Top Tech Jobs & Startup Jobs in Chicago, IL

Design and supervise technical architectures for intelligent agents and LLMs, implement MCP and A2A multi-agent flows, integrate vector stores and RAG, collaborate with MLOps for continuous deployment, memory and context management, and work with product, UX, data, and backend teams to align solutions with business needs.

Manage a portfolio of top-tier enterprise accounts, act as primary customer contact, create and execute success plans, drive product adoption and ROI storytelling, collaborate cross-functionally on rollouts and upsells, use AI-assisted tools to scale account work, and continuously improve customer experience and NPS.

Lead and coach a Tier 2 support team to ensure timely case resolution, manage daily support operations and incident response, author RCAs, partner with Product and Engineering on escalations, maintain playbooks and knowledge base, track support metrics, and drive continuous improvement and compliance.

Manage cross-functional technical projects including GuideTree and other software implementations. Act as primary contact for stakeholders and vendors, develop and track project plans, budgets, timelines, and communications; document processes and requirements in Planner and Teams; generate status reports and ensure delivery of high-quality results.

Partner with sales to design and deliver IAM/IGA solutions and custom demos/POCs. Perform technical discovery, architect integrations using SAML/SCIM/REST, produce technical documentation, support RFPs, and collaborate with product and engineering to ensure smooth pre-sales to implementation handoffs.

Lead Midwest fleet sales region to drive revenue and new-client acquisition (fleets of 100-1499 vehicles). Manage and develop District Sales Managers, build OEM and fleet industry relationships, travel regionally, attend industry conferences, and coordinate handoff of new clients to Client Growth while upselling during the onboarding period.

The Client Success Manager drives client adoption, builds partnerships, monitors key health indicators, and translates business challenges into actionable learning strategies.

Lead design and launch of a partner program to recruit, onboard, enable, and retain brokers, TPAs, carriers, staffing, and technology partners. Build program infrastructure, co-marketing and demand-generation initiatives, partner enablement, CRM tracking, analytics, and reporting. Align partner activities with sales to drive partner-sourced pipeline and revenue while scaling processes and playbooks for long-term growth.

Own post-sales relationships for a portfolio of Series B+ tech clients, lead implementations and onboarding (including ATS/HRIS API integrations and SSO), develop success plans tied to hiring goals, train client teams, analyze and present ROI metrics, advocate customer needs to product, and drive adoption and upsell across Symbal's AI recruiting platform.

Provide first-line technical support for Lumia's AI usage control platform during US West Coast hours. Troubleshoot configuration, integration, connectivity; reproduce and document bugs; manage tickets and SLAs; update knowledge base; monitor system health; escalate complex issues and relay customer feedback to Product and Engineering.