Top Tech Jobs & Startup Jobs in Chicago, IL

Triages and resolves software product issues, including code fixes, testing, edge-case validation, and release verification. Interprets user feedback to identify root problems, monitors product quality, communicates issue status, and documents fixes and recurring patterns. Uses Claude Code and other AI tools to accelerate development while applying strong product judgment. This fully remote contract role supports US- or Canada-based candidates and may grow into product or client-facing work.

The Head of Business Development will lead commercial strategy, pipeline growth, and sales for AI solutions, focusing on GTM planning and team building.

Lead end-to-end AI transformation engagements: diagnose opportunities, design roadmaps, prototype and ship 0-to-1 AI products, manage senior client relationships, and deploy AI tools across workflows while contributing to business development and internal practice building.

The Chief of Staff will lead AI transformation projects, manage investment funds, drive sales initiatives, and oversee client project delivery, requiring self-direction and proactivity.

As an AI Resilience Fund Manager, you will build and manage a new fund focused on resilient investments that adapt to the evolving economic landscape due to AI. Responsibilities include developing the investment thesis, leading fundraising, sourcing and executing investments, and advising investors.

The role involves building and operating ventures within the Human Agency studio, leading studio meetings, ensuring accountability, and implementing AI infrastructure. The position combines entrepreneurship, product leadership, and sales skills to drive growth and innovation.

Manage a venture's operations, from product direction to customer acquisition and financial performance, focusing on AI-native product development.

The Chief of Staff will support the Managing Director of AI, leading AI transformation initiatives, designing automated systems, and ensuring successful delivery across multiple client projects.

Creates digital and print graphics for social media, advertising, internal initiatives, and client accounts. Designs and updates web pages, develops polished presentation decks, adapts creative assets across platforms, edits short-form video, and maintains brand consistency. Manages files and handoffs independently while using AI tools to improve design workflows. The role requires strong visual fundamentals, self-management, responsiveness to feedback, and the ability to work across multiple brands.

Own bug triage, code fixes, testing, and product quality monitoring across AI-powered products. Interpret user feedback, identify meaningful issues, validate fixes and edge cases, communicate status clearly, and document recurring problems. The role requires independent judgment, product sense, technical troubleshooting, and effective use of Claude Code and other AI tools. It is fully remote for US or Canada-based independent contractors, with potential conversion to full-time employment.