Top Tech Jobs & Startup Jobs in Chicago, IL

Own monitoring, testing, and tuning of Inspira's AI virtual agent to improve resolution, deflection, and CSAT. Analyze conversation transcripts and performance data, run A/B and regression tests, adjust retrieval/configuration and intents, partner with Content and IT to fix knowledge gaps, maintain performance dashboards, lead root-cause analysis, and support go-lives for new bot capabilities.

Support product and operations teams to design, document, and deliver scalable workflow solutions. Elicit and translate business, compliance, and operational requirements into testable user stories, process maps, and rule catalogs. Drive cross-functional alignment, operational readiness, and post-launch measurement to reduce risk and improve performance.

Lead a product squad for Retirement & Wealth to define vision, build investor-facing products, prioritize roadmaps, set OKRs, and drive measurable outcomes. Collaborate with stakeholders and Technology, enforce Agile best practices, ensure quality discovery and analytics-driven optimization, and coach Product Managers. Recruit, develop, and manage a high-performing product team while removing execution barriers.

Build and validate predictive models, analyze large structured and unstructured datasets, generate business insights, present analytic results to stakeholders, and develop tools to advance analytics capabilities.

Design, build, and maintain full-stack web and API solutions using React, TypeScript, Node.js, and GraphQL. Lead architecture and DevOps efforts, improve CI/CD and observability, mentor engineers, collaborate with product and design, and ensure security, performance, scalability, and reliability. Troubleshoot issues, create technical documentation and diagrams, and continuously improve developer experience and engineering standards.

Responsible for the full software development lifecycle, collaborating with teams to design, develop, and maintain applications while mentoring others and ensuring engineering standards.

Manage end-to-end benefit plan implementations as single point-of-contact, create and track project plans and issue logs, coordinate stakeholders, ensure performance guarantees, evaluate exceptions, recommend design solutions, identify cross-sell opportunities, and drive timely, accurate client onboarding.

Senior engineering leader responsible for multi-cloud (GCP/Azure) platform strategy, architecture, and operational excellence. Lead and grow cloud, SRE, and platform teams, own IaC and GitOps practices, observability, disaster recovery, FinOps, and cloud security/compliance. Drive Internal Developer Platform, vendor relationships, and AI-enabled cloud tooling while partnering with product, security, data, and application teams.

Open general application for Inspira Financial where candidates can submit resumes for unspecified roles. Describes remote-state eligibility, in-office expectations for nearby employees, E-Verify/work authorization, company mission, and benefits. Encourages diverse applicants and highlights compensation varies by location, skills, and experience.