Top Edtech Jobs in Chicago, IL

Own the design, development, deployment, and maintenance of backend services, APIs, databases, integrations, and cloud infrastructure. Build secure REST and GraphQL APIs, optimize relational data systems, modernize service architecture, maintain CI/CD and testing, and implement privacy and security controls. Collaborate with frontend, QA, and product teams, review code, document systems, and mentor developers.

Drives top-of-funnel pipeline by researching target accounts, executing multichannel outbound and inbound prospecting, qualifying leads, and scheduling meetings for Account Executives. Maintains CRM activity records, partners with Marketing on campaigns and messaging, and meets activity, meeting, and pipeline targets. The role is remote-first but limited to candidates residing in specified U.S. states.

Leads enterprise continuous improvement initiatives using Kaizen, A3 thinking, and Lean problem-solving methods. Facilitates cross-functional workshops, coaches teams, establishes data-driven targets and KPIs, tracks business outcomes, and partners with executives to align improvements with company goals. Builds internal continuous improvement capabilities through training programs, certifications, toolkits, and coaching while fostering a sustainable problem-solving culture across the organization.

Lead and scale a multi-product engineering organization, define technical and AI-first strategy with Product/GTM, drive engineering excellence and scalable architecture across frontend/backend/infrastructure, accelerate AI-assisted workflows, remove execution blockers, and foster a strong ownership-focused engineering culture.

Lead marketing strategy and performance for an assigned portfolio, collaborating with cross-functional channel teams to plan, execute, optimize, and report on multi-channel digital campaigns to meet enrollment targets. Monitor funnels, manage asset change requests, maintain marketing roadmaps, curate student testimonial assets, and participate in strategic initiatives to improve team efficiency and partner outcomes.

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.

Leads Pluralsight’s global growth and digital marketing engine for new-logo acquisition and customer expansion. Responsibilities include managing a 7-figure budget, driving pipeline and revenue through paid, lifecycle, ABM, and multi-channel programs, overseeing media agencies, measuring full-funnel performance, forecasting spend, and building scalable campaign playbooks. The role also leads and develops teams across paid media, lifecycle marketing, and digital campaign execution while improving operating models and cross-functional processes.

Provide global employment law counsel to Skillsoft’s People Team and business leaders. Advise on employee relations, workplace investigations, employment agreements, policies, compliance, litigation, disputes, and workforce transitions. Develop scalable legal tools, playbooks, and compliance processes; monitor global legal developments; manage external and local counsel; and support enterprise risk management, ESG, audit, and regulatory compliance programs.

Perform manual exploratory testing and build/maintain automated test suites (Playwright/Selenium). Integrate tests into CI/CD, collaborate with product and engineering on acceptance criteria, investigate and track defects, and advocate shift-left testing and continuous quality improvements.

Research and recommend investments across categories, asset classes, and deal types. Build market maps, analyze companies and competitive landscapes, track technology trends, source target companies, conduct diligence, and present evidence-backed recommendations to senior leadership. The role also establishes Learneo’s market intelligence function, including investment scorecards and repeatable evaluation processes.