Top Tech Jobs & Startup Jobs in Chicago, IL

Build and maintain customer identity and access management services supporting registration, login, authorization, MFA, step-up authentication, and account lifecycle flows. Develop backend APIs in Python or Kotlin, integrate identity platforms such as Okta, Auth0, and ForgeRock, write tests, participate in code reviews, debug production services, improve reliability, and collaborate with engineering, product, and security teams.

Lead frontend technical strategy for Affirm’s checkout decision orchestration systems. Design and architect scalable web applications, guide major technical initiatives, improve reliability and operational processes, establish engineering quality standards, collaborate with product, design, and analytics, and mentor engineers. The role focuses on building fast, clear, and reliable checkout experiences using modern declarative UI frameworks.

Build and operate Affirm’s AI platform, including LLM and MCP gateways, agent runtimes, evaluation services, and governance controls. Design highly available backend systems, manage identity, quotas, routing, caching, reliability, observability, and security for AI workloads. Own projects from design through launch and on-call, establish engineering standards, collaborate across teams, mentor engineers, and help scale AI systems into production.

Own the operational health of strategic merchant integrations through monitoring, troubleshooting, SLA delivery, technical investigations, and root-cause analysis. Design custom integration solutions, lead technical initiatives, support launches and product adoption, influence roadmaps, create operational playbooks, and mentor TAMs. The role progresses toward end-to-end ownership of a strategic account portfolio while partnering with Product, Engineering, Operations, Customer Success, and support teams.

Supports merchant partners throughout Affirm solution implementations, troubleshooting ecommerce and order-management integrations, documenting technical processes, improving operational workflows, and coordinating with Engineering, Product, and Merchant Operations. The role provides implementation guidance, resolves technical issues, gathers client feedback, and manages multiple cross-functional assignments while serving as a primary partner support contact.

Lead Affirm’s zero-to-one product initiatives in partnership with the CEO and executive team. Own product vision, strategy, roadmap, discovery, prototyping, experimentation, launch, and iteration for new products and platforms. Analyze customer behavior, define success metrics, write product content, and coordinate engineering, design, data, risk, operations, revenue, legal, and compliance teams. This hands-on role has no direct people-management responsibilities and requires strong judgment in ambiguous environments.

Counsel II will negotiate and execute diverse vendor agreements, including technology, cloud, SaaS, marketing technology, data platform, contractor, lease, and payment processing contracts. The role partners with Procurement, Finance, Engineering, Product, Information Security, Privacy, and other teams; develops legal playbooks, templates, and training; improves contracting processes; manages high deal volume; and provides practical guidance on privacy, data protection, and commercial legal matters.

Manage commercial and vendor agreements, amendments, NDAs, legal intake, contract approvals, and cross-functional reviews. Maintain templates, playbooks, training materials, and knowledge resources while communicating contract risks and requirements to business partners. Identify process improvements, meet internal service-level agreements, manage competing priorities, and partner with Legal Operations, Finance, Procurement, and other teams. The role independently handles routine and moderately complex matters and supports attorneys with strategic negotiations.

Build and enforce workload safety standards across Affirm’s Amazon EKS fleet. Responsibilities include Kubernetes resource management, workload isolation, disruption handling, cluster capacity analysis, policy automation, production debugging, incident response, fleet-wide rollouts, technical leadership, mentoring, and measuring infrastructure impacts on availability, latency, risk, and cost.

Develop and execute merchant acquisition and activation programs through platform and ISV channels. Own channel strategy, integrated campaigns, partner collaboration, messaging, content, execution, measurement, and optimization. Work cross-functionally with Partnerships, Sales, Product Marketing, Brand, Legal, and Revenue Intelligence to drive acquisition, activation, pipeline, GMV, and revenue. Analyze performance, manage multiple programs, and turn successful campaigns into reusable playbooks.