Raindrop hits $50m in funding to catch AI agents failing in production

Raindrop, a San Francisco startup, has secured $50 million in total funding to monitor and detect failures in AI agents operating in production environments. It launched Simulations, a tool that replays real traffic against agent updates to identify unexpected behavior changes before deployment. Investors include CRV, Lightspeed Venture Partners, Y Combinator, and researchers from OpenAI and Anthropic.