Top Entry Level Edtech Jobs in Chicago, IL

Provides part-time support to the Compensation Team by collecting, reviewing, standardizing, and updating university job descriptions. Enters job description data into the HRIS, maintains tracking tools and databases, verifies consistency and accuracy, and supports compensation-related projects. Requires strong organization, communication, attention to detail, confidentiality, and the ability to work independently and collaboratively.

Recruit, onboard, match, monitor, and support technical mentors overseeing student open-source software projects. Responsibilities include mentor calls, reviewing weekly reflections, tracking team meetings, checking in with mentors, escalating concerns, and optionally recruiting volunteer mentors through outreach to technology companies. The role is contractor-based, flexible, fully online, and requires availability during some US working hours.

Drive the full engagement cycle for an AI-powered EdTech simulation platform, including prospect research, outbound outreach, consultative discovery, product demonstrations, instructor onboarding, pilot activation, adoption monitoring, feedback synthesis, and Salesforce reporting. The contractor will build higher education pilot opportunities, support classroom implementation, identify adoption barriers, document market insights, and develop continuation and advocacy plans.

Supports participants in personal development programs, facilitates goal-focused growth conversations, engages prospective clients using provided tools and templates, and attracts prospects through social media and digital platforms. The role is remote, independent, flexible, and performance-based, with training and leadership development provided. Compensation is based on profit from sales.

Provides first-line technical support for AP Classroom users, triaging Salesforce cases from students, teachers, and administrators. Investigates user issues, communicates resolutions, manages case statuses, and escalates bugs or enhancement requests through Jira and Slack. Maintains current platform knowledge, tags cases accurately, follows up on resolutions, and collaborates with product, development, and curriculum teams.

Proofread educational web content and PDFs for accuracy, grammar, spelling, punctuation, consistency, and quality. Compare website text with PDFs side by side, communicate discrepancies to team members, and collaborate with curriculum designers and project managers to meet deadlines. This remote freelance consulting role requires independent work for up to 10 hours weekly over six months, with possible extension.

Supports and improves internal IT systems, resolves escalated support tickets, administers SaaS and endpoint-management tools, manages user access, and strengthens security practices. The role also maintains documentation, supports compliance audits, trains help desk staff, and identifies opportunities to automate provisioning, deprovisioning, and other repetitive workflows. This remote role requires ownership of systems projects and up to 15 travel days annually.

Operationalize workforce funding programs by administering ETPL listings, supporting partner onboarding, maintaining Salesforce records, resolving funding inquiries, documenting procedures, producing reports, researching public funding opportunities, and improving scalable workflows. The role coordinates across Product, Enrollment, Student Support, Marketing, Finance, and Sales while ensuring compliance, data accuracy, partner communication, and consistent support for funded enrollments.

Leads D2L’s Infrastructure Services team and oversees corporate IT infrastructure, cloud platforms, reliability, security, maintenance, monitoring, automation, and incident management. The role develops team members, manages priorities and risks, drives Infrastructure as Code and continuous improvement, and partners across the organization to deliver scalable, resilient, secure infrastructure services. Responsibilities include administration of Active Directory, Microsoft 365, endpoint management, infrastructure licensing, system upgrades, documentation, on-call support, and operational planning.

Support learners in a Python, Django, and React full-stack web development course. Responsibilities include assisting with education and learner success, communicating clearly, solving problems, creating engaging educational content, and providing tutoring or learner support remotely with flexible hours.