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Raindrop
Production monitoring and simulations that catch AI agent failures
About Raindrop
Raindrop is a San Francisco applied-AI company that monitors production AI agents for silent failures — wrong answers, lost context, persona drift or stuck loops — that traditional APM and eval suites miss. Founded in 2023 by Ben Hylak, Zubin Koticha and Alexis Gauba (Opyn alumni; Apple HID engineering), Raindrop positions as “Sentry for AI agents,” using adaptive models for alerts, conversation-trace investigation, Deep Search over production data and A/B experiments. In September 2026 Raindrop announced its Series A and about $50 million in total funding led by CRV, with researchers and executives at Anthropic, OpenAI and Thinking Machines, alongside earlier Lightspeed-led seed backers including Figma Ventures, Vercel Ventures and Y Combinator; the company also launched Raindrop Simulations to replay production traffic against agent changes on every PR. Sources: Raindrop blog 17 Sep 2026.
Source: Dealroom company dataAt a glance
- Status
- Operational
- Founded
- 2023
- Headquarters
- San Francisco, United States
- Employees
- 16
- Open positions
- 1
- Dealroom signal
- 0.0/100
- Industry
- Enterprise Software
- Sector
- AI, MLops, Privacy-Enhancing Technologies, AI Data Preparation and Generation
- Technology
- Artificial Intelligence
- Business model
- SaaS
- Client focus
- b2b
Knowledge graph
More headlines
Funding history
Company financing events and reported valuations.
| Deal type | Date | Amount | Valuation | Investors | Source |
|---|---|---|---|---|---|
| SEED✓Equity / VC | Dec 2025 | $15M | $60M | Andrew Hsu · Koen Bok · Lightspeed Venture Partners · Akshay Kothari | ↗ |
Growth signals
Latest recorded traffic for Raindrop is 71K monthly website visits, up 82.1% over the last three months.
Open positions
Similar companies
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Investments and acquisitions
Recent portfolio relationships for companies that also act as investors or acquirers.
Investors
From Dealroom's funding and investor records, grouped by the round each investor first entered.
Seed11 investors entered at this stage
Lightspeed Venture Partners
Andrew Hsu
Koen Bok
Akshay Kothari
Vercel
Walden Yan
Y Combinator
Amjad Masad
Jorn van Dijk- FVFigma Ventures
Michele Catasta
Other known investors1 additional known investor
Pioneer Fund
Source: Dealroom Talent Intelligence.
Global footprint
team presence
Market sentiment
An AI-synthesised read of the highest-engagement posts about Raindrop on X, ranked by likes and reposts, corporate channels excluded.
Reading the room on X — pulling top posts and synthesizing themes…
Source: X recent search ranked by engagement (likes + retweets) · Synthesis by Claude · Cached for 1 hour
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