Top Tech Jobs & Startup Jobs in Chicago, IL

Build production-ready intelligent automations and agentic AI solutions. Full-stack development using TypeScript or Python, LangChain, vector DBs, RAG, and tool-calling. Collaborate with clients, ensure maintainable, tested, scalable deployments, CI/CD, observability, and model fine-tuning or deployment.

Leads FP&A for a high-growth B2B SaaS company, owning planning, forecasting, financial modeling, SaaS metrics, board reporting, and strategic analysis. Partners with executive, go-to-market, HR, accounting, and other business leaders on headcount, budgeting, sales capacity, capital allocation, fundraising readiness, and operational efficiency. The role also improves financial systems, reporting automation, data quality, and governance while supporting investor diligence, M&A analysis, and CFO- or CEO-sponsored initiatives.

As a Project Electrical Engineer, you will conduct forensic investigations on electrical failures, collaborate with teams, and provide expert testimony in legal cases.

Lead go-to-market strategy and execution for broker-facing insurance products. Manage email campaigns, broker segmentation, CRM data hygiene, and a library of sales enablement assets. Translate complex program details into clear marketing materials, collaborate with sales and underwriting for feedback, and measure campaign performance to optimize engagement.

The Token Venture Investor will research emerging technologies, evaluate investment opportunities, engage with community members, and support portfolio companies' growth.

Provide administrative support including complex calendar management, travel booking and itineraries, expense reports, office facilities and space planning, meeting coordination, onboarding assistance, and preparation of executive meeting materials.

Lead customer onboarding for a cloud-based transport management SaaS: analyze workflows, configure the platform, deliver training, act as primary implementation contact, support pre-sales, capture feedback, and travel regularly to customers to ensure adoption and satisfaction.

Sell GitGuardian to enterprise accounts across the Central US. Manage full sales cycle from outbound prospecting to POC, negotiation, and close; align multi-stakeholder buying teams (CISO, CTO, AppSec, DevOps); maintain pipeline, forecast accurately, and evangelize product capabilities.

Sell telecommunications and data services to state, local, and education (SLED) customers. Develop new business nationally, manage full sales cycle, build pipelines, create proposals, maintain client relationships, and travel within assigned territory for face-to-face meetings.

Develop and maintain operational and compliance reports, dashboards, and visualizations using Power BI and Excel. Validate and analyze data from Yardi, Salesforce, CVR Tracker, and SharePoint to identify trends, risks, and efficiencies. Support audits and contractual reporting, track owner compliance and enforcement actions, and manage suspension and appeals processes. Automate reporting, document metric definitions, and provide executive summaries and recommendations to leadership.