Top Tech Jobs & Startup Jobs in Chicago, IL

Leads software quality assurance for workflow-based applications, creating test plans, automated test cases, and reusable automation frameworks. Executes functional, regression, smoke, and performance testing; validates workflows, integrations, business rules, security, and data flows; tracks defects; and supports Agile ceremonies. Collaborates with product owners, engineers, and platform teams to define acceptance criteria and improve testing processes. The role also mentors quality engineers and communicates product quality status.

Lead full-cycle development of API and web applications, from architecture and design through deployment and support. Collaborate with product, design, and engineering teams to set technical direction, deliver secure and scalable solutions, improve developer productivity, and support Agile delivery. Responsibilities include code reviews, troubleshooting, documentation, observability, automation, quality measurement, and responsible use of AI-assisted development tools.

Manages assigned healthcare client accounts, serving as the primary contact for questions, concerns, renewals, and retention. Builds client relationships, resolves issues, coordinates installations, monitors product performance and key metrics, identifies plan efficiencies, and develops service solutions. Collaborates with internal teams, consultants, brokers, and account members to improve customer satisfaction and achieve revenue, membership, and earnings objectives. Requires 10–15% travel.

Supervise a high-volume health and benefits support team serving HSA, FSA, HRA, COBRA, and commuter account holders. Coach employees, monitor service levels and quality KPIs, manage workflows, handle escalated issues, and collaborate with Product, Sales, Technology, Training, Quality, Talent Acquisition, and HR. The role includes recruiting, performance reviews, compliance training oversight, employee relations support, occasional escalated calls, and Saturday shifts based on business needs.

Lead and manage a QA team to design and implement QA strategy, automation, and testing frameworks for SaaS and on-prem products. Drive test planning, automation (UI/API), CI integration, metrics reporting, root-cause analysis, and continuous improvement while mentoring engineers and collaborating with cross-functional teams to ensure timely, high-quality releases.

The Sr. Salesforce Architect oversees the design and architecture of Salesforce solutions, collaborates with stakeholders, and drives digital transformation through best practices in development and integration.

Processes traditional securities operations, including cash settlements, dividends, transfers, corporate actions, reconciliations, trade adjustments, security master maintenance, and restricted stock custody. The role supports client trade inquiries, monitors orders, maintains procedures, coordinates with custodians and trading firms, and ensures accurate, timely processing in accordance with company policies and service levels.

Leads QA strategy, automation, testing processes, and a team of QA engineers across SaaS and on-premises products. Develops automated tests, manages regression suites, validates releases, monitors quality metrics, reviews requirements and automation code, and drives continuous process improvement. Collaborates with developers, product managers, operations, and stakeholders across Agile projects while mentoring staff and ensuring adherence to quality and release standards.

Design, develop, and deliver scalable .NET back-end and front-end solutions within an Agile, DevOps-oriented team. Lead technical design, code reviews, testing-first practices, CI/CD pipelines, containerized deployments, and ensure non-functional requirements (security, performance, scalability, maintainability). Mentor peers and collaborate across product, design, and architecture to produce high-quality software.

Provide phone-based support and education to accountholders on FSAs, HSAs, COBRA and related products. Resolve issues, guide customers through online tools, protect sensitive data, meet quality standards, and may be cross-trained for chat/email/text. Complete mandatory training, pass an 85% product exam, and meet service goals.