Top Tech Jobs & Startup Jobs in Chicago, IL

Build and scale AI platform infrastructure for internal agents across AWS/GCP. Integrate identity (Okta, OAuth2/OIDC), implement agentic security, containerized deployments (Docker/Kubernetes), CI/CD and Terraform-based pipelines, run vendor evaluations, and design observability/telemetry for LLM-driven workflows while collaborating with security, identity, and engineering teams.

Lead and grow an AI Platform Enablement team to build a governed internal AI development environment. Define platform strategy, partner with security and infrastructure, drive adoption via enablement programs, and establish metrics for usage, onboarding, and control effectiveness. Act as an executive-facing leader delivering secure, scalable platforms and change management.

Lead federal cloud security and compliance efforts to achieve and sustain ATOs. Implement and automate FedRAMP/IL-5/RMF controls, manage continuous monitoring, coordinate 3PAO audits, drive cloud security architecture, oversee change control/SCRs, and lead incident response and POA&M remediation using AI-enabled automation and monitoring across high-security GovCloud environments.

Design and train LLMs and agentic systems for cybersecurity using RLHF/RLAIF and supervised fine-tuning. Build agent architectures, tooling, retrieval/memory, and evaluation pipelines with rigorous statistical benchmarking. Optimize prompts and inference, collaborate with engineers to productionize prototypes, and drive research on agent planning, safety, and reliability.

The role involves managing strategic partnerships with cloud providers, enhancing offerings on AWS Marketplace, and driving business growth through program management and cross-functional collaboration.

Support Finance and Sales by reconciling and validating revenue KPIs (ACV, ARR, renewals), building reporting datasets and dashboards, collaborating with CRM and data engineering teams, and participating in month-end and quarter-end close activities. Provide ad-hoc analysis and stakeholder-facing explanations of metric derivation and data quality.

As a Principal Data Engineer, you will design and implement LLM, AI-powered security data platforms, mentor engineers, and drive the adoption of data solutions across teams.

Design and scale technical enablement learning programs for sales engineers, partners, and technical sellers. Own curriculum architecture, assessments, labs, workshops, and blended modalities, partner with SMEs, set instructional standards, use feedback and AI tools to measure and improve learning effectiveness.

Build and own a vendor schema registry and semantic validation pipeline that ingests OpenAPI/Swagger/Smithy specs, tracks schema evolution, detects semantic and breaking changes, and provides SDKs and developer tooling to safely map vendor APIs into a canonical knowledge graph used by downstream teams.

Lead global brand media strategy end-to-end: strategy, agency management, creative partnership, experimentation, measurement, and budget ownership. Drive brand awareness via cross-functional collaboration, run brand health studies, analyze performance and scale effective channels.