Top Tech Jobs & Startup Jobs in Chicago, IL

Manage and optimize Ironclad and related contract management systems, including workflows, templates, approvals, integrations, data quality, reporting, and technical troubleshooting. Drive contract intake, lifecycle management, process improvement, knowledge management, training, and cross-functional legal technology initiatives. Build dashboards and support audits and special projects while partnering with Legal, Finance, Procurement, IT, and business stakeholders. The role focuses on legal operations and technology rather than substantive legal negotiation.

Develop and ship full-stack web and mobile experiences across Affirm’s consumer app and website. Collaborate with product, design, analytics, and engineering teams to break down projects, make technical decisions, write tested and extensible code, launch scalable APIs, monitor service health, support on-call operations, review code, and participate in team development and interviewing.

Lead and mature Affirm's third-party security risk program by designing controls, automating GRC workflows, evaluating third-party/cloud security, building integrations and dashboards, and advising stakeholders. Drive automation using Python and agentic coding tools, operate orchestration across systems, manage a portfolio of risk reviews, and establish metrics, processes, and reporting to scale security risk management.

Join a small AI-native engineering team building and operating Affirm's bank systems. Own end-to-end bank infrastructure, durable workflows, vendor integrations, data platform, CI/CD, monitoring, and examiner-ready documentation. Use AI-assisted tooling to accelerate development, collaborate with Compliance/Risk/Finance, and mentor growing engineering talent.

Lead and build the Bank FP&A function during formation: manage forecasting, budgeting, financial modeling, capital stress testing, performance reporting, strategic decision support, and partner with cross-functional teams and Bank CFO to drive financial planning and capital strategy.

Supports application security across product and engineering teams by reviewing code, configurations, pull requests, logs, and system designs; identifying and prioritizing vulnerabilities; guiding remediation; and contributing scripts, tooling, detections, tests, and secure coding practices. The role also involves vulnerability management, risk-based analysis, security communication, and collaboration across engineering, infrastructure, compliance, and product teams.

Own brand and partner campaign strategy from brief through launch and retrospectives. Translate business priorities, audience insights, and brand strategy into integrated campaign plans, GTM strategies, investment priorities, and creative briefs. Align cross-functional marketing partners, guide tradeoffs, oversee execution quality, and develop measurement frameworks. Track brand health and campaign performance, report insights to leadership, and create reusable standards to improve future campaigns.

Lead independent validation and ongoing monitoring of complex financial and analytics models, including ALM, loss forecasting, loan transition, corporate finance, and engagement models. Identify weaknesses, communicate findings, guide remediation, and strengthen model governance. Collaborate with Finance, Quantitative Research, Growth Analytics, Internal Audit, Internal Controls, Accounting, and Compliance to maintain Affirm’s model risk framework and address audit, regulatory, and examiner requests.

Lead Affirm’s Resilience Engineering team, defining strategy and building platforms for safe production load testing and chaos engineering. Manage engineers, establish safeguards such as isolation, approval workflows, rollback, observability, and auditability, and partner across infrastructure, security, and product teams to improve reliability. Drive adoption of resilience practices, identify distributed-system weaknesses, and guide monitoring, alerting, and incident response for production experiments.

Support two senior engineering executives through calendar management, meeting preparation, travel and expense coordination, event planning, schedule optimization, and follow-up on action items. The role partners with executive assistants and leadership support teams, prepares documents and presentations, reconciles budgets, and handles administrative projects. Success requires strong organization, discretion, professionalism, independent judgment, adaptability, and the ability to thrive in a fast-paced company.