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Remote Azure Technical Trainer Jobs in Illinois (NOW HIRING)

Rethink

Data Engineer (Azure)

Chicago, IL · On-site +1

$118K - $141K/yr

You'll thrive here if you're fluent across Microsoft Fabric, Azure Synapse, and Databricks ... can explain technical work to any audience Job Type Full-time (W2 only) , Remote Benefits:

Inspira Financial

Azure DevOps Engineer (Remote)

Oak Brook, IL · On-site +1

$53.25 - $73/hr

The ideal candidate has a strong technical background, hands-on experience with DevOps tools ... Deep experience in Azure Cloud, Azure Kubernetes Service (AKS), Azure DevOps (ADO) pipelines, Azure ...

Collectiv

Data Engineer (Azure, Fabric, Databricks)

Chicago, IL · On-site +1

$118K - $141K/yr

This role is client-facing and requires translating business requirements into scalable technical ... At Collectiv, your career thrives with a perfect blend of remote flexibility, growth potential, and ...

Collectiv

Data Engineer (Azure, Fabric, Databricks)

Chicago, IL · On-site +1

$118K - $141K/yr

This role is client-facing and requires translating business requirements into scalable technical ... At Collectiv, your career thrives with a perfect blend of remote flexibility, growth potential, and ...

Outform Group

Technical Solutions Manager

Chicago, IL · Remote

Technical Support Engineers (TSEs) - Provide Level 2 remote troubleshooting, proactive system ... training, workload planning, and clear performance expectations. * Manage daily Level 2 support ...

Humana

Technical Product Leader

Chicago, IL · On-site +1

$172K - $198K/yr

Experience with project management and collaboration tools such as Jira, Confluence, Azure DevOps, ... Travel: While this is a remote position, occasional travel to Humana's offices for training or ...

New

Humana

Technical Product Leader

Chicago, IL · On-site +1

$172K - $198K/yr

Experience with project management and collaboration tools such as Jira, Confluence, Azure DevOps, ... Travel: While this is a remote position, occasional travel to Humana's offices for training or ...

New

Humana

Technical Product Leader

Chicago, IL · On-site +1

$172K - $198K/yr

Experience with project management and collaboration tools such as Jira, Confluence, Azure DevOps, ... Travel: While this is a remote position, occasional travel to Humana's offices for training or ...

New

YO AI Labs

Backend Java Developer - Remote

Chicago, IL · Remote

$60 - $110/hr

... training project. In this role, you will apply your backend development expertise to design ... Review technical requirements and deliver clean, maintainable, and efficient code. * Participate in ...

Posted today

Salesforce, Inc.

Technical Architect 8

Chicago, IL · On-site +1

$68.25 - $82.50/hr

The Data & AI Cloud Technical Architect is a pre-sales, customer-facing enterprise domain expert ... training, experimentation, deployment, and monitoring (SageMaker, Vertex AI, Azure ML, Databricks ...

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Infographic showing various Remote Azure Technical Trainer job openings in Illinois as of June 2026, with employment types broken down into 92% Full Time, 4% Part Time, 3% Contract, and 1% Nights. Highlights an 37% Physical, 4% Hybrid, and 59% Remote job distribution.

Sr. AI Technical Engagement Lead

Cyclotron, Inc.

Chicago, IL • On-site, Remote

$200K - $225K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 11 days ago

Job description

Job Type: FTE
Level: Senior
Department: AI Engineering
Location: Remote (US or Canada)
Rate: $200-$225K (rates vary in Canada)
Position Overview
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.
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.

Qualifications
  • 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.

Additional Knowledge & Skills
  • 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.

About the Company
Cyclotron is a Microsoft Solutions Partner focused on the modern workplace, data, and AI. We are dedicated to empowering clients to streamline operations and achieve their business goals. The company fosters a collaborative and inclusive environment, encouraging continuous learning and professional growth for its employees. Cyclotron's mission is to deliver reliable, forward-thinking technology solutions that drive success for clients across various industries.
What We Can Offer
Cyclotron offers a comprehensive benefits package designed to support our employees' well-being and professional growth in a fully remote work environment. We provide competitive health, dental, and vision insurance, and we cover 100% of employee medical premiums. Our team members benefit from generous and flexible paid time off (PTO), retirement plan options, and ongoing training opportunities. Additionally, Cyclotron promotes work-life balance with flexible work arrangements and robust wellness programs, creating a rewarding and supportive workplace for all.
Cyclotron relies on diversity of culture and thought to deliver on our goals. To ensure we can do that, we seek talented, qualified employees to join our team, regardless of race, color, sex/gender,
Cyclotron is an Equal Opportunity Employer. Cyclotron values diversity, equity and inclusion, and aims to practice DE&I in all that we do.

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