full time

Benefits offered by this job

Top tier cash and equity compensation

Competitive medical, dental, and vision benefits

Fully covered lunches and dinners

Job summary

FleetWorks in Chicago is looking for a Forward-deployed engineer to manage end-to-end customer deployments, translating workflows into high-quality solutions. The ideal candidate has 3-6+ years of software engineering experience and a strong command of TypeScript, Node.js, and AI-driven systems.

This role offers competitive compensation and benefits such as fully covered meals. Expect travel 20–30% of the time to customer sites and opportunity for impactful work in the freight booking industry.

Qualifications

• 3–6+ years of professional software engineering experience, with clear ownership of complex systems.
• Strong command of TypeScript, Node.js, and REST API design.
• Hands-on experience with AI-driven systems.

Responsibilities

• Own customer deployments end-to-end, from initial scoping to production rollout.
• Work directly with customer operators to understand workflows and pain points.
• Build production features and integrations that allow AI agents to operate.

Skills

TypeScript

Node.js

REST API design

AI-driven systems

Exceptional communication

Job description

FleetWorks in Chicago is looking for a Forward-deployed engineer to manage end-to-end customer deployments, translating workflows into high-quality solutions. The ideal candidate has 3-6+ years of software engineering experience and a strong command of TypeScript, Node.js, and AI-driven systems.

This role offers competitive compensation and benefits such as fully covered meals. Expect travel 20–30% of the time to customer sites and opportunity for impactful work in the freight booking industry.