Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise quality engineering and test automation strategy across UI, API, integration, performance, and data layers. Architects Java-based automation frameworks, integrates quality gates into CI/CD pipelines, and drives AI/LLM adoption for test generation, debugging, self-healing, test data creation, and defect analysis. Establishes ETL and data validation practices, governs DevOps quality standards, mentors QA teams, and collaborates with Engineering, DevOps, Data Engineering, and Product stakeholders to improve quality maturity and delivery predictability.

Provides functional Workday HCM consulting and ongoing AMS support, including configuration, troubleshooting, root-cause analysis, release impact assessment, reporting, testing, optimization, documentation, and client advisory services. The consultant configures HCM modules, translates business requirements into scalable solutions, collaborates with technical and functional teams, mentors junior consultants, supports proposals, and maintains strong client relationships.

Provide personalized tax planning advice to financial advisory members, review tax situations, recommend strategies, answer tax questions, research tax issues, create withholding recommendations, and educate internal teams. The role focuses on Roth conversions, charitable giving, rental properties, business planning, equity compensation, and individual tax law while coordinating with financial planners and planning leadership.

Leads advanced analytics initiatives supporting sales, marketing, and operations strategy. Develops statistical and predictive models, dashboards, KPI reporting, and customer analyses using large datasets. Partners with stakeholders and data engineering teams to translate business questions into actionable insights, communicates findings to executives, and mentors junior analysts.

Manages profitable growth for a Texas excess and surplus casualty territory. Responsibilities include underwriting complex accounts, servicing major agency relationships, supporting production and sales, mentoring teammates, delivering training, developing underwriting guidelines and products, and pursuing cross-sell and joint marketing opportunities. The role is field-based and requires travel throughout the territory.

Own lender customer relationships from implementation through post-go-live, advising on mortgage workflow configuration, answering product questions, handling objections, supporting demos, and translating customer feedback to Product and Engineering. The role requires direct mortgage lender experience, customer-facing communication, deep mortgage lifecycle knowledge, hands-on loan origination system experience, and willingness to travel approximately monthly. The CSM will also help establish the company’s customer success playbook.

Leads and grows a frontend-focused development team, establishes architecture and engineering practices, drives frontend roadmap execution, reduces technical debt, improves reliability and security, partners with Product and the CTO, and mentors developers. The role oversees SaaS production systems, cloud platforms, APIs, microservices, customer-focused solutions, incident response, and engineering priorities.

Reviews closed mortgage loan files for completeness, underwriting and mortgage insurance compliance, and insurability. Manages a loan pipeline, interprets DU and LP findings, identifies discrepancies, researches guidelines, and resolves post-closing exceptions with internal and external stakeholders. Supports quality control, process improvement, accurate issue tracking, and regulatory compliance while maintaining confidentiality and meeting productivity standards in a remote environment.

Build and own the technical roadmap: design AI-first interfaces and APIs, architect scalable ETL pipelines, develop data models for ML features, ship autonomous B2B workflows (PO generation, vendor sync, schedule optimizations), and establish engineering standards, CI/CD, and mentoring.

Architects FHIR-compliant clinical data models and develops harmonization, enrichment, and validation strategies across EHR, HIE, and claims data. Maintains clinical ontologies and value sets, ensures data accuracy and longitudinal integrity, and documents technical requirements for engineering teams and stakeholders. The role requires advanced Python and SQL skills, healthcare interoperability expertise, and experience with clinical informatics or data integration.