Top Tech Jobs & Startup Jobs in Chicago, IL

Lead relationship-building and account strategies for large city and affiliated government customers. Drive enterprise sales of Esri GIS technology, identify growth opportunities, navigate complex procurement and budgeting, present and whiteboard solutions, mentor teammates, and meet revenue goals while traveling up to half-time.

Drive outbound prospecting to generate qualified pipeline across global SaaS, gaming, and digital product markets. Use multi-channel outreach and Salesforce to book meetings with high-value prospects, partner with AEs to convert opportunities, lead early discovery, refine messaging, and support virtual and in-person events.

Lead client-facing engagements to discover, prioritize, and operationalize Microsoft Copilot and AI agent solutions. Facilitate executive workshops, define requirements and success metrics, partner with architects, manage delivery using Smartsheet and Autotask, advise on governance and adoption, mentor consultants, and support pre-sales and commercial activities to deliver projects on time and on budget.

Review applications for duplication of benefits, fraud, and eligibility; verify documentation accuracy; follow policies and SOPs; log and escalate issues; implement corrective actions; manage workload and communicate with case managers to ensure compliance and quality control.

Lead end-to-end eDiscovery project management for litigation clients, coordinating collections, processing, review, and productions. Serve as client advisor, manage budgets and timelines, perform QA on productions, mentor junior PMs, maintain project trackers, and achieve 70–80% billable utilization.

Lead and build Swyfft's marketing function to define brand strategy, drive agent and broker distribution growth, oversee digital and content marketing, translate underwriting into clear product storytelling, manage events and budgets, and provide market intelligence to support expansion in CAT-exposed regions.

As a Financial Planner, you will provide comprehensive planning support, evaluate member needs, and coordinate solutions in the absence of Senior Planners. You'll assist members, manage client relationships, and utilize in-house technology to enhance the planning process.

Build, ship, and operate backend services and workflows powering clinical charting, scheduling, task management, and EHR integrations. Own features end-to-end, ensure HIPAA-compliant, reliable production systems, use CI/CD and agentic AI tools, mentor engineers, and drive operational excellence and observability.

Manage daily operations of the Major Case Unit handling complex commercial claims. Lead workload planning, oversee reserves and settlements, direct litigation strategy and defense counsel, analyze claim trends, resolve complex coverage and service issues, ensure regulatory compliance, and drive process improvements and performance monitoring.

Drive subscriber growth and product penetration through in-person, field-based sales in assigned MDU communities. Conduct door-to-door outreach, community events, and property engagement; onboard customers; manage orders in ICOMS; partner with account managers and property teams to upsell, support launches, and improve customer experience.