Investment: “Ollie raises $7.5M”
Ollie, a San Diego, CA-based artificial intelligence and workforce productivity startup, raised $7.5m in seed funding in a round led by Khosla Ventures.
Other investors included AI House.
Led by CEO Bill Lennon, Ollie develops an intelligent conversational AI assistant and agentic workspace platform designed to streamline and automate day-to-day corporate workflows.
The software integrates into enterprise communication tools, calendar networks and document databases to construct a secure, real-time shared memory layer. The system leverages advanced multi-step reasoning to manage schedules, synthesize meeting transcripts, coordinate cross-team tasks and draft business communications, reducing back-office administrative overhead while maintaining enterprise-grade security and data privacy controls.
The company will use the capital to expand its engineering team, accelerate the training of its specialized operational reasoning models and scale its business development infrastructure to drive enterprise customer acquisition.
