Top Tech Jobs & Startup Jobs in Chicago, IL

Build pixel-perfect, responsive web components from style guides and screenshots using TypeScript and CSS3. Ensure accessibility and design-system conformity, optimize UI performance, document work asynchronously, resolve design ambiguities, and contribute domain expertise to train AI systems.

Evaluate AI-generated responses for business users using your corporate Gmail history. Assess relevance, accuracy, personalization, and identify incorrect personalization or unsupported assumptions. Compare responses, provide clear, structured feedback, follow evaluation guidelines, and maintain data privacy. Work remotely full-time (4–40 hours/week) with required overlap with PST for a 16-week contract.

Contract recruiter documents one recurring, long-duration recruiting task end-to-end in a structured form (triggers, steps, decision rules, tools, stakeholders, edge cases). Requires 10–15 hours over 7–10 days, an AI-driven screening interview, and a short assessment. Remote US 1099 role paid $60–80/hr, with possible extensions for strong performers.

Create 1–5 minute walk-and-talk videos of public city locations, speak naturally on camera, record steady footage with clear audio, submit videos with accurate location details, follow creative guidelines, respect privacy and safety, and meet weekly time commitments.

Evaluate AI-generated responses for business users by reviewing personalization against your professional Gmail history. Rate relevance, accuracy, helpfulness, and personalization; compare responses; identify incorrect personalization or unsupported assumptions; provide clear, structured feedback while following guidelines and maintaining data privacy.

Produce 1-5 minute walk-and-talk videos showcasing public locations. Speak naturally on camera, record steady footage with clear audio, follow creative guidelines, submit location details, respect privacy and safety, and deliver videos on schedule as a freelance contractor.

Remote Danish language annotator to review and label text and images, draw bounding boxes, answer structured questions, and write short summaries following annotation guidelines. No prior experience required; on-the-job training provided. 30–40 hours/week, $8/hour, minimum 6-month commitment.

Review and redline commercial contracts on the clients platform, accept/reject terms with track changes, write detailed rationale for each change, calibrate against references, and collaborate with the project team via Slack. About 10 hours/week, part-time contract.

Review AI training problems and research environments to assess realism, design quality, and grading accuracy (do not solve). Provide constructive feedback and detailed annotations for 30–90 minute tasks in a remote, contractor capacity.

Review and annotate Chinese text and images to train AI: draw bounding boxes, answer structured questions, write short summaries, and follow annotation guidelines. Remote, long-term contract (minimum 6 months), 30–40 hours/week, paid hourly with a short language assessment required.