Top Tech Jobs & Startup Jobs in Chicago, IL

Investigate and manage catastrophe property claims from initial fact-finding through coverage decisions, reserves, payments, mediation, appraisal, and resolution. The role coordinates inspections and external experts, analyzes policy coverage, documents claim activity, communicates with insureds and stakeholders, prepares correspondence, and escalates approvals when needed. It requires at least three years of property and casualty insurance experience, a Florida 620/720 license, additional state licenses within 90 days, and Microsoft proficiency.

Manages a specialized real estate tax practice serving investors, syndicates, and fund managers. Responsibilities include reviewing and signing complex partnership and multi-state tax returns, advising on Subchapter K and real estate structuring, managing client relationships, resolving notices and audits, coaching tax staff, monitoring deadlines and revenue targets, and leading process improvement and tax technology automation initiatives.

Lead AWS cloud infrastructure, infrastructure-as-code, CI/CD, observability, security, compliance, and platform operations. Design and operate networking, compute, storage, Kubernetes environments, deployment pipelines, secrets management, and audit controls. Partner with SRE and application engineering teams on reliability, incident response, deployment patterns, migrations, and platform improvements. Document architecture and runbooks while supporting regulated applications and participating in on-call coverage.

Develop and maintain full-stack healthcare applications using C#, .NET, ASP.NET Core, JavaScript, and SQL Server. Design APIs, services, background jobs, database procedures, and responsive interfaces; troubleshoot across application and deployment layers; write automated tests; modernize legacy systems; build secure healthcare integrations; and protect sensitive data. Collaborate with product, QA, support, and implementation teams while participating in design reviews, code reviews, testing, and release validation.

Manages onboard learning and development programs for a cruise ship, including training delivery, facilitation, talent development, leadership development, performance coaching, LMS administration, compliance training, and succession planning. Partners with shipboard leadership and HR to identify learning needs, support culture transformation, improve performance, and maintain effective training operations in a diverse, 24/7 hospitality environment.

Manages training and compliance programs across Customer Operations, including needs analysis, training design and delivery, capability tracking, process adherence, audits, reporting, budgets, and improvement projects. Develops standard work and training materials, evaluates learning effectiveness, maintains training matrices, drives compliance, and supports continuous improvement. The role also includes chemical replenishment, inventory counts, picking operations, and maintaining chemical storage areas.

Implements, configures, and optimizes Deltek Vision and Vantagepoint Finance modules for clients. Leads discovery, configuration, go-live, scope, schedules, training, and client relationships. Consultants provide trusted system guidance, manage engagements, contribute to proposals and knowledge resources, mentor colleagues, and may represent the firm at events. The role supports career growth across Finance consulting, specialized Deltek modules, resource planning, and development-adjacent tools.

Support B2B SaaS clients throughout onboarding and post-launch by providing training, product guidance, issue resolution, webinars, and support. Build strategic client relationships, promote premium features, reduce churn, coordinate escalations, and recommend process improvements. The role requires outpatient physical therapy experience, clinical workflow knowledge, strong communication, software proficiency, and enthusiasm for learning technology.

Develop and evaluate AI/ML solutions for R&D projects supporting DoD systems. Responsibilities include model development, independent verification and validation, effectiveness reporting, vendor and research-partner collaboration, code review, and integration with external development teams. The role emphasizes mathematical and data science foundations, model validation, secure deployment, and constructive technical assessment across machine learning, LLMs, reinforcement learning, diffusion models, explainable AI, and adversarial AI.

Lead Stuut’s global BPO partnerships channel by building relationships with major finance and accounting outsourcers, creating commercial agreements, developing joint go-to-market programs, driving partner-sourced revenue, managing competitive partner dynamics, and hiring and leading a partnerships team.