Top Tech Jobs & Startup Jobs in Chicago, IL

Own the product strategy and outcome-based roadmaps for shared test security platforms spanning identity, behavior, location, platform, and environment domains. Monitor threats and competitors, conduct continuous discovery, define reusable security capabilities, and measure detection performance. Partner with data science, engineering, architecture, and security operations on AI/ML detection, evidence defensibility, and production delivery while advancing the organization’s transition from project-based delivery to durable product ownership.

Owns strategy and subject-matter expertise for K-12 and CTE state adoption bids. Researches state requirements, enrollment data, competitors, calendars, and procurement processes; guides RFP and Bid Management teams; communicates requirements to Product and Content; coordinates district reviews, presentations, and submission processes; manages state and district purchasing knowledge; and develops post-adoption execution strategies, roadshows, and district engagement plans.

Leads paid search strategy, execution, optimization, testing, reporting, and budget efficiency across Google Ads, Microsoft Ads, SA360, and related platforms. Manages internal specialists and agency partners, oversees campaign measurement and attribution, analyzes performance, supports forecasting, and collaborates with Analytics, Finance, Enrollment, and Marketing teams to improve applications, enrollment, and product adoption.

Owns business analysis for system enhancements, integrations, operational changes, and reporting initiatives. Elicits and documents functional and technical requirements, workflows, data mappings, user stories, acceptance criteria, and system impacts. Partners with Product, Engineering, Data, QA, Operations, and business stakeholders to refine backlogs, manage dependencies, support delivery readiness, improve processes, and identify automation or AI-enabled opportunities.

Designs, builds, and evaluates complete AI systems for Pearson’s K-12 assessment platform. Responsibilities include predictive machine learning, statistical methods, retrieval, knowledge graphs, generative and agentic AI, deterministic services, human review, and system integration. The role develops evaluation datasets and regression suites, analyzes failure modes, supports model adaptation, monitors deployed systems, and collaborates with engineers, psychometricians, learning scientists, and content experts to create transparent, reliable, and auditable AI capabilities.

Leads end-to-end delivery of complex curriculum and content-development projects from initiation through launch and closeout. Responsibilities include planning, scheduling, dependency and risk management, stakeholder alignment, partner coordination, quality assurance, remediation, status reporting, governance, and process improvement. The role manages cross-functional and distributed teams, maintains project documentation, drives accountability, and uses dashboards, workflow automation, collaboration tools, and AI to improve delivery visibility and efficiency.

Design and build Pearson’s knowledge architecture for AI-powered K-12 assessment and learning systems. Responsibilities include developing knowledge graphs, ontologies, schemas, data pipelines, APIs, retrieval and context architectures, and hybrid AI integrations. The role establishes provenance, versioning, traceability, quality measures, and responsible AI practices while partnering with engineers, AI scientists, psychometricians, learning scientists, and content experts. It requires autonomous innovation, rapid prototyping, rigorous evaluation, and translating educational and assessment expertise into computational representations.

Lead finance for Pearson’s K12 Assessments portfolio, serving as strategic business partner to the Managing Director and senior finance leadership. Own commercial analysis, forecasting, planning, contract and joint-venture governance, investment decisions, performance reporting, risk management, and financial controls across three businesses. Build a unified finance view, guide pricing and renewal economics, develop performance frameworks, and lead and develop a high-performing finance team.

Leads hands-on modernization of Pearson’s content platform, including large-scale migrations, shared platform services, APIs, AI capabilities, cloud infrastructure, security, reliability, and technical roadmaps. Designs and delivers complex systems, writes production code, resolves high-impact incidents, evaluates technologies, and establishes engineering standards. Mentors senior engineers, influences cross-functional stakeholders, and drives initiatives from exploration through launch while balancing scalability, cost, maintainability, and risk.

Leads strategic, quota-carrying sales across large K-12 school districts in the Eastern United States. Owns territory and account plans, builds executive relationships, develops new business, manages complex sales cycles, negotiates contracts, and drives renewals and expansions. Acts as an assessment strategy advisor, delivering presentations and strategic guidance on accountability, instructional improvement, data use, and student achievement. Maintains Salesforce pipeline and forecasting data while collaborating cross-functionally.