Ollie

Ollie is a San Diego, California-based startup working in artificial intelligence and workforce productivity. The company builds a conversational AI assistant and an agentic workspace platform that streamlines and automates day-to-day corporate workflows. The system integrates with enterprise communication tools, calendars and document databases to manage schedules, synthesize meeting transcripts, coordinate tasks and draft communications. In September 2026 the company raised $7.5M in a seed round led by Khosla Ventures, with participation from AI House. Bill Lennon serves as CEO.