Top Tech Jobs & Startup Jobs in Chicago, IL

Own paid media campaigns, budgets, audience targeting, and performance optimization across major advertising platforms. Manage HubSpot marketing operations, automation, lead scoring, routing, lifecycle stages, integrations, tracking, attribution, and funnel reporting. Partner with Sales and Marketing to improve pipeline contribution, data quality, and conversion performance while ensuring email compliance. Build dashboards, test campaigns, and apply AI tools to improve marketing efficiency.

Leads end-to-end multimodal AI data projects, managing scope, timelines, budgets, staffing, client communication, workflows, annotation guidelines, quality metrics, and delivery risks. Translates technical requirements into collection and annotation processes, troubleshoots data issues, develops SOPs and QA frameworks, advises on feasibility and tooling, and mentors operations specialists. The role requires experience with AI data operations or project coordination and familiarity with image, video, 3D, sensor, or robotics workflows.

Leads end-to-end AI post-training and model evaluation projects, managing scope, timelines, budgets, staffing, risks, client communication, and delivery quality. Translates model improvement goals into data requirements, workflows, rubrics, evaluation plans, and acceptance criteria. Advises on preference data, model comparisons, quality standards, and feasibility; develops SOPs and QA frameworks; resolves ambiguous requirements; mentors operations specialists; and supports project scoping and new capability development.

Leads Appen’s IT function, including support, enterprise technology, security governance, automation, vendor management and team development. Owns the IT roadmap, Microsoft 365 and SaaS environment, endpoint and identity controls, SOC 2 and ISO 27001 readiness, technology spend, and AI-enabled process improvement. Partners with executives, Engineering and Product to improve service delivery, eliminate manual work, manage risk and build a scalable, high-performing IT organization.

Annotate 2D and 3D objects in imagery, video, and LiDAR point clouds for autonomous-machine perception datasets. Create segmentation, tracking, pose, and keypoint labels while following detailed guidelines and quality standards. Review work, address QA feedback, document tooling and data issues, escalate ambiguities, and contribute to calibration sessions and annotation guideline improvements.

Lead strategic legal AI pilots and research projects from scoping through operationalization. Define legal quality, feasibility, cost, workflows, expert requirements, quality standards, and scalable delivery models. Apply legal judgment to case law, contracts, statutes, regulatory filings, and legal reasoning while addressing privilege, confidentiality, and jurisdictional requirements. Partner with customers, researchers, attorneys, legal experts, and global delivery teams to validate and scale successful programs.

Lead strategic finance pilots and research projects supporting financial AI model training and evaluation. Scope initiatives, assess financial data quality and feasibility, define workflows and expert requirements, establish quality standards, and transition validated pilots into scalable operations. Partner with customers, researchers, and global delivery teams while applying expertise in financial data, markets, accounting, disclosures, and quantitative or risk models.