Top Tech Jobs & Startup Jobs in Chicago, IL

Lead preparation, analysis, and governance of enterprise Economic Value and Economic Capital reporting. Partner with actuarial, finance, investments, and risk teams to explain results, drive transformations, automate reporting, and define future-state operating models, data strategy, and reporting architecture for improved controls and decision-making.

Lead a unified pre- and post-sales technical organization, hiring and coaching Sales Engineers and Technical Advisors. Own technical sales motions, POCs, onboarding, adoption, and cross-functional collaboration with Sales, Customer Success, Product, and Engineering. Build scalable technical processes, reusable assets, and report outcomes to leadership to improve win rates and customer value.

Build and run an end-to-end CRO operating system: prioritize and manage an always-on testing backlog, own the full test lifecycle, translate wins into scaled implementations, integrate test insights with paid media and creative, optimize conversion rate and contribution margin across funnels, design offer and funnel architecture, and lead CRO reporting and collaboration across Growth, Design, and Analytics.

Lead full-stack development on a React Native frontend and FastAPI Python backend for an AI-driven healthcare product. Design APIs, ship user-facing features, drive architecture, write tests, collaborate with ML researchers and clinicians, and deliver scalable, reliable production systems.

Design, deploy, and maintain high-performance HPC network fabrics (InfiniBand/RoCE), troubleshoot complex latency/throughput issues, manage Fortinet security solutions, tune and monitor network performance, collaborate with compute/storage teams, document architectures, participate in on-call rotations, and support large-scale GPU/AI clusters and incident triage.

Source and evaluate Seed-stage startups across Japan and select Asian markets, perform first-pass screens and coordinate diligence with US colleagues, leverage AI tools for research and memo preparation, build local ecosystem relationships, support portfolio companies and follow-on evaluation, and help grow Alumni Ventures' presence in Japan and APAC.

Own a portfolio of strategic B2B SaaS accounts in the Courts vertical, drive retention and expansion, manage account health in CRM, run QBRs and success plans, surface customer feedback to Product, and collaborate with Sales, Support, and Implementation.

Lead FP&A, budgeting, forecasting, and reporting; manage cash flow, ABL lender compliance, project-level profitability, and financial modeling. Advise executive team and private equity sponsor, build a high-performing finance team, and drive strategic planning, M&A modeling, and operational KPI analysis across a multi-site contract-based business.

Own FP&A for a product line: build AI-enabled automated reporting (BigQuery, Solver, Business Central, Sheets), perform cohort and root-cause analysis, reconcile Accounting and Revenue Operations, surface data integrity issues, and translate insights into clear recommendations for non-finance stakeholders.

Prepare, file, and follow up on FHA mortgage insurance claims (Conveyance, CWCOT, Pre-Foreclosure Sale) ensuring documentation, quality review corrections, and agency payment. Maintain system records, adhere to agency/investor guidelines, and coordinate with internal and external stakeholders to meet deadlines and handle multiple priorities.