Director, AI First Enterprise Architecture

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:  As Director, AI First Enterprise Architecture, you define and own the enterprise architecture vision and standards that shape how JSSI builds software in an AI First, agentic engineering model. Reporting to the SVP of Engineering & AI Transformation, you set the reference architectures, API and integration standards, and architectural guardrails that every engineering vertical follows, converting JSSI’s investment in Claude Code Enterprise and the Microsoft/Azure platform into consistent, secure, and scalable systems.  This is a hands-on, high-influence leadership role. You chair JSSI’s Architecture Review Board (ARB), where you advocate and uphold shared architecture standards across the AI Solution Architects embedded in each engineering vertical. You directly lead two AI Solution Architects who serve as your enterprise architecture team, and you partner closely with the Directors of Engineering so that delivery teams build on common patterns rather than divergent one-offs.  Success is measured by outcomes: the consistency and reuse of architecture across the organization, the security and reliability of what teams ship, the speed at which proven patterns spread, and the trust the business places in JSSI’s engineering decisions. You will balance architectural rigor with delivery pace, holding clear human accountability for AI-generated systems while driving the organization toward its AI First goals.