Top Tech Jobs & Startup Jobs in Chicago, IL

The Commercial Legal Director will lead complex technology and commercial transactions, negotiate SaaS, licensing, partnership, marketing, and services agreements, and develop scalable legal contracting standards. The role advises teams on AI, intellectual property, privacy, security, and regulatory issues; improves contracting workflows using Ironclad and AI-enabled tools; and partners with senior stakeholders across product, engineering, finance, marketing, and people operations.

Serve as a senior legal advisor to Product, Engineering, Risk, Compliance, and Operations teams. Advise on consumer financial products, banking, lending, payments, licensing, partnerships, and evolving regulatory requirements. Negotiate commercial agreements, oversee complex matters involving BaaS, NACHA, BSA/AML, fraud, privacy, and servicing, and translate regulatory developments into practical business guidance. Build scalable legal processes and improve workflow efficiency through technology, AI, and outside counsel.

Build and QA complex Braze lifecycle campaigns across email, SMS, push, and in-app channels. Validate branching logic, personalization, triggers, audience data, and campaign feeds; troubleshoot live issues; maintain documentation and QA controls; coordinate with lifecycle, creative, data, engineering, legal, and compliance teams to ensure accurate, compliant member communications.

Lead Dave’s Lifecycle and CRM function across onboarding, engagement, retention, reactivation, and transactional communications. Own the multi-product lifecycle roadmap, member journeys, next-best-action framework, KPIs, experimentation, and Braze platform strategy. Partner with Product, Marketing, Data, Compliance, and Legal while managing budgets, forecasting, executive reporting, and a team of four lifecycle marketers. Drive compliant, data-informed engagement and retention across millions of members.

Shape company-wide machine learning strategy across credit, fraud, marketing, and growth. Build and improve consumer credit models, establish model governance and responsible modeling controls, and advance experimentation, causal inference, and business measurement. Provide technical leadership, mentor scientists, evaluate AI-assisted workflows, and partner with Legal, Compliance, Risk, Engineering, Product, and Finance to support reliable, compliant, and impactful financial decision systems.

Develop and deploy machine learning models for fraud detection and credit risk decisioning. Own the full ML lifecycle, including data exploration, feature engineering, experimentation, validation, deployment, monitoring, and optimization. Analyze fraud trends and portfolio outcomes, collaborate with Product, Engineering, and Risk Operations, apply generative AI tools, and mentor fellow scientists while delivering measurable improvements in fraud prevention and responsible credit access.

Own the strategy and roadmap for Dave’s financial data platform, including vendor integrations, data ingestion, normalization, storage, access, quality, and monitoring. Partner with Engineering and Data Science to create financial signals that improve underwriting and repayment prediction. Manage data partners, evaluate new sources, define platform KPIs, and connect data improvements to approval rates, losses, retention, and future credit products.

Own Dave’s organic search and AI discovery strategy, including onsite content, offsite authority, answer-engine visibility, reporting, experimentation, and compliance. Build topical authority, guide writers and agencies, improve citations across AI platforms, and connect organic performance to app installs, member acquisition, and cost efficiency. Partner with product, martech, analytics, brand, partnerships, and compliance teams while shaping the company’s emerging AEO strategy.