> Markdown version of [/jobs/ext/3851742-ai-automation](https://www.wearedevelopers.com/jobs/ext/3851742-ai-automation). Every page supports `.md` or `Accept: text/markdown`. Links point to the HTML versions so they work for humans too. Agent guide: [/agents.md](https://www.wearedevelopers.com/agents.md). --- # AI Automation - **Company:** Insight Global - **Location:** Chicago, IL, United States - **Experience:** Experienced - **Contract:** Permanent contract - **Skills:** Microsoft Access, Artificial Intelligence, JIRA, Microsoft Azure, Continuous Integration, Python (Programming Language), Windows PowerShell, SQL Databases, Systems Integration, Data Logging, Flexi (Photoshop Plugin), Microsoft Power Automate, Retrieval-Augmented Generation, Large Language Models, Multi-Agent Systems, Uipath, Claude, Evaluation of Large Language Models, Restful APIs, Model Context Protocol, Webhooks, Software Version Control, Api Management, Powerapps - **Published:** October 21, 2026 - **Apply:** https://www.chicagocareersite.com/job.asp?id=3462146853&tx=JL8983FFQ&pt=1&aff=0B19D771-A501-4A5E-8338-2A822B784D54&utm_source=Job%20Feed&utm_medium=textkernel&utm_campaign=DE&utm_term=0B19D771-A501-4A5E-8338-2A822B784D54 ## About the Role * 3+ years of experience building and supporting production RPA solutions, with UiPath strongly preferred * Demonstrated ownership of live production bots, including exception handling, retry and recovery logic, orchestration, and multi-system integrations * Hands-on experience building LLM-based solutions that reached real users through production, an internal tool, or a published repository * Experience with Claude skills or plug-ins is a particularly strong indicator * Working proficiency with Python and REST APIs * Sound engineering practices involving version control, testing, logging, and monitoring * Experience delivering solutions in an enterprise environment with security, access-control, and change-management requirements Ability to choose the right technical approach, using deterministic automation for rule-based processes and AI only when judgment is genuinely required Plusses * Microsoft Power Platform experience, especially Power Automate and Power Apps Retrieval-augmented generation, embeddings, and vector-store experience * Model Context Protocol or agent-framework experience * LLM evaluation and monitoring experience * Experience in insurance, financial services, or another regulated industry * Azure or GCP experience * Familiarity with CI/CD, Jira, or Azure DevOps Exposure to multi-step agents and AI orchestration ## Description Job Description Insight Global is seeking an AI Automation Engineer for a top insurance and financial-services client. This candidate will bring a strong foundation in production RPA and a demonstrated progression into Python, API integrations, and user-facing AI solutions. The ideal candidate is a pragmatic engineer who knows when to use deterministic automation, when an AI-enabled approach adds value, and how to connect the two reliably. This person will build and support resilient enterprise automations, develop practical LLM-enabled tools, and help guide the organization toward agentic workflows while maintaining strong standards for testing, monitoring, security, and production stability. Day-to-Day * Build, enhance, and support production-grade RPA automations * Maintain live bots and design resilient exception-handling, retry, recovery, and orchestration processes * Develop integrations using Python, REST APIs, webhooks, SQL, PowerShell, or other appropriate technologies * Build practical LLM-enabled tools and workflows for real users * Validate AI output, implement retries and logging, and establish appropriate human oversight * Evaluate whether each use case requires RPA, AI, custom code, or a combination of approaches * Test automations after application changes, upgrades, and infrastructure migrations * Version, review, promote, monitor, and maintain automation packages throughout their lifecycle * Help manage the health of the existing automation estate, including upgrading, rebuilding, or retiring bots when necessary Operate within enterprise security, access, governance, and change-management standards