Top Edtech Jobs in Chicago, IL

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 expansion and maintenance of a Zero Trust security program across hybrid on-premises and cloud environments. Manage identity and access controls, deploy and tune SIEM/EDR/XDR/IAM tooling, automate security operations, reduce alert fatigue, and collaborate with IT, DevOps, and business teams to strengthen enterprise security across endpoints, cloud, SaaS, identity, network, and data protection.

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.

Drive revenue growth within existing enterprise accounts by selling Skillsoft’s SaaS content and platform solutions to senior executives. Build strategic customer relationships, expand whitespace, manage complex sales cycles, develop pipeline, deliver tailored executive presentations, negotiate effectively, and collaborate with sales, customer success, marketing, and support teams. The role requires strong quota performance, pipeline management, and the ability to navigate complex organizations.

Designs and positions enterprise learning and workforce transformation solutions using Skillsoft Percipio. Partners with Sales, Customer Success, Professional Services, Product, and Marketing to conduct strategic discovery, architect platform-and-services solutions, build executive business cases, and align learning outcomes with HR technology ecosystems. Applies adult learning, instructional design, data fluency, and transformation consulting expertise to support complex buying committees, improve adoption, and create scalable go-to-market solution patterns.

Own the people analytics roadmap, build reliable HR data pipelines and reporting, and deliver workforce, talent, and process insights. Analyze employee lifecycle operations, measure performance, identify automation opportunities, and develop dashboards and predictive analyses for senior leaders. Partner across People, HRIS, IT, Finance, Legal, and data teams to improve data governance, privacy, operational efficiency, and employee experience. Establish analytical standards and coach People colleagues on data-driven decision-making.

Leads Revenue Operations strategy, Salesforce systems, processes, data quality, and roadmap prioritization across direct, partner, and digital go-to-market teams. Manages and coaches RevOps analysts and administrators, oversees workflow documentation, supports CRM and CPQ implementations, and partners cross-functionally on trade-offs and scalable process improvements. The role requires extensive Salesforce and Revenue Operations experience, global organization support, and monthly travel for internal or team events.

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.

Own product positioning, messaging, competitive intelligence, sales enablement, and launch marketing for ClassWallet’s ESA, school choice, K-12, and platform offerings. Partner with Product Management, Sales, and proposal teams; conduct buyer and user research; support product discovery; create messaging and enablement materials; and train sales leadership to drive adoption.

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.

Own global marketing strategy and organization, including positioning, brand leadership, product marketing, content, demand generation, and go-to-market execution. Partner with Sales, Product, and Customer teams to drive pipeline and revenue growth, particularly in North America. Build an 18-month roadmap, lead rebranding and repositioning initiatives, strengthen analyst and client relationships, and transform demand generation into a demand creation engine while leading a team of 20 or more.