Top Tech Jobs & Startup Jobs in Chicago, IL

The Senior Technical Recruiter will source, engage, and close elite research engineering and AI talent. Responsibilities include mapping passive talent across academia, research labs, startups, GitHub, arXiv, and OpenReview; building proactive pipelines; assessing technical relevance; partnering with research and executive leaders; and developing customized closing strategies for highly contested offers. The role requires deep technical recruiting experience, AI/ML domain literacy, compensation and equity knowledge, startup speed, and strong ownership.

Lead Rumi's content and community: set editorial strategy and calendar, produce high-quality written and social content, repurpose and distribute product updates and educator stories, build lightweight distribution and engagement systems, track performance, and collaborate with sales and founders to support launches and campaigns.

Design and implement backend features in Go, build data pipelines and REST APIs, work with PostgreSQL and AWS, contribute to scalable system design, and optionally develop React.js user-facing features while collaborating in a fast-paced AI-focused startup.

Remote administrative operations role for engineering graduates managing purchase workflows, invoices, bookkeeping (QuickBooks), scheduling, documentation (Google Workspace, DocuSign), vendor coordination, basic financial reporting, and supporting leadership with scientific writing, grants, patents, and presentations. Work U.S. business hours with cross-functional teams at a deep-tech startup.

Serves as a senior commercial legal advisor to Marketing, Growth, Sales, Partnerships, Product, and Finance. Leads negotiation of marketing, advertising, performance-based, affiliate, media, creator, SaaS, API, licensing, and strategic partnership agreements. Advises leadership on AI, privacy, data, intellectual property, consumer protection, and commercialization risks. Builds scalable contracting processes, templates, playbooks, and approval frameworks while mentoring junior legal professionals and supporting high-priority strategic initiatives.

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.

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.