Top Tech Jobs & Startup Jobs in Chicago, IL

6 Days AgoSaved
Remote
United States
90K-180K Annually
Mid level
90K-180K Annually
Mid level
Edtech
Own the full-cycle sales process for small-to-mid-sized K-12 school districts, from prospecting and discovery through demos, proposals, contracts, and handoff to Customer Success. Build pipeline through outbound outreach, events, referrals, and SDR leads; use MEDDPICC and AI tools to improve sales execution. Manage quotas, district stakeholders, pilots, and procurement processes while promoting Ignite Reading’s virtual literacy program. Travel up to 65–70% and collaborate with senior leaders on complex opportunities.
Top Skills: ChatgptClaudeHubspotMeddpicc
Reposted One Month AgoSaved
Remote
United States
175K-175K Annually
Senior level
175K-175K Annually
Senior level
Edtech
Lead a small analytics team (staff data scientist + two analysts) to deliver curriculum, product, and program insights. Split time between people management (60-70%) and hands-on analysis (30-40%), advance experimentation and measurement, build AI/LLM-driven agentic workflows, manage sprints and cross-functional stakeholder relationships, and drive analytics that inform curriculum, product, and intervention strategies.
Top Skills: Claude CodeClaude CoworkClaude SkillsCloud Data WarehouseDbtLlm-Based AutomationsPythonSQLTableau
2 Months AgoSaved
Remote
United States
210K-220K Annually
Senior level
210K-220K Annually
Senior level
Edtech
Leads DevOps and Data Engineering teams supporting AWS infrastructure, CI/CD, observability, incident response, data platforms, and pipelines. Sets platform strategy, mentors engineers, guides architecture, and manages technical roadmaps. Owns SOC 2 audits and penetration testing, coordinates vendors and auditors, improves security and reliability, and coaches teams on validating AI-assisted development. This player-coach role requires hands-on technical contribution and cross-functional collaboration in a remote environment.
Top Skills: AWSCi/CdClaudeContainerizationCursorData OrchestrationData PipelinesData QualityData WarehousingGithub CopilotInfrastructure As CodeObservabilityPenetration TestingPipelines-As-CodeSoc 2
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