Top Tech Jobs & Startup Jobs in Chicago, IL

Join a small team to improve a tech product aimed at upskilling users in MENA, working with JavaScript and Node.js in a collaborative remote environment.

Lead development of FP&A intelligence: translate financial and operational data into strategic insights, build predictive models and scalable BI frameworks, automate reporting, and partner with executive and cross-functional teams to inform decisions and drive growth and efficiency.

Support day-to-day revenue operations across Salesforce, Campaign Monitor, partner operations, and renewals. Maintain CRM data quality, build reports and dashboards, collaborate cross-functionally to troubleshoot issues, document processes, and support projects that improve workflows and scale Revenue Operations.

Partner with executive leadership, clinical operations, and growth teams to lead FP&A across clinics and service lines. Build financial models, perform scenario analysis, evaluate new clinic openings and M&A, develop KPIs and dashboards, deliver executive-ready analyses, and lead a team of financial analysts to improve scalability, efficiency, and profitability in a high-growth healthcare services organization.

Coordinate interview scheduling and candidate communications, perform initial screening interviews, support sourcing and ATS data management, assist onboarding and L&D logistics, track recruiting and training metrics, and maintain HR documentation and EEO compliance.

Lead and scale Sezzle's infrastructure, platform, and SRE organization. Own AWS, Kubernetes, Aurora RDS, reliability (SLOs/error budgets), disaster recovery, on-call/incident command, infrastructure-as-code, and AI-augmented SRE tooling. Drive compliance (PCI-DSS/SOC2), cost management, vendor strategy, and cross-functional communication with executives and auditors.

Manage a named book of Growth-tier B2B accounts from onboarding through renewal. Drive adoption of Tavrn tools, run business reviews, monitor account health, prevent churn, source expansion opportunities, coordinate escalations with Support/Tech Ops, maintain pipeline and forecasts in HubSpot, and provide customer feedback to Product and Marketing.

Lead complex telecommunications projects including IP migrations and TDM-to-IP transitions; negotiate and manage interconnection/IP agreements; oversee numbering and porting services; support regulatory compliance and robocall mitigation; manage budgets, proposals, and client advisory work; supervise one direct report and provide cross-functional subject-matter expertise.

Lead development of safety frameworks and V&V for end-to-end autonomous robotics, perform risk assessments and safety reviews, derive technical safety requirements, and coordinate cross-functional teams to monitor fleet performance and deploy scalable autonomy.

Seeking a Chief of Staff across portfolio companies: an all‑star generalist with 2–4 years' experience in high‑growth startups, banking, consulting, or other high‑intensity environments. Candidates submit details for consideration against openings.