Top Tech Jobs & Startup Jobs in Chicago, IL

Provide remote client support via email, chat, and phone; confirm bookings, schedules, and itineraries; assist with changes and escalations; coordinate with internal teams; and proactively follow up to ensure a smooth client experience.

Provide autonomous HR generalist support across international markets: develop and localize policies and contracts, ensure statutory compliance, build SOPs and HR capability, manage employee relations and lifecycle processes, standardize HR reporting, own onboarding, and maintain organized HR records across jurisdictions.

Design and ship Family Engagement product experiences by collaborating with PMs, researchers, and engineers. Maintain and evolve the design system, run user and competitive research across US/MENA/LATAM, and use analytics (Amplitude, Snowflake, DataDog) to inform data-driven product decisions. Iterate quickly, prototype with AI-assisted tools, and deliver responsive web and mobile designs that improve educator, student, and family experiences.

Provide IT helpdesk support and device administration across Windows, macOS, and Linux. Manage MDM, SSO, enterprise SaaS, onboarding/offboarding, hardware deployment, asset inventory, endpoint security, and related procurement/shipping. Troubleshoot networks (LAN/WAN), create automation scripts, deliver staff training, participate in on-call rotations, and collaborate with HR and Security teams to maintain secure, scalable IT operations.

Design and implement self-contained software-engineering problems for AI coding agents. Build and configure Docker development environments, write deterministic automated tests, create reference solutions, and verify reliable automated grading. Work remotely using command-line tools and GitHub; participate in a one-time paid skills assessment.

Lead and scale a multidisciplinary engineering organization building real-time, AI-driven spatial computing applications. Define technical strategy, oversee architecture, ensure platform scalability and reliability, collaborate cross-functionally, and cultivate engineering culture and talent.

Build and maintain versioned, staged data pipelines that ingest and conflated complex retail and spatial data into high-fidelity, production-ready outputs. Implement pragmatic AI (LLMs + rules/regex) for entity resolution, ensure schema and pipeline versioning, and design cost-effective, scalable solutions for retail-scale datasets.

Define and maintain benchmark datasets and gold standards, create training and certification materials, monitor annotator drift, perform double-blind quality audits, and act as a high-trust annotator for critical production labeling. Collaborate with Computer Vision and Data Ops to improve the quality pipeline and scoring models.

Perform cross-product credit analytics to inform underwriting, limits, and portfolio strategy. Build customer credit profiles, run experiments (A/B tests), uncover insights, recommend and execute policy changes, and communicate results to leadership. Leverage internal and external data, predictive techniques, and AI tools to optimize approvals, risk, and product performance while balancing growth and loss.

Provide remote corporate travel advisory and booking for domestic and international air, road, rail, and accommodations. Use Sabre GDS, ensure policy and regulatory compliance, anticipate traveler needs to upsell services, resolve customer issues, and collaborate to coach and improve team service levels. Work flexible shifts including evenings, overnights, and weekends.

Lead and optimize sales processes, territory planning, RFP and Bid Desk reviews, Salesforce enhancements, data quality, and sales tech stack. Deliver metrics, automate alerts, collaborate cross-functionally, and use AI tools to improve AE/CSM productivity and sales efficiency.

Drive net-new revenue by selling Fieldwire to small and mid-sized construction accounts. Prospect, present, and demo product, manage multiple deals, maintain accurate Salesforce records, forecast reliably, and collaborate with cross-functional partners to meet sales targets.