Top Tech Jobs & Startup Jobs in Chicago, IL

Lead strategy and execution for Affirm's Shopping & Offers consumer surfaces (Home, Search, Profile). Define vision, own roadmaps, drive experiments and funnel analysis, partner cross-functionally, and hire and scale a high-performing product management team to improve conversion, engagement, and revenue.

Own end-to-end analytical lifecycle to develop and optimize business, risk, and growth strategies. Monitor portfolio and macro trends, build and interpret ML-driven models, lead cross-functional launches, mentor junior analysts, and build AI-assisted workflows to improve decisioning and measurement across products and geographies.

Lead technical strategy and delivery for mobile app infrastructure, owning shared components (design system, networking, CI/CD, observability, releases, tooling). Collaborate cross-functionally, set code/design standards, ensure operational readiness and on-call processes, mentor engineers, and drive large, business-impacting projects and migrations across the JS↔native boundary.

Lead technical strategy and execution for a backend ledger team building highly available, audit-grade financial systems. Drive architecture, reliability, monitoring, on-call practices, code quality, cross-functional collaboration, and mentoring to ensure accurate, scalable ledger operations.

Lead and manage the underwriting and credit risk model validation team, perform hands-on independent validations of complex ML models, assess data integrity and performance, identify and remediate model weaknesses, partner on MRM framework improvements, and coordinate with audit, compliance, and controls to meet regulatory standards.

Lead product marketing for merchant-facing products: shape product strategy with customer and competitive insights, own end-to-end GTM and launches, drive product adoption and growth, create client-facing messaging, analyze data to inform segmentation and performance, and align cross-functional teams to execute high-impact initiatives.

Lead and coach a team of Technical Account Managers supporting SMB merchants post-sale. Oversee integrations, escalations, technical guidance, OKRs, demand forecasting, hiring, and cross-functional advocacy to drive merchant success and product adoption.

Design, build, and operate core CIAM backend services for registration, authentication, authorization, account lifecycle, and profile management. Implement OAuth2/OIDC/SAML/SCIM, develop APIs in Python/Kotlin, integrate identity platforms, automate deployments with IaC/CI-CD, and monitor/optimize services for reliability, security (MFA, token handling, encryption), and abuse detection at scale.

Drive the Continuous Integration team, ensuring build systems' reliability and scalability, and mentor CI engineers while improving developer productivity through automation and tooling.

Lead and set technical strategy for the Order Platform powering post-checkout flows (orders, captures, refunds, settlement). Design and ship highly available backend systems, own reliability/operational practices, mentor engineers, collaborate cross-functionally, and drive long-term technical decisions and execution plans.