Senior Forward Deployed Engineer

project44Chicago, IL
$130,000 - $190,000Hybrid

About The Position

This role is for a Senior Forward Deployed Engineer at p44LSP.ai, a new AI-native division of project44 focused on the logistics service provider (LSP) market. The position involves embedding directly with high-value LSP accounts to own integration architecture, customize agent workflows, and act as a liaison between customer operations and the product team. The goal is to transform logistics into a programmable network by replacing manual workflows with autonomous agent-to-agent coordination. This is a fast-paced, high-impact role within a small, hand-picked team operating with AI coding tools and a focus on shipping product in weeks, not quarters. The company emphasizes leveraging AI in daily work and values engineers who can translate technical complexity and understand the logistics domain deeply.

Requirements

  • 5+ years in software engineering, solutions engineering, or technical implementation in a customer-facing role
  • Mastery of API-first design and bi-directional webhook configuration
  • Experience with event-driven architecture and stream processing (Kafka, PubSub, or similar)
  • Hands-on integration experience with TMS, WMS, or ERP systems
  • Strong debugging skills across distributed, agent-driven workflows
  • Deep domain knowledge in logistics — freight procurement, load tendering, carrier management, and exception handling. LSP customers don't trust engineers who don't understand their world. You need to speak their language to earn the right to change how they work.
  • Candidates must be authorised to work in the US without current or future employer-sponsored visa support.
  • Enthusiastic and committed to joining our team on-site, in our beautiful headquarters 3 days a week.

Nice To Haves

  • Experience with agentic AI systems — context feeding, prompt engineering, tool invocation, stateful agents
  • Prior experience in a forward-deployed or field engineering role
  • Containerization and orchestration (Docker, Kubernetes)

Responsibilities

  • Own end-to-end integration for dedicated LSP accounts — configure bi-directional webhooks and event-driven pipelines so AI agents can read, act, and write data into customer TMS, WMS, and ERP systems instantly
  • Unify disparate customer data into a single actionable signal — driving dynamic interoperability across core business systems
  • Customize interfaces and agent logic to fit existing LSP workflows across freight procurement, load tendering, and exception handling — reducing time-to-value and making adoption feel natural
  • Feed the right context to agents and debug decisions when they go wrong — tracing failures back to the specific data point, prompt, or tool use that caused them
  • Build event-driven pipelines (Kafka/PubSub) that carry agent intent at the scale of millions of logistics events per day
  • Serve as the ground truth — field observations directly inform what gets on the roadmap and when

Benefits

  • Stock options for all EOR and project44-employed team members
  • Bonus or commission eligibility depending on role
  • Health, dental, and vision coverage
  • Retirement plans
  • Paid time off
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