Top Tech Jobs & Startup Jobs in Chicago, IL

Design and prototype high-quality Dashboard experiences for Stripe. Research users and ecosystem, collaborate with product, engineering, research, and content design, iterate via reviews, and balance user and business priorities to deliver elegant, user-centered UI.

Design, build, and maintain full‑stack services and tooling that power Stripe's global support operations. Expand live channel integrations (voice/messaging) including Greater China platforms, debug production issues, collaborate cross‑functionally, and improve engineering standards and processes.

Lead complex customer implementations of Metronome’s usage-based billing platform, including discovery, requirements gathering, technical and integration design, configuration, testing, data migration, and launch. Advise customers on pricing, packaging, quote-to-cash, and consumption models. Design integrations with CRM, CPQ, payment, tax, ERP, billing, and analytics systems; coordinate with implementation teams and R&D; manage risks; build customer relationships; and ensure post-implementation handoffs.

Lead design, execution, and optimization of scaled lifecycle campaigns across email and in-product channels. Use marketing automation, behavioral data, and ML techniques to personalize journeys, drive activation, revenue, retention, and cross-sell. Analyze performance, generate insights, and collaborate with Growth, Product, Engineering, Data Science, Analytics, Sales, and Marketing stakeholders.

Own go-to-market strategy and adoption for Stripe's data products. Develop positioning, messaging, competitive intelligence, launch plans, demand programs, and sales enablement. Translate customer and market insights into roadmap recommendations and measurable KPIs while partnering cross-functionally to drive commercialization and growth.

The Product Designer will oversee the design of internal tools, collaborate with engineers and PMs, and ensure usability while contributing to design consistency and quality across the internal tools suite.

Lead and scale Stripe's global sanctions program, manage regional sanctions teams, drive transformation toward automation, partner with Engineering/Product on tooling and screening logic, ensure regulatory exam readiness, and report program health to senior leadership.

Build data- and agent-backed systems to identify, triage, and prioritize vulnerabilities; coordinate and drive remediation across teams; improve scanning tools and processes; and advise on security risk and vulnerability management strategy.

Manage end-to-end commercial deals, align Sales, Legal, Finance and Product, advise on pricing and deal structures, remove blockers, support complex negotiations, and drive deal closure across SaaS and Payments customers.

Serve as a technical advisor driving adoption of Stripe billing solutions. Architect integrations and custom billing solutions, support sales and customer success, influence product roadmap, create reusable assets and training, resolve complex technical issues, and engage externally at events. Requires deep payments and subscription expertise.