Customer-Facing Software Engineer (AI)

TL;DR

Customer-Facing Software Engineer (AI): Building and optimizing voice agents for the freight industry with an accent on leading technical delivery for customer implementations and architecting integration workflows. Focus on solving ambiguous problems in real-world customer environments and scaling deployments efficiently.

Location: Must be based in Chicago with willingness to travel 20–30% to customer sites.

Company

hirify.global is building voice agents to transform the chaotic U.S. freight booking process into a modern, intelligent marketplace.

What you will do

• Lead technical delivery for customer implementations, integrations, and workflow builds from scoping through production rollout.
• Architect and build workflows that encode real customer processes, integrating directly with their systems.
• Develop core platform components and integration tooling to standardize patterns and scale customer deployments efficiently.
• Navigate complex environments, fragmented data, and real-world constraints to design practical solutions.
• Provide field insight to product and engineering to shape the roadmap.

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.
• Exceptional communication and judgment when balancing speed, reliability, and real-world constraints.
• Must be based in Chicago with willingness to travel 20–30% to customer sites.

Culture & Benefits

• Top-tier cash and equity compensation.
• Medical, dental, and vision coverage.
• Fully covered lunches and dinners.
• High ownership environment with rapid growth opportunities.
• Opportunity to shape the future of AI in freight.