Top Tech Jobs & Startup Jobs in Chicago, IL

Lead Ando's technical and AI/ML strategy, owning forecasting, optimization, and labor intelligence. Direct the end-to-end ML and data platform, design AI-native product architecture with safety and human-in-the-loop controls, oversee engineering and product functions, build scalable engineering processes, raise reliability/security/privacy standards, recruit and develop cross-functional teams, and serve as the CEO's technical partner and external company representative.

Lead product strategy and execution across Ando's enterprise and worker-facing products, owning the roadmap, customer discovery, and model-to-product delivery for AI-driven forecasting, optimization, and workforce intelligence. Partner cross-functionally to design explainable AI co-pilot experiences, drive disciplined shipping cadence, and represent product direction to customers and leadership.

The role involves improving AI agent quality through designing experiments, maintaining evaluation infrastructure, optimizing LLM inference, and collaborating with product teams. Responsibilities include end-to-end ownership from research to deployment in a dedicated ML Engineer context.

The Account Executive will identify and close new business opportunities in the small business segment, managing a pipeline of outbound and inbound leads using consultative selling skills.

The Clinical Talent Recruiter will identify, attract, and hire mental health professionals while managing the full-cycle recruitment process. This role requires collaboration with clinical operations and demands knowledge of mental health licensure pathways.

Contract Business Development Consultant supporting federal, state, and local government growth via non-traditional contracting (CSOs, BAAs, SBIR/STTR, grants, OTAs). Duties include opportunity identification, solicitation monitoring, BD strategy, client relationship management, CRM pipeline upkeep, market intelligence, and representing the firm at industry and agency events. Remote 1099 role with occasional travel.

Design and standardize telecommunications infrastructure for Rowan data centers, including ISP/OSP systems, fiber backbone and cabling, carrier/MEET‑ME facilities, network topology/IP strategies, and commissioning/testing (OTDR). Coordinate across engineering, construction, operations, customers, and vendors from design through turnover.

Lead SaaS sales contract negotiations for the AMER region (MSA, DPA, NDA, ToS), advise on privacy, IP, security, employment, and corporate matters, support product and compliance initiatives, manage cross-functional legal projects, create policies and training, and drive legal process improvements globally.

The Senior Accountant will assess technical transactions, research accounting guidance, draft accounting policies, and ensure compliance with standards. The role involves communication with stakeholders and providing technical accounting support on transactions.

Lead negotiation, lifecycle management, compliance, and risk mitigation for commercial contracts and fee-for-service agreements. Identify commercial funding opportunities, develop cost proposals and pricing strategies, build donor/partner relationships, and implement contract management systems and analytics to protect organisational interests and maximise programme delivery.

Lead strategic direction, implementation, financial oversight, and stakeholder engagement for large donor-funded humanitarian and development programmes. Ensure compliance, strengthen systems (finance, procurement, MEAL, HR), manage senior staff and partners, and represent the programme to donors and governments while promoting learning and adaptive management.

Lead end-to-end pursuit of institutional funding: donor landscape analysis, Go/No-Go decision-making, proposal development and budgeting, donor relationship building, cross-functional bid coordination, award negotiation, and post-award transition. Implement grant workflows, knowledge management, and AI-assisted tools to improve proposal quality and institutional memory.

Lead enterprise customer success for Inspectorio's supply-chain SaaS: manage onboarding and multi-module implementations, configure platform components, drive ROI and product adoption, serve as technical escalation point, perform business-analysis and UAT, coordinate cross-functional teams, and support contract/subscription changes.

Full-stack engineers will develop features for a system used by radiologists, focusing on low-latency WebSocket workflows and UI/UX design.