Top Tech Jobs & Startup Jobs in Chicago, IL

Sell Litify's AI-driven legal operating platform to law firms and legal departments. Manage full upsell motions, consult on AI adoption, deliver high-level demos to C-suite, meet sales targets, and articulate ROI of autonomous agents and AI integrations.

Lead and maintain City Cast's visual brand across national and local channels. Create and approve sales, marketing, and campaign assets; build templates and design systems; manage design intake, contractors, and a production designer; and ensure brand consistency while enabling local flexibility and revenue storytelling.

Owner of strategic partnerships with wirehouses, banks, and RIAs to secure product approval and distribution. Lead due diligence, negotiate MSAs and pricing, drive revenue expansion, enable sales through training and co-branded marketing, ensure compliance, and develop multi-level partner relationships to grow adoption and inbound advisor leads.

Design, build, and productionize ML and AI systems (LLMs, embeddings, recommendations, forecasting). Develop end-to-end ML workflows, scalable data pipelines, semantic models, and CI/CD for ML. Collaborate with product and engineering, mentor engineers, and influence platform architecture and standards.

The role involves building and operating core services for authentication and data privacy, owning projects end-to-end, and enhancing system reliability.

Design high-converting emails, landing pages, and A/B test variations for Shopify eCommerce clients. Translate CRO strategy into effective visuals, collaborate with strategists, PMs, developers, copywriters, and media buyers, and design within Shopify constraints to drive clicks, conversions, and revenue.

The Vice President, Legal will lead the legal strategy for complex business development transactions, collaborating with various teams to ensure legal rigor and operational efficiency while managing external counsel and contract workflows.

Conduct remote quality control audits of mortgage originations and servicing, review loan files for investor and regulatory compliance, identify deficiencies and trends, support root cause analysis and corrective actions, prepare audit reports and responses to external findings, and partner with vendors and teams to improve mortgage quality.

Lead and own Syllo's QA strategy, build scalable automated testing frameworks integrated into CI/CD, and drive quality across Engineering, Product, and Customer Success. Champion QA processes, measure and improve release standards, reproduce and validate complex customer issues, and leverage AI/LLM tools to modernize test generation, failure analysis, and automation to increase release confidence and reduce manual testing.

Assess and document current and target-state Martech architecture, identify consolidation and integration opportunities, define unified data/process flows and integration patterns, produce architecture artifacts and implementation guidance, and work with stakeholders to plan and govern consolidation for an AI-ready future state.