Top Tech Jobs & Startup Jobs in Chicago, IL

Supervises community basketball leagues and programs, records and reports game scores, operates basic facility equipment, maintains league materials, enforces safety and program rules, and supervises aides or volunteers. The role also assists with equipment setup and breakdown, reports violations, and communicates with officials, participants, and recreation supervisors.

Own and improve ClickUp’s voice AI systems, including real-time speech-to-text, audio processing, context-aware transcription, LLM post-processing, mention resolution, formatting, and voice-to-action workflows. Evaluate and integrate ASR models for accuracy, latency, and cost, while collaborating across product and platform teams to deliver voice and multimodal assistant features across desktop, mobile, web, and browser extension products.

Leads Year Up United’s AI innovation portfolio, maintaining visibility into initiatives, managing intake and governance, running low-cost pilots, and making evidence-based go/kill decisions. The role evaluates emerging AI capabilities, builds organizational AI fluency through communities and Champions, partners cross-functionally, and hands validated pilots to technical teams for scaling. It also includes mentoring students and occasional travel to organizational sites.

Administer U.S. and Canadian employee benefits and leave programs, including enrollments, eligibility, open enrollment, vendor billing, compliance, and Workday configuration. Manage leave cases, vendor relationships, invoices, reporting, audits, and employee communications. Partner with HR, Payroll, Legal, Finance, vendors, and consultants while protecting confidential information. Use AI tools and process improvements to increase operational efficiency.

Provides onsite Windows desktop, user, hardware, network, server, printer, connectivity, and Microsoft 365/cloud support. Responsibilities include troubleshooting VPNs, TCP/IP LAN networks, firewalls, Windows systems, and remote software; performing proactive system maintenance and backup support; documenting work; and communicating effectively with users and clients.

Owns partner-sourced and partner-influenced revenue through strategic technology, data, agency, and consultancy alliances. Responsibilities include partner enablement, relationship development, co-selling with account executives, pipeline generation, forecasting, joint marketing, field training, and alliance strategy. The role requires building scalable partnership programs, influencing enterprise deals, and collaborating with sales, marketing, product, and strategy teams.

Develops strategic communications and dissemination plans for education research and policy initiatives. Translates complex technical content into accessible briefs, infographics, videos, and digital products; leads campaigns across web, social, multimedia, and events; advises clients and stakeholders; manages editorial workflows, projects, and multidisciplinary teams; analyzes audience and communications data; and supports proposals and growth initiatives.

Conducts compliance investigations and complaint evaluations involving HIPAA, federal civil rights, conscience, and religious freedom regulations. Reviews records and other evidence, interviews relevant parties, assesses facts against applicable requirements, drafts investigative and corrective-action documentation, communicates with stakeholders, and supports case tracking, reporting, and timely resolution while protecting sensitive information.

Manages high-severity, complex commercial general liability claims, including coverage analysis, liability and damages evaluation, reserves, litigation oversight, counsel direction, risk transfer, negotiations, and resolution strategy. Reviews legal and claims materials, communicates with carriers and stakeholders, prepares management reports, maintains claim diaries, and attends mediations, trials, and related proceedings. The role is hybrid and requires approximately 10% travel.

Lead and coach a regional sales team to meet quota by enforcing sales methodology, CRM usage, prospecting, and account management. Recruit, mentor, and escalate customer/channel issues while driving territory growth and solution-oriented selling for cloud/data security products.