Top Tech Jobs & Startup Jobs in Chicago, IL

Designs and owns shared test automation frameworks and scalable test execution infrastructure across web, mobile, and backend services. Builds tooling for test environments, test data, parallel execution, flaky-test detection, and infrastructure monitoring. Partners with engineering teams to improve test coverage and quality practices, reduces feedback-loop friction, and documents testing best practices. The role requires strong automation architecture, cloud-native infrastructure, cross-stack testing, and collaborative influence.

Build and operate secure, scalable backend services for OnePay’s co-branded credit card product. Design APIs and event-driven systems, integrate partner platforms, ensure regulatory and security compliance, and own reliability for real-time credit transactions. Collaborate with risk, compliance, and platform teams, make architecture decisions, mentor engineers, and improve code quality, testing, and operational practices.

Build and scale full-stack financial product experiences for OnePay’s employer benefits platform. Lead technical design, establish architectural and coding standards, optimize systems for reliability, security, performance, and scalability, and make technical decisions balancing rapid delivery with sustainable solutions. Collaborate with product, design, and operations to deliver features across web, iOS, and Android using distributed systems, APIs, and modern frontend technologies.

Own OnePay’s consumer communications and new media program by building relationships with reporters, podcasters, Substackers, live show hosts, and creators. Pitch and secure media placements, manage inbound opportunities, develop partnerships, prepare messaging, monitor coverage and sentiment, and collaborate with legal and compliance in a regulated fintech environment. The role also represents OnePay in interviews and appearances.

Research and prototype transformer-based and graph-based foundation models using customer, transaction, and merchant data. The intern will design and train models, run rigorous experiments, evaluate results, and develop working prototypes. Responsibilities include collaborating with Product, Engineering, Analytics, and Applied Science teams to improve customer experience, operational efficiency, and business outcomes.

Software Engineering Interns will collaborate with engineering and cross-functional teams on real-world projects, contribute to key engineering initiatives, build technical and professional skills, and present their work at the end of the program. Interns receive mentorship, workshops, and career development support while working full-time in the New York City office for eight weeks.

Lead a hands-on site reliability engineering team while writing production code and building automation, observability, incident-response tooling, and safe deployment practices. Own service reliability standards, alerting, dashboards, runbooks, rollback safety, incident command, remediation, and sustainable on-call coverage. Partner with engineering teams to improve reliability across high-availability financial services supporting millions of customers.

Builds production-ready design and interface components in code, bridging design and engineering across React Native, React, and mobile and web platforms. Uses AI coding tools such as Cursor, Claude Code, and v0 at high production velocity. Defines design-to-code workflows, design tokens, component architecture, and improved handoff practices while collaborating closely with designers and engineers in a fast-moving environment.

Leads treasury analytics and strategy by building cash forecasting, balance sheet, capital, ALM, liquidity, interest rate, FX risk, stress testing, and scenario models. Develops treasury data infrastructure, reporting, controls, reconciliations, and capital adequacy processes. Partners with finance, accounting, FP&A, operations, legal, risk, and compliance teams to improve cash utilization, funding strategies, regulatory compliance, and long-term capital efficiency. Incorporates AI and scalable data tools into treasury operations.

As a Forward Deployed Engineer, you will develop AI agents and automation workflows, collaborate with teams, and ensure secure, reliable solutions integrating with various systems.