Top Tech Jobs & Startup Jobs in Chicago, IL

Own CodePath EDU end to end, developing the product roadmap through faculty and administrator research. Lead LMS integrations, ship AI-powered features, define adoption and retention metrics, improve design quality, and partner with higher education teams to expand institutional adoption. The role requires building and scaling products for professional users across startup and larger-company environments.

Partners with Claude Corps leaders and managers on employee relations, performance, policies, and workforce needs. Owns high-volume, multistate fellow onboarding, including background checks, I-9, payroll, benefits, records, and employment documents. Manages onboarding support staff, oversees workload and quality, handles leave and accommodation coordination, maintains HR guidance, and improves processes through technology and automation.

Coordinate high-volume onboarding for Claude Corps fellows, including offer tracking, background checks, I-9 verification, HRIS setup, benefits enrollment, payroll coordination, and employee communications. Maintain accurate records, trackers, documentation, and HR systems; support offboarding; resolve routine questions; escalate sensitive issues; and improve workflows using AI and automation.

Mentors approximately 20–40 AI fellows across nonprofit host organizations, providing coaching, feedback, milestone reviews, curriculum delivery, and technical guidance. Helps fellows navigate ambiguity, stakeholder management, organizational adoption, communication, and AI-enabled solutions. Identifies recurring risks and escalates issues to program, curriculum, technical, or management owners. The role also facilitates assessments, workshops, presentations, and professional development in a fully remote environment.

Owns donor engagement communications, cultivation and stewardship events, fundraising collateral, annual reports, and seasonal giving campaigns. Develops visual and narrative assets, manages event and campaign execution, maintains editorial and asset libraries, and builds AI-enabled workflows. Partners with fundraisers, marketing, executive leadership, designers, and external PR teams to strengthen donor engagement and fundraising outcomes. Uses campaign, event, and donor data to improve performance.

Own campus acquisition and enrollment marketing across 50+ higher-education partners. Build term playbooks, campaigns, email and SMS programs, campus toolkits, events, student communities, and advocate networks. Track sign-ups by channel, optimize conversion and retention, manage event and campaign investments, and use AI to scale execution. The role partners with higher-education teams and campus stakeholders to increase course enrollment and improve fill rates.

Writes and manages institutional and corporate grant proposals, letters of inquiry, funder reports, and reusable narrative assets. Synthesizes program, finance, and impact data into compelling funder-facing content, collaborates cross-functionally, manages submission workflows, and develops AI-enabled writing systems, templates, and repeatable processes to scale fundraising operations.

Own end-to-end product experience design for CodePath’s learning platform, including user flows, information architecture, interaction design, and design systems. Conduct user discovery, create engineer-ready wireframes and specifications, partner with product managers and engineers, direct a UI design contractor, and maintain experience quality. The role focuses on platform areas, learner-facing tools, internal tools, and AI-powered education experiences.

Own and improve the core learner platform to increase learning rate, retention, and engagement at scale. Prioritize an AI-first roadmap, ship AI-assisted features (AI Tutor, AI Grader), define outcome metrics, run experiments, and collaborate with Curriculum, Learning, and Engineering to deliver high-quality, engaging learner experiences.

The Senior Director of Curriculum leads the strategy and execution of CodePath's curriculum, focusing on AI-native skills, course quality, and team development. They ensure alignment with industry needs and oversee the development of innovative, flexible educational offerings.