AI Engineer

About JSSI
Founded in 1989 and headquartered in Chicago, Jet Support Services, Inc. (JSSI) is the largest independent provider of hourly cost maintenance programs for business aviation. JSSI delivers comprehensive coverage for engines, airframes, and auxiliary power units (APUs) across more than 300 different aircraft makes and models, helping owners and operators stabilize maintenance budgets, maximize aircraft availability, and protect asset value throughout the lifecycle of ownership. JSSI has built a portfolio of complementary business lines designed to simplify the economic and technical complexity of business aviation; these include Maintenance teams, Traxxall maintenance tracking software, Parts & Engines, Conklin aircraft cost and performance data, and Aviation Capital asset-based financing solutions. Together, these offerings support owners, operators, and maintenance providers with integrated tools spanning ownership and maintenance planning, execution, and financial management. With more than 6,500 aircraft supported through programs and software platforms, JSSI leverages its unique independence, unmatched scale, and data-driven insight to deliver customized solutions and support models aligned to the interests of each client — regardless of aircraft platform. JSSI is backed by leading institutional investors GTCR, Genstar Capital, and Blackstone. Learn more at jetsupport.com.
POSITION SUMMARY
The AI Engineer is a hands-on builder at the core of JSSI’s AI First engineering transformation,
designing, shipping, and operating production-grade AI systems from prototype to production.
Reporting to the Director of Engineering, you will work alongside the AI Solution Architect (who
sets architecture standards and direction) and the AI Verification Architect (who builds the testing
and verification frameworks your work is validated against), partnering closely with an AI First
Product team to drive the evolution of JSSI’s SaaS platforms.
This is a distinct role that supersedes the traditional Senior Developer position at JSSI. In an AI
First Agentic Operating model, "senior developer" is no longer a job a person holds: it is a
capability the AI Engineer directs, exercised by coding agents under their guidance. The AI
Engineer orchestrates that agentic development capability rather than performing hands-on
coding as the primary activity, owning outcomes across building, shipping, and operating AI
systems. It is designed for accomplished software engineers ready to make that shift, from writing
the code themselves to directing the agents that write it.
You will turn product specifications and Agile artifacts into working AI agents, LLM-powered
features, and automation; integrate them with JSSI’s enterprise systems; and own their reliability,
accuracy, and business impact in production. You will use Claude Code as your primary
development tool, working in tight build-measure-learn cycles. Success is measured by what you
ship and the outcomes it produces, not by activity. Strong written and verbal communication
matters as much as technical depth: you will collaborate daily with product, business
stakeholders, and your engineering peers to translate real needs into reliable solutions.

Employment type
Full-time

Work arrangement
Hybrid