Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and supervise a forensic data analytics team to develop statistical and predictive models, perform large-scale data integration and mining, manage projects and timelines, produce reports and visualizations, and support citywide investigations and audits. Ensure analytical rigor, mentor staff, and maintain data accuracy, security, and cross‑functional collaboration to inform investigative leads and policy recommendations.

Provide high-level executive support to the CEO and Senior Leadership Team: manage complex calendars, coordinate domestic and international travel, prepare expenses and confidential communications, prioritize incoming requests, serve as strategic gatekeeper, coordinate meetings/off-sites and record minutes, anticipate executive needs, and drive projects to completion under deadline pressure.

Lead marketing strategy and performance for an assigned portfolio, collaborating with cross-functional channel teams to plan, execute, optimize, and report on multi-channel digital campaigns to meet enrollment targets. Monitor funnels, manage asset change requests, maintain marketing roadmaps, curate student testimonial assets, and participate in strategic initiatives to improve team efficiency and partner outcomes.

Serve as first-line member support via chat and ticketing, resolving entry-level issues (payments, loyalty), triaging and escalating complex cases, documenting interactions, collaborating with internal teams and BPO partners, staying current on product changes, and delivering patient, organized digital customer service.

The Enterprise Account Executive will drive enterprise sales, build relationships with clients, collaborate on strategies, and manage multi-stage sales cycles.

Lead development and lifecycle management of supplemental health insurance products (Critical Illness, Cancer, Accident, Hospital Indemnity). Drive market research, competitive analysis, go-to-market plans, and cross-functional launches working with Pricing, Contracts, Operations, Technology, Training, and Sales to deliver product strategy and execution.

Design enterprise, data-heavy product surfaces from research through high-fidelity specs. Lead features, run customer sessions, improve workflows and data visualizations, scale the design system, and collaborate with Product and Engineering. Leverage AI tools to accelerate research and prototyping.

The Mid-Market Account Executive will manage the full sales cycle, meet sales quotas, build client relationships, conduct demos, and travel as needed.

Hunter-focused enterprise Account Executive responsible for net-new logo acquisition in a greenfield NYC territory. Build pipeline from zero, engage technical and executive buyers, run technical discovery and PoVs with Solution Architects, convert PLG adoption to enterprise contracts, manage full sales cycles including MSA, procurement, and security reviews, and maintain CRM forecasting and pipeline hygiene.

Provide phone-based first-line technical support to internal employees/contractors: troubleshoot hardware, software, network, and access issues; document incidents in ServiceNow or similar ITSM tools; escalate complex problems; and maintain data privacy and strong customer service in a remote workspace.