Top Tech Jobs & Startup Jobs in Chicago, IL

Leads a multidisciplinary marketing analytics organization spanning data engineering, analytics engineering, visualization, and data science. Builds attribution, ROI, customer journey, predictive signal, data governance, and AI-ready information architecture systems. Partners with Sales, RevOps, Finance, PLG, and Data teams to improve capital allocation and growth decisions. Oversees executive dashboards, metric alignment, team capacity, and strategic analytics delivery.

Supports Sales and Finance with complex deal structuring, pricing, approvals, financial and revenue compliance, contract terms, and quote-to-cash workflows. The role manages non-standard deal risks, coordinates Legal and Finance approvals, advises sales teams, maintains contract language templates, and improves Deal Desk processes and CRM workflows. It also contributes to requirements gathering, system enhancements, and project management across global sales operations.

Leads Elastic’s agentic engineering platform for professional services. Designs and deploys production LLM systems using orchestration, tool integration, RAG, structured outputs, evaluation frameworks, tracing, monitoring, and human approval workflows. Owns architecture, technical standards, roadmap, quality, security, and lifecycle optimization while collaborating with services teams. The role emphasizes production reliability, sensitive-data protection, and client-ready outputs, with valuable experience in SIEM, observability, data migration, and Elasticsearch.

Leads a 40-person distributed systems engineering organization responsible for Elasticsearch scalability, performance, resilience, architecture, and Serverless capabilities. Develops long-term strategy, oversees complex cross-team initiatives, manages engineering managers and senior technical leaders, drives hiring and organizational planning, resolves critical operational issues, and communicates priorities to executives. Requires deep distributed systems expertise, large-scale software engineering experience, strong operational judgment, and proven organizational leadership.

Develop and maintain Xactly Connect integration pipelines, transformations, schedules, and data exchanges. Partner with finance, sales compensation, accounting, sales, and IT stakeholders to define requirements. Troubleshoot data quality issues, failed jobs, mismatches, and pipeline errors before commission runs. Document configurations, mappings, and transformation logic while supporting continuous improvement.

Lead Elastic’s Mid-Market General Business sales team across the East region. Responsibilities include managing account executives, exceeding bookings targets, developing scalable sales strategies, creating sales plans and compensation structures, driving quota attainment, fostering team collaboration, managing partner relationships, and traveling regularly to support deal creation, closures, and team needs.

Own a strategic enterprise territory, build outbound pipeline, qualify complex opportunities using MEDDPICC, deliver executive presentations and demos, negotiate multi-year consumption contracts, and close net-new and expansion revenue. Partner with Solutions Architects, Customer Success, Marketing, and RevOps while maintaining accurate forecasts. The role requires SaaS enterprise sales success, technical and cloud fluency, strong negotiation skills, and the ability to communicate Elastic’s Search, Observability, and Security value.

Drive net-new revenue and expansion across strategic enterprise accounts by building pipeline, qualifying opportunities with MEDDPICC, delivering tailored product narratives and demos, negotiating complex multi-year contracts, and maintaining forecast accuracy. The role requires enterprise SaaS sales success, technical fluency in cloud, observability, security, and search technologies, plus collaboration with Solutions Architects, Customer Success, Marketing, and RevOps.

Own Elastic’s global third-party conference and tradeshow portfolio, including sponsorship strategy, contract negotiation, event execution, vendor management, budgeting, ROI measurement, and risk planning. Partner with marketing, sales, and field teams to connect events with pipeline goals and revenue outcomes. The role requires executive communication, operational discipline, data-informed investment decisions, and up to 40% travel.

Serve as a trusted technical advisor to customers, guiding onboarding, adoption, implementation, consumption, and expansion of Elastic solutions. Develop technical success plans, align platform capabilities with business objectives, resolve technical friction, coordinate with support and services teams, and identify opportunities to increase customer value and recurring revenue. The role requires hands-on technical expertise, customer relationship management, onsite work, and significant travel.