AI Solution Architect

Jet Support Services, Inc. (JSSI) · Chicago, IL · 1 mo ago

HybridDesign$160k–$200k/yrFull-time

Position Summary

The AI Solution Architect plays a critical role in advancing JSSI’s AI First engineering strategy and execution from concept to production. Reporting to the Director of Engineering, this role helps shape and drive the architecture standards and execution for AI agents, spec-driven development (SDD), and enterprise automation, spanning Engineering, Product, Sales, Finance, Customer Service, and Operations. This is a hands-on, high-ownership role: you will design, build, and deploy AI systems rapidly and own their outcomes, measured on impact rather than intent. Success demands as much from your ability to listen, communicate, and influence as from your technical depth. You will engage business stakeholders across the organization, translate their needs into scalable solutions, and guide others toward better outcomes.

Position Responsibilities

Own the AI First architecture for JSSI's software delivery lifecycle, rolling out spec-driven delivery models and bringing AI agents into day-to-day engineering across teams, working toward a target of 100% of all code being generated by AI.
Lead integration and adoption of AI tools, agents, agent skills, and services across specification, development, review, testing, documentation, and release, driving both technical connection and day-to-day uptake by engineering teams.
Architect multi-agent systems (orchestration, reasoning, planning, autonomous task execution) on layered, distributed architectures (queues, caching, APIs, database schemas) operated by teams of coding agents.
Translate Agile artifacts (epics, user stories, acceptance criteria) and product inputs into structured, agent-ready specifications that coding agents implement.
Design, build, and evaluate MCP servers that expose JSSI enterprise systems as model-ready tools, and define criteria for assessing third-party MCP integrations for security, reliability, and production readiness.
Design, build, and maintain agent-based automation that coordinates LLMs, tools, APIs, and enterprise data (Salesforce, email, BI tools, data lakes) into cohesive, production-grade workflows.
Create and refine AI prompts, then monitor, troubleshoot, and optimize automations for accuracy, performance, and business value.
Support infrastructure teams in building CI/CD pipeline automation, security scanning, and policy-enforcement agents, providing reusable patterns and ongoing architectural support so they can extend and maintain it.
Operate on the front line of AI delivery, building enterprise-class products firsthand and treating rapid experimentation as an operational-excellence discipline, deploying and learning in tight cycles toward a future state of deploying to production many times per day.
Partner with engineering teams and leadership to shape engineering-practice standards, governance, and metrics that improve speed, quality, consistency, and business impact.
Guide and mentor AI Engineers and AI Verification Architects through technical leadership and influence rather than direct people management, fostering a calm, supportive, and solution-oriented culture.
Recognize the growing importance of citizen developers to the business, and provide the guidance, partnership, best practices, and insight that help their teams succeed.
Ensure responsible AI practices: fairness, explainability, model monitoring, ethics, and regulatory alignment.

Required Qualifications

Core Experience: 6–10 years of overall software engineering experience, including 3–5 years in a Solution Architect, Staff/Principal Engineer, or equivalent senior technical role with ownership of system design for production SaaS platforms.
Demonstrated experience designing and implementing AI First, spec-driven (SDD) workflows across the software delivery lifecycle.
Production-level, cloud-native development in the Microsoft stack (C#/.NET, React/TypeScript, RESTful Web APIs, SQL Server / Azure SQL Managed Instances) and distributed-systems patterns such as queues, caching, and scalable APIs.
Experience building, deploying, and maintaining production services through CI/CD and rapid, iterative release cycles, not just prototypes.
Proven ability to mentor engineers and guide multiple teams through influence rather than direct people management.
Excellent written and verbal communication skills; able to translate technical concepts for non-technical audiences.
AI & Claude Ecosystem Proficiency (Claude Strongly Preferred): Hands-on experience with AI coding agents and agentic workflows (Claude Code strongly preferred; also GitHub Copilot, Codex, or equivalent), including CLI integration and multi-agent development pipelines.
Strong prompt engineering skills, including structured outputs and retrieval-augmented prompting.
Production expertise with LLM APIs (Claude API preferred): tool use, computer use, vision, document processing, streaming, and rate-limit management.
Hands-on experience with multi-agent design patterns (planning, orchestration, observability) and MCP server implementation against enterprise data sources.
Software engineering best practices (version control, testing, deployment pipelines), evaluation frameworks that measure AI quality, cost, and latency, and responsible-AI design aligned with Anthropic's principles.

Highly Desired Qualifications

Experience rolling out and scaling AI workflows across teams, including agent observability and debugging in production.
Experience with Azure cloud infrastructure and integrations with enterprise systems such as Dynamics 365 F&O and Salesforce or equivalent CRM.

Pay

The annual base pay generally ranges from $160,000 to $200,000, with the final offer determined by variable factors including but not limited to market location, job-specific knowledge, skills, education, and experience.

Benefits

In addition to an annual discretionary bonus plan, incentive or sales bonus plan, or other form of additional compensation, based on your role, for full-time employees based in the USA, Canada, or the Philippines, we are proud to offer a robust suite of benefits. This ranges from insurance offerings such as medical, dental, vision, retirement savings programs, among others, starting day one of employment. For a full overview of our offerings, visit the JSSI Benefits Page on our company website.

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.