Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and maintain automated test frameworks (Python/Playwright), integrate tests into CI/CD pipelines, execute functional/regression/exploratory and API testing, manage test lifecycle and defects, and optimize pipeline reliability and test flakiness.

Lead data transformation and modernization efforts to move data from legacy data warehouse and SQL Server reporting into an Enterprise Financial Data Lake. Gather and document business and technical requirements, perform data analysis, participate in design with squads and developers, translate technical needs for non-technical stakeholders, and support CI/CD automation. Work in an Agile environment to improve systems and productivity.

Develop and maintain scalable Python backend applications and RESTful APIs. Optimize performance, design and manage SQL/NoSQL schemas, implement security/authentication, write tests, automate CI/CD tasks, and collaborate with front-end, product, and QA teams.

Design and maintain reusable UI components, patterns, and shared libraries in Figma. Define system-level AI interaction patterns and UX for AI-assisted workflows, document guidance, ensure accessibility, and collaborate with designers, engineers, and product managers to drive consistent implementation across products.

Design, build, and maintain scalable backend services using Java (Spring) and Python (FastAPI/Django). Implement REST/GraphQL APIs, manage SQL and NoSQL databases, develop microservices, ensure security (OAuth2/JWT), write tests (JUnit/pytest), optimize performance, and collaborate with frontend and DevOps teams in Agile.

Bridge business, product, and engineering to define requirements and user stories for API-driven financial platforms. Design digital onboarding, account maintenance, and money-movement workflows, validate integrations and data flows, perform functional testing and edge-case analysis, and ensure solutions meet regulatory, risk, and legal requirements while collaborating with Product, Engineering, and Design teams.

Lead architecture and development of a high-performance Vue.js + Thymeleaf frontend supporting SSR/CSR, optimize frontend performance and BFF interactions (Spring Boot), mentor engineers, and deploy/scale in GCP with strong focus on SEO, security, and measurable performance improvements.

Design and implement scalable, secure, high-performance system architectures. Lead architectural reviews, define technical requirements with stakeholders, recommend technologies, mentor teams, mitigate technical risks, and drive best practices and innovation.

Design, develop, and maintain IWMS products and services using microservices and APIs. Collaborate with PMs, analysts, offshore teams, QA, and architects. Implement CI/CD, DevSecOps practices, automated testing, observability, and troubleshoot production environments. Participate in design and code reviews and deliver scalable, secure software.

Lead strategy and lifecycle for mobile (iOS, Android) and web products: define features, acceptance criteria, and roadmaps from MVP to scale. Translate banker needs into product requirements, prioritize workflows, run agile ceremonies, collaborate with UX/Engineering/AI/CRM, and use behavioral metrics and analytics to iterate and refine the product.