Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise operations strategy, workforce optimization, continuous improvement, and transformation across a distributed field organization. Develops labor, capacity, productivity, financial, and operational models; identifies improvement opportunities; builds business cases; and drives cross-functional initiatives from analysis through implementation and sustained adoption. Establishes KPIs, reporting, standard work, governance, and change-management practices while partnering with executive, field, finance, HR, IT, and analytics leaders to improve productivity, profitability, and execution consistency.

Leads and develops an engineering team building, deploying, and operating machine-learning models and services for fraud prevention. Owns roadmap delivery, technical decisions, reliability, testing, monitoring, and stakeholder communication. Partners with data scientists, ML engineers, product, risk, and engineering teams. Drives responsible AI-tool adoption, recruits and coaches engineers, manages priorities, and ensures scalable, high-quality production systems.

Monitor virtual tutoring sessions, ensure tutors and students connect on time, and provide temporary student support when tutors are absent. Update student progress and lesson notes in SPARK, enforce tutoring standards and policies, troubleshoot technology issues, and communicate session information to the team. This part-time remote role requires consistent shift availability and prior Ignite Reading tutoring experience.

Lead the platform’s technical architecture, coordinate the development team through sprints, contribute hands-on full-stack development, and oversee Solana wallet integrations, transaction safety, security, and gaming mechanics for poker, slots, and fantasy sports.

Owns the hardware lifecycle for GPU and infrastructure assets, including fleet health monitoring, vendor RMA workflows, firmware and BIOS upgrades, burn-in testing, failure investigation, inventory accuracy, capacity planning, spare-parts strategy, runbook creation, and new platform qualification. The role serves as the technical owner of physical compute platforms and supports high-density GPU infrastructure across sites.

Design, build, and maintain operational dashboards and SQL-based data models. Translate stakeholder questions into queries, validate data quality, migrate reporting to Databricks/dbt, document analytics, and support metric governance to deliver trusted operational insights.

Own GTM strategy and operations, including KPI dashboards, revenue planning, quota tracking, forecasting, business reviews, and process optimization. Partner cross-functionally with Sales, Finance, Marketing, Product, and Customer Success to improve data integrity, operational efficiency, and growth. Build AI agents to automate recurring workflows and reporting. Use analytics and customer engagement metrics to generate actionable recommendations and drive measurable business outcomes.

Serves as the primary technical authority throughout enterprise sales cycles, supporting discovery, solution design, demonstrations, RFPs, scoping, and delivery estimates. Bridges Sales, Marketing, Partner IT, Product, and Engineering teams; evaluates integrations and technical compatibility; troubleshoots partner issues; and contributes to roadmap prioritization. Oversees technical documentation, integration roadmaps, implementation handoffs, and partner-facing knowledge resources. Requires SaaS or fintech sales engineering experience, integration expertise, and end-to-end onboarding ownership.

Lead the vision, strategy, roadmap, and execution of a compliance platform encoding more than 200 statutory leave and accommodation laws. Manage product managers and compliance experts, translate regulations into scalable features, maintain content accuracy, and apply AI and automation responsibly. Partner with Legal, Engineering, Design, Sales, and Customer Experience to deliver compliant products, support go-to-market readiness, measure outcomes, represent customer needs, and identify regulatory risks and opportunities.

Forward Deployed Engineer responsible for managing client relationships, supporting end-to-end data product implementations, ensuring data quality and adoption, and coordinating account and engineering teams. The role develops scalable data pipelines and product lines, applies SQL or Python and statistical methods, creates visualizations, documents code, trains employees, and drives customer value. Experience with data products, retail or consumer data, BI infrastructure, and alternative data sources is valuable.