Top Tech Jobs & Startup Jobs in Chicago, IL

Lead cross-functional operations enablement programs that improve servicing scalability, compliance, efficiency, and customer outcomes. Define strategy, roadmaps, execution plans, and performance metrics; oversee knowledge management, training, technical documentation, change management, and operational readiness. Partner with Product, Engineering, Compliance, Operations, executives, and vendors across global teams. Use data and continuous improvement methods to scale processes, support launches and regulatory changes, and coach contributors.

Lead the design and operation of automated compliance monitoring for consumer lending: translate regulations into rule-based data checks, own exam and audit data requests, triage exceptions, drive automation, steward compliance data, and provide technical mentorship to a supporting analyst. Produce audit-ready, reproducible evidence for regulators, bank partners, auditors, and senior leadership.

The Manager of Software Engineering will lead the Developer Environments team, enhancing developer productivity through effective environment provisioning and CI/CD workflows while mentoring engineers and implementing system reliability improvements.

Lead technical direction and delivery for the Acquisition & Onboarding full‑stack team. Build and maintain mobile (React Native/native) and web experiences, backend services at scale, and operational tooling. Drive architecture, mentor engineers, ensure reliability/monitoring/on‑call readiness, collaborate with product and design, and improve dev processes, testing, and release practices to impact conversion and retention.

Lead and scale a team of Key & Enterprise Account Executives across US Travel, New Markets, and Canada. Drive GTM strategy, executive stakeholder management, complex deal negotiation, cross-functional deal orchestration, forecasting rigor, and post-close launch/expansion. Recruit, coach, and hold the team accountable while traveling regularly to accelerate deals and represent Affirm at industry events.

Lead independent validation and governance of credit and fraud models, build automated Python monitoring for model drift and performance, drive remediation with model developers, and liaise with audit and regulators to support Affirm Bank's model risk management.

Oversee high-visibility technical programs, streamline processes for product development, coordinate across teams, evaluate risks, and communicate with stakeholders.

Partner with the Chief People Officer to shape People strategy, run operating rhythms, prepare executive-ready materials, manage cross-functional initiatives, and lead high-priority confidential projects to drive alignment and execution across the People organization.

Leads and develops a software engineering team building consumer-facing mobile and web experiences. Owns technical strategy, multi-quarter roadmaps, architecture, reliability, performance, incident response, and operational improvements. Partners with Product, Design, Analytics, and engineering teams to deliver large-scale redesigns and cross-functional initiatives while driving alignment, execution, and a high-trust team culture.

Leads Affirm’s global customer operations vendor strategy and BPO network, overseeing governance, performance, compliance, resiliency, cost optimization, AI-enabled servicing innovation, and executive escalations. Manages Vendor Managers across international markets, drives vendor selection and recovery, leads large-scale transformations and migrations, partners with analytics and cross-functional teams, and develops a high-performing, customer-centric organization.