{"id":1212764,"url":"https://alion.io/job/jet-support-services-director-ai-first-engineering","title":"Director, AI First Engineering","company":{"id":4512,"name":"Jet Support Services","domain":"jetsupport.com","url":"https://alion.io/company/jetsupport","size_band":"501-1000","is_staffing_agency":false,"employer_type":"direct","is_intermediary":false,"listed_via":null,"ats_vendor":"Lever","truth_index":{"grade":"B","score":70,"open_postings":14,"ghost_share":0.5,"stale_share":0,"repost_share":0,"time_to_fill_p50_days":null,"computed_at":"2026-10-03T05:45:00Z"}},"role":"Leadership","role_family":"Leadership","seniority":"head","employment_type":"full_time","work_mode":"hybrid","remote_scope":null,"remote_scope_basis":null,"remote_working_hours":null,"hiring_geo_confidence":"structured","locations":["Chicago, United States"],"countries":["US"],"hiring_countries":[],"hiring_countries_total":0,"salary":null,"salary_estimate":{"min_usd":150000,"max_usd":282000,"period":"year","method":"role_seniority_country_remote_cell","sample_n":1670},"experience_years_min":5,"visa_sponsorship":false,"relocation_package":false,"has_equity":false,"technologies":[{"name":"Agentic Workflows","optional":false},{"name":"AI Agents","optional":false},{"name":"Anthropic","optional":false},{"name":"ASP.NET Core","optional":false},{"name":"Azure","optional":false},{"name":"Azure DevOps","optional":false},{"name":"Azure SQL Database","optional":false},{"name":"C#","optional":false},{"name":"CI/CD","optional":false},{"name":"Claude","optional":false},{"name":"Claude Code","optional":false},{"name":"Copilot","optional":false},{"name":"Function Calling","optional":false},{"name":"GitHub","optional":false},{"name":"Human-in-the-Loop","optional":false},{"name":"LLM","optional":false},{"name":"LLM Guardrails","optional":false},{"name":"Microsoft Fabric","optional":false},{"name":"Model Context Protocol","optional":false},{"name":"OpenAI Codex","optional":false},{"name":"Rest API","optional":false},{"name":"SonarQube","optional":false},{"name":"SQL","optional":false},{"name":"Structured Outputs","optional":false},{"name":"Tool Use","optional":false},{"name":"TypeScript","optional":false}],"status":"live","first_seen_at":"2026-09-24T19:42:10Z","employer_posted_date":"2026-09-24","last_verified_at":"2026-10-04T00:47:08Z","board_verified":true,"closed_at":null,"days_open":9,"trust":{"level":"ok","repost_count":0,"flags":["company_stale"],"days_open":8},"description":"Responsibilities\nAI First Engineering Strategy & Delivery\nDefine and execute the team’s delivery roadmap for the applications in scope, using Claude Code Enterprise and agentic development as core capabilities, and partnering with Product and the business to prioritize and evolve those applications over time.\nEmbed AI across the full delivery cycle: spec-driven intent, agent execution (plan, build, and test), automated verification quality gates, and production insight that feeds learnings back into the context store, while engineers remain accountable for intent, architecture, quality, and release decisions.\nHold final accountability for the reliability, accuracy, and business impact of what the team ships, including the AI agents, LLM-powered features, and automation built into the applications in scope.\nPartner with peer engineering and architecture leaders to align on shared standards, roadmap, and reusable patterns, presenting clear options and recommendations to engineering leadership.\nStay close enough to the work to prototype, review examples, challenge assumptions, and demonstrate credible hands-on engineering judgment, using AI to the fullest in your own work and setting the standard the whole team is expected to meet.\nEngineering Leadership & People Management\nDirectly manage a high-performing AI First engineering team, owning hiring, onboarding, performance management, and individual career development for your direct reports.\nRun a single operating model across onshore and offshore delivery capability, with time-zone-aware rituals and communication practices that make a global team operate as one.\nCoach your Solution Architects to set direction and mentor the rest of the team. Build the team’s collective AI First capability through a structured learning path, enablement sessions, champions, office hours, and communities of practice, all grounded in real JSSI codebases.\nSet direction collaboratively: frame options, integrate the team's input, then commit to clear objectives and owners and drive them to completion with high communication.\nClaude Code Enablement, Standards & Governance\nDrive responsible enterprise adoption of Claude Code (onboarding, usage patterns, repository context, guardrails, training, and coaching), measured by meaningful workflow usage.\nCreate and scale reusable engineering assets: Claude Code skills, prompt libraries, MCP and context-sharing patterns, testing patterns, API standards, architecture decision records, and secure coding standards.\nEstablish governance for AI First development (code ownership, review expectations, IP and secrets protection, auditability, approved model usage, and human-in-the-loop accountability) in partnership with Security, Legal, and Infrastructure.\nEnsure responsible AI in everything that ships: fairness, explainability, model monitoring, security posture, and regulatory alignment.\nEnterprise Integration & Platform Alignment\nEnsure the team’s AI systems and automation integrate reliably with JSSI’s enterprise platforms (Salesforce, Dynamics 365 F&O, Microsoft Fabric, and proprietary products), coordinating with the data and platform teams that own them.\nStandardize how the team builds and consumes MCP servers that expose enterprise systems as model-ready tools, in partnership with the AI Solution Architect.\nEstablish the observability and lifecycle-management standards that keep production automations dependable as they scale.\nInfluence engineering standards for API design, agent-based automated testing, code quality, deployment readiness, and architecture decision documentation.\nMetrics, Stakeholders & Executive Communication\nDefine and report outcome-based metrics: cycle time, PR throughput, review latency, test coverage, escaped defects, deployment frequency, change failure rate, developer satisfaction, and token/cost governance.\nTrack AI adoption and engineering proficiency over time: define an adoption maturity model, measure depth of Claude Code usage (active workflows, agent-assisted PRs, skill and MCP reuse), baseline proficiency by individual and team, and use the data to target enablement where it moves the needle.\nBuild trusted relationships across Engineering, Product, Architecture, Security, Infrastructure, Data, Finance, Sales, and Operations, translating business needs into a prioritized pipeline and managing dependencies and risk across concurrent efforts.\nEvaluate AI engineering capabilities and vendors in a fast-changing market, recommending what fits JSSI’s Azure/Microsoft environment and enterprise risk posture.\nTranslate progress, risks, adoption, investment needs, and business impact into clear executive-level narratives and operating reviews.\nPartner closely with the Product team and business stakeholders to deliver on time, on target, and on budget, managing for stakeholder satisfaction.\nRequired Qualifications\nCore Experience\n10+ years delivering production software in enterprise or product-led environments, including 5+ years leading engineering teams and distributed or global teams.\nRecent, hands-on AI delivery success: production systems shipped (not prototypes) with measurable outcomes; Claude Code strongly preferred.\nMicrosoft-stack fluency: C#, .NET / ASP.NET Core, REST APIs, React/TypeScript, SQL Server / Azure SQL, cloud-native patterns, and secure CI/CD.\nExperience leading engineering transformation, developer enablement, or SDLC modernization across multiple teams.\nExperience implementing governance, guardrails, and secure development practices in enterprise environments.\nProven ability to define metrics and connect engineering practices to business outcomes.\nExcellent stakeholder and project management skills, able to explain engineering and AI concepts to executives and technical audiences alike.\nStrong judgment balancing speed, quality, security, cost, and AI adoption.\nAI & Claude Ecosystem Proficiency (Claude Strongly Preferred)\nHands-on experience with AI coding agents and agentic workflows (Claude Code strongly preferred; GitHub Copilot, Codex, or equivalent), directing agents to ship production software.\nExperience creating reusable AI assets: skills, agents, prompt libraries, workflow templates, MCP/context patterns, and codebase-specific instructions.\nWorking knowledge of LLM APIs (Claude API preferred): tool use, structured outputs, document processing, streaming, and rate limits.\nUnderstanding of AI evaluation frameworks (quality, cost, latency) and responsible-AI design aligned with Anthropic’s principles.\nHighly Desired Qualifications\nDORA metrics, SPACE concepts, and developer productivity telemetry or dashboards.\nAzure DevOps, GitHub, PR governance, SonarQube or similar quality tooling, and secure software supply chain practices.\nIntegrations with Dynamics 365 F&O, Salesforce or equivalent CRM, and Microsoft Fabric.\nSaaS, aviation, asset management, or other complex B2B environments, and scaling standards across onshore and offshore teams.\nBachelor’s degree in Computer Science, Engineering, or related field, or equivalent experience; advanced degree a plus.\nSuccess Measures:\nSustained Claude Code adoption across the team’s core workflows.\nStep-change reduction in cycle time from requirement to production-ready pull request on target workflows, driven by agentic AI First delivery.\nRapid gains in test velocity, automated test quality, and regression confidence on critical areas through agent-driven testing.\nMarkedly stronger PR quality, documentation completeness, and architecture decision traceability as AI First practices scale.\nClear governance and auditability across AI First development, with transparent token and model usage and cost controls by team or use case.\nRepeatable AI First playbooks scaled across onshore and offshore teams.\nLeadership Attributes:\nEmotional intelligence: reads the business, builds bridges, and partners with empathy, turning relationships into momentum.\nPlayer-coach: engages deeply with engineers while shaping strategy and leading change.\nPragmatic AI First: changes how work is done but insists on guardrails, verification, and measurable value.\nEnterprise judgment: balances security, resiliency, maintainability, cost, and stakeholder trust.\nAdoption leadership: wins over adopters and skeptics by showing evidence and removing friction.\n Business partnership: ties engineering gains to customer outcomes, product velocity, and JSSI’s growth.","description_format":"text","description_chars":8441,"description_truncated":false,"requirements":{"experience_years_min":5,"management_years_min":null,"team_size_min":null,"manages_managers":false,"education":{"level":"bachelor","optional":false},"security_clearance":false,"languages":[]},"benefits":[],"hiring_locations":[{"name":"United States","iso":"US","kind":"country"}],"hiring_excludes":[],"relocation_offered":false,"industries":["General Aviation","Maintenance, Repair & Operations (MRO)"],"lifecycle":[{"event":"open","at":"2026-09-25T05:15:25Z"}],"visa":[],"liveness":{"score":60,"band":"ok","label":"Likely open","p_open":1,"p_active":0.596,"p_room":1,"age_days":8,"expected_fill_days":34,"reasons":["conf:21","stale_co","win:early"],"computed_at":"2026-10-03T05:45:00Z"},"pay":null,"html_url":"https://alion.io/job/jet-support-services-director-ai-first-engineering","json_url":"https://alion.io/job/jet-support-services-director-ai-first-engineering.json","meta":{"generated_at":"2026-10-04T02:31:28Z","cache_seconds":300,"methodology":"https://alion.io/methodology","terms":"https://alion.io/terms","contact":"https://alion.io/contact","api":"https://alion.io/developers","usage":{"tier":"crawler","counted_by":"address","units_charged":1,"used_today":3627,"day_limit":5000,"remaining_today":1373,"minute_limit":60,"resets_at":"2026-10-05T00:00:00Z"}}}