Top Tech Jobs & Startup Jobs in Chicago, IL

Evaluate and improve the safety, security, and robustness of large language models. Responsibilities include designing jailbreak, prompt injection, adversarial, and tool-use abuse tests; developing regression suites and evaluation frameworks; identifying vulnerabilities; translating findings into safety recommendations; and documenting methodologies and results for technical and non-technical stakeholders.

The OTM Technical Leader will oversee Oracle Transportation Management implementations, manage business requirements, create and implement configurations, and ensure effective support for logistics operations.

The Engagement Manager guides project teams in developing proposals and findings, advising clients on strategic initiatives related to growth and technology, and presenting insights to senior management.

Own the full sales cycle for RealtyAds AI-native CRE platform: prospect, qualify, run discovery calls and demos, negotiate contracts, close deals, and continuously build pipeline. Use HubSpot and LinkedIn Sales Navigator, develop repeatable prospecting systems and AI-powered workflows, collaborate with leadership on messaging and GTM, and become a trusted advisor to commercial real estate clients.

Serve as the accounting subject-matter expert for order-to-cash, cash application, AR, and reconciliation. Support pre-sales demos, lead onboarding and platform configuration, train customers, translate accounting concepts, relay practitioner feedback to Product/Engineering, and create enablement materials to ensure customers derive full value.

Seeking a DevOps Tools expert with extensive experience in scripting, Git, Unix/Linux, cloud deployments, and automation over a 6+ month duration.

This role focuses on entry-level sales with a pathway to management, providing remote training, mentorship, and growth opportunities in a commission-based environment.

The Portal Developer will design enterprise services, create UML diagrams, and develop web services using Java technologies and WebSphere Portal. Requires strong programming skills and experience with SOA and performance tuning.

Design and document electrical systems for process projects: P&IDs, single-line diagrams, schematics, lighting, grounding, cable and panel layouts, equipment sizing, heat-tracing, and equipment requisitions while coordinating with other disciplines and meeting schedule, budget, and quality targets.

The Manager of Transaction Management oversees all real estate transactions, leading a team while managing personal deals, ensuring accuracy and timeliness from contract to closing.