Top Tech Jobs & Startup Jobs in Chicago, IL

Owns accounting operations for a multi-entity fintech, including billing, accounts receivable, accounts payable, month-end close, sales tax compliance, revenue recognition, audit coordination, financial reporting, and process documentation. The role manages US and Canadian entities, supports cross-border accounting and tax activities, maintains recurring schedules, prepares board KPI packages, and partners with business teams to ensure accurate billing and collections.

Own the vendor integration product area, including payments, cards, identity, data, documents, and SSO. Lead vendor evaluations, technical diligence, requirements, roadmaps, certifications, pilots, UAT, releases, and client rollouts. Write PRDs and implementation documentation, coordinate engineering and QA, manage the Jira backlog, prototype workflows, and build AI-powered PM tooling. Requires strong B2B platform product management experience, fintech or integrations expertise, technical fluency in C# and TypeScript, and practical knowledge of APIs, authentication, PCI scope, and banking integrations.

Develop and maintain scalable native Android applications using Kotlin, focusing on performance, usability, architecture, testing, and code quality. Collaborate with product, design, and backend teams; troubleshoot complex issues; maintain CI/CD workflows; document systems; lead technical initiatives; mentor junior engineers; and contribute to feature planning and estimation.

Lead development of secure, scalable digital banking software across front-end and backend systems. Design Angular or React applications, build APIs, optimize SQL performance, integrate third-party platforms, improve code quality, implement testing strategies, and mentor engineers. Collaborate with cross-functional teams in an Agile environment while supporting cloud-native practices, regulatory compliance, and continuous product improvement.

Develop and maintain native iOS applications using Swift, focusing on performance, scalability, usability, and robust architecture. Partner with product, design, and engineering teams on planning and delivery; troubleshoot complex issues; write tests; maintain CI/CD workflows; and improve code quality. The role includes technical leadership, mentoring junior engineers, documentation, code reviews, and staying current with iOS technologies and development practices.

Owns end-to-end HR operations for US and Canadian employees and contractors, including onboarding, offboarding, benefits, employee records, compliance, employee relations, performance management, compensation reviews, manager training, and HR systems. The role administers Rippling, Lattice, and Ashby, supports SOC 2 compliance, coaches managers through performance issues and PIPs, maintains policies, and coordinates benefits and training vendors.

Design, execute, and maintain manual and automated tests for web and mobile SaaS products. Report and track defects, perform end-to-end and regression testing, collaborate with developers and product owners, and participate in agile ceremonies to ensure product quality throughout the software development lifecycle.

Lead Release Management, QA, and DevOps to build an automation-first quality engineering framework, enforce release gates, drive platform reliability and CI/CD, and embed AI-assisted coding and testing across engineering teams for a regulated fintech environment.

Lead Release Management, QA, and DevOps to build an automation-first quality engineering framework. Drive CI/CD, platform reliability, observability, and release gate processes across multi-platform (web and native) products. Coach QA toward automation, implement test data and environment standards, partner with product and support on release readiness and post-release remediation, and champion AI-assisted coding and testing adoption.

Drive new business by owning the full sales cycle for community banks and credit unions: prospecting, demos, scoping, pricing, negotiation, and handoff. Build territory plans, generate outbound pipeline, engage executive and technical stakeholders, collaborate cross-functionally, represent the company at events, and travel as needed to close complex enterprise SaaS deals.