Top Tech Jobs & Startup Jobs in Chicago, IL

Designs and develops competency-based e-learning, micro-learning, instructor-led curricula, and performance-support solutions. Conducts performance, task, audience, and gap analyses; applies adult learning theories and ADDIE or SAM frameworks; collaborates with subject matter experts; and uses authoring tools to create accessible digital and blended learning experiences.

Lead design and implementation of AI and data governance frameworks, privacy guardrails, metadata standards, and compliance with GDPR/HIPAA/CCPA/NIST AI RMF. Monitor and audit models for bias, explainability, and transparency; partner with engineers, stewards, and leaders to embed ethical decision-making, set KPIs, run audits, and produce dashboards and reports to drive governance adoption.

Own and operate Orca’s FedRAMP environments across AWS, Azure, and GCP. Build infrastructure with Terraform, Kubernetes, Helm, and CI/CD; automate compliance validation, drift detection, evidence collection, and inventory management. Lead continuous monitoring, authorization artifacts, OSCAL transition, 3PAO assessments, and federal customer security engagements. Serve as the senior technical authority, maintain production health and incident response, and eventually build a U.S.-based infrastructure team while remaining hands-on.

Lead Unity architecture and build persistent, multi-user spatial systems for mobile and wearables. Design spatial persistence, synchronization, AI-assisted content pipelines, and define long-term platform direction as a founding technical contributor.

Promote creators' OnlyFans pages using unique affiliate links and supplied promo kits across Reddit, X, Telegram and other channels. Drive subscriptions and sales, track conversions, and earn commission plus performance bonuses. Remote, commission-only contractor role with regular payouts.

Provides executive and operational support to the founders, managing calendars, inboxes, travel, leadership meetings, action items, hiring coordination, candidate pipelines, finance coordination, market research, marketing support, and ad-hoc projects. The role begins with administrative execution and expands into cross-functional project management, process design, and strategic initiative support. It requires high autonomy, discretion, sound judgment, strong communication, ownership, and the ability to organize a fast-paced startup environment.

Own the technical side of deal progression for airline deployments: qualify opportunities, run demos and POCs, author integration and deployment architectures (PSS, APIs, data feeds, DNS, identity, networking), respond to RFPs/security questionnaires, scope SOWs and NFRs, and build reusable demo/reference assets to drive adoption and expansion while liaising between sales, engineering, and customers.

Lead the design, development, deployment, and governance of advanced analytics, machine learning, and AI solutions using large healthcare datasets. Responsibilities include data preparation, statistical and predictive modeling, model monitoring, explainability, visualization, stakeholder communication, and translating findings into clinical and operational improvements. The role also mentors data professionals, advises leaders, manages initiative priorities and risks, and promotes responsible AI and Agile practices.

Work on front-end and back-end web projects: create and redesign websites, build sitemaps and wireframes, collaborate with teams, and focus on UI/UX and performant back-end functionality.

Lead and deliver Workday implementations with a focus on integrations. Design, build, test, and deploy Workday Studio integrations using Core Connectors, PECI, EIBs, and XSLT. Collaborate with business and technical stakeholders and own end-to-end integration lifecycle from requirements through production deployment.