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Raindrop

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Monitoring platform for detecting silent AI agent failures

San Francisco, United StatesAI
Valuation $0–100M Latest valuation · 2025
Headcount <100 Current team size
Total funding $10–50M Disclosed equity funding
Unlock exact values This page shows ranges. Dealroom has the exact numbers for Raindrop and the history behind them.

About Raindrop

Raindrop.ai is an applied AI research company based in San Francisco that provides a monitoring platform specifically designed for AI agents. The company was founded in 2023 by Ben Hylak, Zubin Koticha, and Alexis Gauba. The founding team's practical experience building their own coding agent and encountering silent failures during its production phase led to the creation of Raindrop. Gauba and Koticha were second-time founders whose previous company, Opyn, was acquired by Coinbase, while Hylak previously worked as an engineer on Apple's Human Interface Design team.

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Positioning itself as "Sentry for AI agents," Raindrop addresses the problem that traditional testing methods cannot handle the complexity of modern AI agents, which can reason longer and run autonomously for hours. The platform is designed to detect silent AI agent failures in production, such as giving incorrect information, forgetting context, or deviating from its intended persona, which are often invisible to traditional monitoring tools. It provides engineering teams with alerts when an AI misbehaves, allowing them to investigate the root cause through conversation traces and tool calls. Raindrop uses small, custom AI models that adapt to each AI product, enabling the monitoring of previously invisible signals like "User Frustration" or custom-defined alerts such as "Agent Stuck in a Loop". Key features include a "Deep Search" function to find specific issues in production data using natural language, automated issue discovery, and an A/B testing platform called Raindrop Experiments to validate fixes.

The company's business model targets AI engineering teams and enterprise clients. In December 2025, Raindrop announced a $15 million seed funding round led by Lightspeed Venture Partners. The funding round included participation from Figma Ventures, Vercel Ventures, Y Combinator, and the founders of notable tech companies like Replit, Cognition, and Notion. This capital is intended to meet growing enterprise demand and establish the company as a primary monitoring solution for production AI agents.

Source: Dealroom company data

At a glance

Status
Operational
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

Latest news

Press, funding announcements and product moves mentioning Raindrop.

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Funding history

1 recorded event

Company financing events and reported valuations.

Deal typeDateAmountValuationInvestorsSource
SEEDEquity / VC Dec 2025 $15M $60M Andrew Hsu · Koen Bok · Lightspeed Venture Partners · Akshay Kothari
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Growth signals

Raindrop website traffic

Latest recorded traffic for Raindrop is 71K monthly website visits, up 82.1% over the last three months.

Latest monthly visits71K 3-month web change+82.1%
Summary metrics are public; monthly history is available with a demoCompare with peers →

Investors

12 investors on the cap table

From Dealroom's funding and investor records, grouped by the round each investor first entered.

Seed11 investors entered at this stage

Other known investors1 additional known investor

  • Pioneer Fund
Team profiled 5 named & role-tagged
Founders Hidden — book a demo/100 quality score
Key operators 3 quality Hidden — book a demo/100
Potential founders Hidden — book a demo likely future founders
Startup mafia Hidden — book a demo alumni-founded startups
Talent movements Hidden — book a demo in · Hidden — book a demo out past 12 months

Source: Dealroom Talent Intelligence.

Global footprint

Workforce and web traffic by country
Workforce by country
3 countries with
team presence
🇺🇸 United States80%
🇮🇳 India10%
🇦🇺 Australia10%
3 countries shown

Market sentiment

Posts on X, past 7 days

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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