Top Tech Jobs & Startup Jobs in Chicago, IL

Leads Stripe’s Key Accounts Customer Success organization, managing senior CSMs and strategic relationships with major customers. Owns account planning, executive engagement, product adoption, payments optimization, retention, expansion, forecasting, and customer lifetime value. Builds scalable account management processes, playbooks, performance goals, and operating rhythms while coordinating cross-functional initiatives and escalations. Hires, coaches, and develops the team and shares strategic learnings across go-to-market and product organizations.

Advise Stripe product, engineering, and partnership teams on legal and regulatory issues involving AI, data privacy, consumer protection, financial data access, and technology product development. Draft and review product terms and documents, monitor global regulatory developments, and provide practical legal guidance throughout the product lifecycle. Build trusted relationships with product teams and contribute strategic input to product roadmaps in a fast-paced, cross-functional environment.

Lead Stripe's Extensibility program across Scripts, Custom Objects, and Workflows. Drive cross-org decisions, own critical launch paths, shape product and engineering roadmaps, negotiate trade-offs, and ensure ProServ and Partnerships requirements are reflected and delivered.

Drive cross-functional marketing technology programs spanning campaign measurement, personalization, account-based marketing, online events, and marketing operations. Own program delivery, requirements, vendor software selection and implementation, process automation, AI adoption, stakeholder communications, documentation, and operational improvements. Partner with product, engineering, marketing, sales, analysts, and global teams to deliver scalable systems, workflows, and measurable outcomes.

Design intuitive payment experiences across Stripe Terminal hardware and software. Responsibilities include understanding user workflows, conducting research, creating and testing high-fidelity prototypes, collaborating with product and engineering teams, improving dashboard experiences, and contributing to design systems. The role also partners with marketing, strategy, and go-to-market teams to define product vision and deliver polished features.

Lead visual and interaction design direction for Stripe Checkout surfaces, translating complex merchant needs into simple, conversion-optimized experiences. Define design direction, guide explorations from concept through launch, evolve visual language and design systems, shape product strategy through prototyping, and represent Checkout in senior reviews. Partner closely with product, engineering, and design leadership while communicating decisions through compelling storytelling.

Lead global programs, improve user experience through data insights, partner with stakeholders for operational efficiencies, and embody organizational values.

Investigates high-risk merchant accounts and fraud vectors, including card testing and account takeovers. Leads root-cause analyses, urgent incident response, fraud mitigation, cross-functional process improvements, and operational tooling enhancements. Communicates investigation findings to executives, users, and financial partners, and travels to vendor locations to provide analyst training and knowledge sharing.

Own the strategy, roadmap, and outcomes for Stripe’s third-party app ecosystem and Marketplace. Lead merchant discovery, adoption, activation, retention, app quality, distribution, partner incentives, analytics, and monetization. Identify ecosystem gaps, establish marketplace standards, and guide cross-functional teams across engineering, design, data science, partnerships, marketing, sales, support, risk, and legal. Represent ecosystem strategy to developers, partners, and users while aligning senior stakeholders around priorities and outcomes.

Owns and scales Stripe’s privacy operations programs, including data subject requests, privacy impact assessments, records of processing, transfer impact assessments, and cookie compliance. The role drives regulatory readiness, process improvement, AI-enabled automation, documentation, request triage, and cross-functional collaboration with Privacy Legal, Privacy Engineering, and company stakeholders.