AI-First Engineering Director

Jet Support Services, Inc.; Chicago (IL); On-site; USD 170,000 - 250,000; Full time

Job summary

Jet Support Services, Inc. (JSSI) is seeking a Director of AI First Engineering to drive AI-driven software delivery for aviation maintenance solutions.

You will lead a distributed team of AI solution architects, engineers, and verification architects across onshore and offshore sites, owning hiring, coaching, performance, and cadence in a governed AI-first delivery model. You will partner with Product and business units to deliver high-quality software, ensure secure development practices, and

Qualifications

• 10+ years delivering production software in enterprise or product-led environments.
• 5+ years leading engineering teams and distributed/global teams.
• Hands-on AI delivery success: production systems shipped with measurable outcomes; Claude Code strongly preferred.
• Microsoft-stack fluency: C#, .NET / ASP.NET Core, REST APIs, React/TypeScript, SQL Server / Azure SQL, cloud-native patterns, secure CI/CD.

Responsibilities

• Define and execute the team’s delivery roadmap for the applications in scope, using Claude Code Enterprise and agentic development as core capabilities.
• Embed AI across the full delivery cycle: spec-driven intent, agent execution, automated verification quality gates, and production insight.
• Hold final accountability for the reliability, accuracy, and business impact of what the team ships, including AI agents and AI-powered features.
• Partner with peer engineering and architecture leaders to align on standards, roadmap, and reusable patterns.
• Stay close to the work to prototype and contribute hands-on engineering judgment.

Skills

AI leadership

Microsoft stack

C# / .NET

REST APIs

React/TypeScript

Cloud-native patterns

Leadership

Governance & security

Education

Bachelor's degree in Computer Science or related field

Advanced degree a plus

Tools

Claude Code

GitHub Copilot

Azure DevOps

Job description

Jet Support Services, Inc. (JSSI) is seeking a Director of AI First Engineering to drive AI-driven software delivery for aviation maintenance solutions.

You will lead a distributed team of AI solution architects, engineers, and verification architects across onshore and offshore sites, owning hiring, coaching, performance, and cadence in a governed AI-first delivery model. You will partner with Product and business units to deliver high-quality software, ensure secure development practices, and