Head of Engineering

project44 is seeking a Head of Engineering for p44LSP.ai, a dedicated AI-native division built to serve the logistics service provider (LSP) market — freight forwarders, brokers, and 3PLs. The Head will set the technical direction for a division being built from the ground up: set technical direction, build the team, and own delivery against a fast-moving product roadmap. The role involves agentic AI engineering, microservices architecture, and data pipelines. Based in Chicago (hybrid, 3 days/week). Work authorization required; no employer-sponsored visa support. Posted 2026-07-02.

• 12+ years of software engineering experience with a strong track record of building and shipping large-scale products. • 8–10 years of engineering leadership — managing and growing high-performance teams. • Hands-on experience with microservices architecture, agentic AI systems, and data science. • Proven ability to design and build products end to end — from brief to production. • Global team management experience is a strong plus. • Logistics or supply chain technology experience is a strong plus. • Must be authorized to work in the US without current or future employer-sponsored visa support.