Top Tech Jobs & Startup Jobs in Chicago, IL

Client-facing technical sales professional who supports enterprise and strategic sales cycles through product demonstrations, proofs of concept, technical Q&A, and solution positioning. The role enables sales teams, represents products at client meetings and industry events, translates technical capabilities into business value, communicates roadmap updates, and feeds market feedback to Product and Marketing. Experience with legal technology, technical sales, AI tools, CRM platforms, and client presentations is required.

Lead and build KLDiscovery's gen-AI architecture and core systems. Design and implement LLMs, agents, RAG, vector search, embeddings, model selection, MLOps, telemetry, and evaluation harnesses. Ship high-impact prototypes and production components, mentor senior engineers, and represent AI strategy to product, customers, and partners.

The Director of FP&A for Revenue & GTM will oversee revenue forecasting, sales operations, and commissions management, serving as the financial partner to the CRO.