AI Engineer

Jet Support Services, Inc. (JSSI)

. Design, ship, and operate production-grade AI systems from prototype to production .

Posted 9/29/2026full-timeChicago • Illinois • United StatesMid-LevelSenior💰 $160,000 - $230,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in designing and operating production-grade AI systems, with a strong focus on multi-agent workflows, cloud-native development, and responsible AI practices. Proficient in translating product specifications into actionable AI features while ensuring reliability and business impact.

Highest-signal resume keywords

Production SaaS DevelopmentC#/.NET DevelopmentAI First Delivery RecordMulti-Agent System DesignClaude Code Experience

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Cloud-Native DevelopmentRESTful Web APIsSQL Server/Azure SQLTest-Driven DevelopmentCI/CD PipelinesPrompt EngineeringAgent-Based AutomationVersion ControlEvaluation FrameworksAgile Methodologies

Soft Skills

Excellent Communication SkillsCollaboration with StakeholdersTechnical Trade-Off Explanation

Tools & Technologies

Claude APIDynamics 365 F&OSalesforceMCP ServersAzure Cloud Infrastructure

Certifications & Qualifications

Bachelor's Degree in Computer ScienceInformation Systems

Industry Keywords

Responsible AI PracticesAgentic WorkflowsOrchestrationObservabilityProduction Environments

Tech Stack

Tools & technologies

AzureCloudMicroservicesReactSQLTypeScript.NET

About the role

Key responsibilities & impact

Design, ship, and operate production-grade AI systems from prototype to production
Report to the Director of Engineering and partner with the AI Solution Architect, AI Verification Architect, and AI First Product team
Turn product specifications and Agile artifacts into AI agents, LLM-powered features, and automation
Integrate AI systems with JSSI enterprise systems and own their reliability, accuracy, and business impact in production
Drive refinement of the AI agentic pipeline and iterative development loop
Direct the design, build, and delivery of production-grade AI features and agents across JSSI's SaaS platforms
Implement and integrate AI tools, agents, agent skills, and services across specification, development, review, testing, documentation, and release
Build multi-agent workflows for orchestration, reasoning, planning, autonomous task execution, queues, caching, and scalable APIs
Translate Agile artifacts into agent-ready specifications and build and consume MCP servers exposing JSSI enterprise systems as model-ready tools
Use Claude Code to develop, review, test, and document software in tight iterative cycles, with a goal of 100% AI-generated code
Steward the context store, coding standards, patterns, domain knowledge, and project memory
Derive tests from acceptance criteria and make specifications executable for verification
Build, operate, and maintain agent-based automation coordinating LLMs, tools, APIs, and enterprise data including Fabric, Salesforce, D365 F&O, and JSSI proprietary platforms
Own agent reliability, observability, fallback behavior, and lifecycle management in production
Direct coding agents to build internal and external applications and services such as dashboards and microservices
Create and refine AI prompts, agent skills, and context packages; monitor, troubleshoot, and optimize automation
Partner with stakeholders to identify and prioritize high-impact automation opportunities
Collaborate with architects, engineering peers, product teams, citizen developers, and business stakeholders
Follow responsible AI practices including fairness, explainability, model monitoring, ethics, and regulatory alignment

Requirements

What you’ll need

4–8 years of professional software engineering experience building and shipping production SaaS, including time as a senior developer or equivalent hands-on engineering role
Production-level, cloud-native development in the Microsoft stack: C#/.NET, React/TypeScript, RESTful Web APIs, SQL Server/Azure SQL
Familiarity with distributed-systems patterns such as queues, caching, and scalable APIs
Experience building, deploying, and maintaining production services through CI/CD, test-driven development, and rapid, iterative release cycles
Proven AI First delivery record using agentic workflows and spec-driven development, with demonstrable business outcomes
Hands-on experience designing and operating multi-agent systems, including orchestration, planning, and observability in production environments
Ability to own features end to end, from specification through deployment and operation, and iterate based on measured outcomes
Excellent written and verbal communication skills; ability to collaborate with product and business stakeholders and explain technical trade-offs to non-technical audiences
Hands-on production experience with Claude Code, including AI coding agents, agentic workflows, CLI-based development, and directing coding agents to ship production software
Prompt engineering skills, including context engineering, structured outputs, and retrieval-augmented prompting applied in production agent systems
Production experience with the Claude API: tool use, document processing, streaming, rate-limit management, and vision
Hands-on experience with multi-agent design patterns and building and consuming MCP servers that expose enterprise data sources as model-ready tools
Version control, testing, and deployment pipelines for agent-based and model-dependent services
Evaluation frameworks measuring AI quality, cost, and latency
Responsible-AI design aligned with Anthropic's principles
Experience operating AI workflows in production, including agent observability and debugging live systems
Experience with Azure cloud infrastructure and integrations with Dynamics 365 F&O and Salesforce or equivalent CRM is highly desired
Bachelor's degree in Computer Science, Information Systems, or equivalent professional experience is highly desired

Benefits

Comp & perks

Annual discretionary bonus plan, incentive or sales bonus plan, or other additional compensation, based on role
Medical insurance
Dental insurance
Vision insurance
Retirement savings programs
Benefits starting day one of employment for full-time employees based in the USA, Canada, or the Philippines