Top Tech Jobs & Startup Jobs in Chicago, IL

Coordinates education-sector proposal development from bid identification through contract award. Responsibilities include creating production plans, schedules, compliance matrices, and outlines; coordinating cross-functional teams and pricing leads; assigning tasks; tracking progress; resolving barriers; assisting with proposal writing; conducting quality control; and overseeing final submission. The role requires strong research, communication, organization, technology, and deadline-management skills, along with proficiency in proposal processes and solicitation platforms.

Administers employee benefits programs with primary responsibility for leave of absence processes. Manages Workday benefits operations, enrollment and eligibility issues, vendor coordination, employee and manager guidance, documentation, communications, issue resolution, and process improvements. Interprets leave policies and applicable programs, partners with third-party administrators, and escalates complex or high-risk cases while supporting accurate, scalable benefits delivery.

Lead qualitative and quantitative UX research for K-12 education platforms, including interviews, surveys, usability testing, competitive analysis, educator panels, and participant recruitment. Translate findings into high-fidelity web designs, interactive prototypes, dashboards, and accessible data visualizations. Collaborate with engineering and leadership while applying knowledge of standards-based grading, classroom workflows, WCAG accessibility, and FERPA privacy requirements.

Lead technical project delivery and roadmap evolution for content authoring platforms. Translate business goals into technical requirements, guide design discussions, manage integrations and data interoperability, and coordinate with vendors and education agencies. Investigate production issues using SQL Server and log analysis, oversee deployments with DevOps and SRE teams, support QA, mitigate technical risks, and maintain technical documentation.

Proofread and perform quality-control checks on K–12 assessment test booklets; verify content accuracy and consistency against style guides and client/state publishing requirements; prioritize multiple proofreading requests under deadlines; collaborate with editors and production staff; may work additional hours during peak periods. Remote within the U.S.

Serve as a senior individual-contributor compensation advisor partnering with business leaders and HR to design and administer broad-based and sales incentive compensation. Lead market pricing, job evaluation, leveling, and sales incentive plan design. Build tools, guidance, and processes to enable consistent compensation decisions, collaborate with Finance and Sales Operations, and present recommendations to senior stakeholders.

The Strategic Account Executive builds relationships with education stakeholders to drive the adoption and integration of Lexia solutions in K-12 schools, focusing on sales and instructional support.

Support project managers on large-scale computer-based assessment programs by coordinating logistics, managing registrations, tracking educator compensation, preparing meeting materials, assisting with training and publications, performing user acceptance testing, and communicating with educators and stakeholders. Independently manage small projects and administrative tasks.

Create original reading passages and assessment items for ELA standardized assessments. Manage content through review cycles, apply edits from SMEs, support review meetings, perform production tasks, and help improve item-writing and scoring processes while meeting project timelines.

Lead commercial strategy and execution for IT spend categories (SaaS, cloud, endpoint, telecom). Manage renewals, run competitive sourcing events, negotiate pricing and contract terms, build TCO and spend analysis, coordinate legal and security reviews, maintain vendor frameworks, and align cross-functional stakeholders to deliver savings and reduce vendor risk.