Top Tech Jobs & Startup Jobs in Chicago, IL

Conduct phone-based premium audits for Property & Casualty policies (Workers' Compensation and General Liability). Obtain payroll and accounting records from policyholders, evaluate classifications and exposure amounts, manage assignments via a web-based system, and ensure audit accuracy, compliance, and customer satisfaction.

Perform remote insurance premium audits: schedule insured appointments, obtain and review documentation, verify exposure and classification, ensure quality and client requirements, and meet production targets while working independently from home.

Perform remote audits of Property & Casualty policies (Workers' Compensation, General Liability) by calling policyholders to obtain payroll/accounting records, evaluate classifications and exposures, manage assignments in a web production system, and ensure accuracy, compliance, and customer satisfaction.

Design and implement end-to-end data solutions on Microsoft Fabric and Azure for insurance datasets. Build ingestion pipelines (batch, streaming, API), Lakehouse architectures, and data models. Enforce governance, security, compliance, and cost/performance optimizations while guiding engineers and stakeholders on architectural best practices.

Design and implement end-to-end Microsoft Fabric data solutions (ingestion, Lakehouse, warehouse, real-time). Create architectures, reusable frameworks, and governance patterns for insurance datasets. Lead ingestion pipelines, optimize performance/cost, integrate with Azure services and security, support regulatory compliance, and provide technical direction to engineering and analytics teams.

Schedule insurance appraisal appointments, contact policyholders through phone, SMS, and email, explain appraisal requirements, and build trust. Support homeowners with the ASSIST photo-capture app, answer technical questions, update work order statuses, prioritize assignments, meet productivity and turnaround goals, and communicate unusual situations to management.

Contact insurance policyholders by phone, SMS, and email to schedule appraisal appointments, explain requirements, and address concerns. Assist homeowners with the ASSIST photo-capture app, including installation and technical questions. Maintain accurate work order statuses, prioritize assignments, meet productivity and turnaround goals, and communicate unusual situations to management. Provide responsive customer service to policyholders, agents, underwriters, and managers while handling multiple time-sensitive tasks.

Senior technical leader responsible for architecting and operationalizing generative AI across the enterprise. Drive end-to-end GenAI architecture, select models and agent frameworks, productionize RAG and agent solutions, ensure observability, guardrails, and cost optimization, integrate with AWS and DevOps toolchains, advise CXO stakeholders, shape AI strategy, and define governance and upskilling programs.

Lead strategic initiatives for major accounts in digital, data, and AI. Develop and implement account strategies, deepen executive client relationships, manage contract negotiations and renewals, collaborate cross-functionally to deliver integrated solutions, and drive upsell and cross-sell across high-value, multi-location (including international) accounts.

Lead design and delivery of agentic AI systems and LLMOps on AWS to generate, validate, and deploy infrastructure-as-code (Terraform). Build multi-agent applications, RAG pipelines, and AIOps for cloud operations; integrate AI into CI/CD and ITSM. Set technical direction, establish guardrails/policy-as-code, curate reusable Terraform modules, and mentor engineering teams.