Sr. AI Technical Engagement Lead

Cyclotron, Inc.•Chicago, IL

3d•$200,000 - $225,000•Remote

About The Position

The Senior Technical Engagement Lead owns the technical vision and direction across a portfolio of concurrent engagements within a single strategic account, consolidating separate projects into one coordinated build motion and serving as the trusted technical partner to client leadership. It is an architect-level seat weighted toward engagement leadership rather than day-to-day build, steering technical direction across work streams and keeping them coherent as the account scales.

Requirements

Proven leadership of large, multi-pronged engagements — multi-month, multi-work-stream programs at transformation, migration, or M&A scale.
Able to lead a growing engineering team and carry an executive client relationship at the same time; credible and personable with senior stakeholders.
Leadership-weighted: comfortable steering technical strategy across a portfolio rather than working heads-down on a single solution.

Nice To Haves

AI solution architecture: agentic systems and multi-agent orchestration, retrieval-augmented generation (RAG) and semantic search at scale, prompt and context engineering, model selection and evaluation.
Azure AI stack: Azure AI Foundry, Azure OpenAI, Azure AI Search, Copilot Studio, Power Platform, and M365 / Graph integration.
Data architecture: embeddings and vectorization, retrieval pipelines, Microsoft Fabric, and grounding AI systems on enterprise data sources.
Identity, security, and governance: Entra ID, RBAC, OAuth on-behalf-of flows and permission inheritance, MCP server governance, and allowlist / default-deny postures.
Enterprise integration: REST and API integration with ERP, CRM, and line-of-business systems; designing for security-first sequencing and client review gates.
LLMOps and delivery quality: evaluation harnesses, telemetry, confidence thresholds, guardrails, and production monitoring of AI systems.

Responsibilities

Own the technical vision, architecture, and solution standards across all engagements within the account.
Drive the consolidation of multiple concurrent projects into a single coordinated build motion.
Set the technical direction the engineering team builds to, and provide planning and oversight across engagements so delivery meets client needs and quality standards.
Partner with the Program Manager on sequencing, dependencies, and burn tracking across the portfolio.
Serve as the trusted technical partner and primary technical point of contact for client executive stakeholders.
Between engagements, operate as a senior solution architect on active build work.