Top Tech Jobs & Startup Jobs in Chicago, IL

Design, prototype, and productionize Generative AI and LLM features across backend and frontend. Integrate ML models, fine-tune, perform prompt engineering, operate inference platforms, and support AI-based product launches while participating in on-call duties.

Qualify and develop inbound and outbound leads, schedule sales-ready meetings, research target accounts, run cold outreach campaigns, maintain Salesforce, and meet meeting quotas while collaborating with sales and marketing. Occasional travel required.

Drive territory sales by developing a business plan, owning the full sales cycle from lead generation to close, articulating value to technical and executive stakeholders, forecasting and hitting targets, creating demand in-market, and expanding accounts through channel and direct motions.

Leads global revenue strategy and planning by optimizing the go-to-market engine, defining KPI frameworks, and identifying growth opportunities. Owns executive and board-level reporting, supports annual and long-range planning, and applies AI to automate analysis and improve GTM operations. Partners with data and analytics teams on revenue data architecture and governance while delivering insights that guide senior leadership decisions.

Support the sales process by demonstrating Cribl, performing technical discovery, running workshops/POVs, answering technical questions, documenting use cases, and scaling repeatable solution consultations across multiple concurrent opportunities in a remote, high-velocity environment.

Owner of territory sales execution for enterprise accounts: build business plans, generate and manage pipeline, articulate value to technical and CxO stakeholders, forecast and hit targets, run complex deals and procure new logos, and work with channel partners to create demand.

Build, productionize, and operate AI-driven features and integrations across frontend, backend, and model layers. Prototype and deliver agent-driven experiences (conversational interfaces, RAG, tool-calling), integrate LLMs and external data sources, and collaborate with product and design. Participate in on-call/standby duties.

Support Sales by building segmentation models, territory designs, and compensation plans; advise Sales VPs through business reviews; maintain dashboards and reports in Salesforce, Gong, and Omni; improve CRM workflows and data quality; ensure account, opportunity, and territory integrity; and collaborate cross-functionally to operationalize GTM decisions.

Lead and develop a team of five East Coast Enterprise Sales Leaders to drive new logo acquisition and account expansion. Build sales plans, manage pipeline from lead generation through close, recruit and coach leaders, and contribute to GTM strategy while reporting to the VP of Enterprise Sales. Remote-first role with occasional off-hours work.

Provide enterprise-level technical support for Cribl Stream and related observability products: diagnose, troubleshoot, escalate, document solutions, participate in real-time support channels, and perform on-call duties to ensure customer success.