Top Tech Jobs & Startup Jobs in Chicago, IL

As a Principal Product Analyst, you will lead product analytics for unsecured installment products, executing high-impact analyses, optimizing user journeys, and collaborating cross-functionally to drive data-informed product strategies.

As a Senior Legal Counsel, you will support capital markets financing transactions, draft legal documents, manage deal flow, and ensure compliance with legal risks.

The Senior Home Lending Underwriter evaluates loan applications, ensures accurate decisions, and maintains compliance with underwriting policies while identifying fraud risks and validating borrower information.

As a Finance Manager at Upstart, you will manage financial forecasting, planning, and reporting, collaborate with leaders, and drive analyses for strategic decisions.

Lead and build the secured lending vendor oversight function, managing critical third-party lifecycle activities: inventory, risk tiering, due diligence, performance monitoring, issue remediation, contingency/exit planning, and producing exam-ready governance and reporting for bank partners and regulators.

Lead first-line compliance for growth: oversee acquisition channels, marketing, partner relationships, and product launches. Build control frameworks, approve materials, translate UDAAP/Reg B/TCPA/CAN-SPAM requirements into practical guidance, manage remediation and root-cause fixes, liaise with second-line, Legal, auditors and regulators, and hire and develop a compliance team to enable scalable, examination-ready growth.

Provide corporate governance and banking legal support for Upstart Bank. Own board and committee processes, governance policies, intercompany agreements, and Regulation W compliance. Advise directors, executives, and internal partners on bank regulatory obligations, conflicts with affiliates, and bank holding company reporting. Support OCC, FDIC, and Federal Reserve engagements and examinations, build examination-ready processes, and partner cross-functionally on governance and regulatory considerations for new products and bank operations.

Lead and scale Operational Excellence across Issue Management, Customer Complaints, Identity Theft & Credit Disputes, and Quality Control. Build strategy, operating model, governance, reporting, and quality programs; drive root-cause analysis, regulatory readiness, cross-functional initiatives, automation, and continuous improvement while mentoring teams and delivering measurable operational and customer outcomes.

Lead technical direction for software architecture and cross-team initiatives focusing on scaling consumer-facing systems and maximizing loan originations while maintaining compliance and system integrity.

The Senior Collections Specialist will assist borrowers in overcoming financial challenges through effective negotiation and personalized solutions while achieving performance metrics in collections.