Top Tech Jobs & Startup Jobs in Chicago, IL

Lead implementation and transition of major customer contracts; own contract management, P&L, forecasting and KPI development; drive revenue, margin and process improvements; collaborate with sales, planning and procurement; negotiate renewals; manage and mentor the team; ensure contract compliance and high customer service; travel to customer sites as needed.

Lead and mentor a team of 3–4 Account/Client Success Managers to ensure client satisfaction, resolve escalations, monitor KPIs (retention, SLA, turnaround), maintain accurate reporting (Clockify/Sheets), drive onboarding and retention strategies, implement process improvements, and coordinate cross-functionally with HR, Operations, and Technical teams.

Lead enterprise application implementations and integrations for electric energy clients. Manage scope, schedule, budget, risks, Agile ceremonies, Azure DevOps artifacts, testing, data migration, vendor coordination, stakeholder alignment, and deployment/transition activities to deliver business value.

Freelance tester to perform smoke testing on an iOS wagering app during low-traffic updates (3:00–5:00 AM). Duties include creating a legal consumer account (KYC), running core wagering flows, capturing evidence (screenshots/screen recordings), and reporting functional issues, crashes, and UI defects. Paid hourly.

Lead global trade compliance as a Licensed Customs Broker, build scalable programs, improve classification and broker SOPs, launch KPI dashboards, drive duty optimization strategies, and present compliance roadmap and savings to leadership while partnering cross-functionally.

Serve as the senior client-facing technical lead to design and build data-generation, labeling, and evaluation pipelines for LLMs. Partner with executive stakeholders, diagnose data needs, architect multi-stage automated solutions (RAG, agentic workflows, synthetic data), run experiments, deliver production-ready pipelines, mentor engineers, and own delivery timelines and commercial outcomes.

Lead and coach a distributed outbound BDR team across North America and EMEA. Own outbound execution, SQO generation, quotas, hiring, onboarding, and ramp planning. Partner with Growth Marketing, Sales, and RevOps to optimize messaging, sequencing, and pipeline metrics. Diagnose funnel bottlenecks and improve conversion. Co-own and iteratively improve the inbound AI SDR engine, prompts, routing, and handoffs.

Lead strategic account planning and execution for national on-premise chain customers to drive product availability, menu placements, and sales growth. Use data and analytics to build forecasts, monitor KPIs, and report performance. Collaborate with sales, brand, and distributor partners to launch programs, ensure in-market execution, and conduct senior-level business reviews. Travel ~40% and manage regional initiatives to exceed category and competitive benchmarks.

Serve as a geospatial and AEC technical SME on account teams to design and present complex Esri-based solutions, support sales engagements, troubleshoot deployments, integrate GIS with enterprise systems, coach teammates, and drive customer value through demos, presentations, and solution architecture.

Partner with the Recruiting Lead to support full-cycle GTM hiring. Coordinate interviews, source candidates, maintain ATS and reporting, deliver high-touch candidate experiences, and grow into owning searches while improving recruiting processes.