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Raindrop

YC W24

San Francisco, US · Founded 2023 · 9 employees · Hiring · 10 known investors

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Raindrop provides observability and monitoring for AI agents, capturing traces of production runs including messages, tool calls, retries, and errors. The platform helps engineering teams detect silent failures, auto-fix issues, and integrate monitoring directly into Slack workflows.

Also known as Invisible Tools, Inc. · dawn · Dawn · Invisible Tools · Sidekick · Sidekick [NOTE

AI & Machine LearningDeveloper ToolsEnterprise SoftwareSaaSArtificial IntelligenceB2BMonitoringAIUnited States of AmericaAmerica / Canada

Founders & leadership· Y Combinator alumni (W24)

Raindrop was founded in 2023 by Zubin Koticha, Alexis Gauba, and Ben Hylak.

ZKZubin Koticha
Zubin KotichaCEO, CofounderZubin Koticha is cofounder and former CEO of Opyn, a DeFi options platform acquired by Coinbase. He is a UC Berkeley graduate currently building Raindrop, an error monitoring platform for AI products.
AGAlexis Gauba
Alexis GaubaCo-FounderAlexis Gauba co-founded Opyn, a DeFi options platform that was acquired by Coinbase, and studied electrical engineering and computer science at UC Berkeley before leaving to pursue other ventures. He is now building Raindrop, an observability platform for AI agents.
BHBen Hylak
Ben HylakCo-Founder & CTOBen Hylak spent four years on Apple's Human Interface team, where he worked on visionOS development. He previously explored robotics and avionics before founding Raindrop.
ZS
Zubin Singh KotichaFounder
DS
Dave SchukinHead of Dev GTM
CA
Catherine ArdilaRecruiter
SH
Spence HoffmanRecruiterformer

Investors · 10

Moth Fundlisted by Moth FundSan Franciscovia Molly Mielke · inferred

How we know: Moth Fund's portfolio page · open dataset · 5k.vc investor directory · Not right? Tell us

Pioneerlisted by PioneerToronto, Ontario

How we know: Y Combinator's founder network · pioneerfund.vc · open dataset · 5k.vc investor directory · Not right? Tell us

Scribble Ventureslisted by Scribble VenturesPortola Valley · $750K – $1.5M

How we know: Scribble Ventures's portfolio page · the VCSheet dataset · Not right? Tell us

Wintermutelisted by WintermuteLondon

How we know: Wintermute's portfolio page · Not right? Tell us

Y Combinatorlisted by Y CombinatorSan Francisco · $500K

How we know: the Y Combinator directory · svpost.com · open dataset · 5k.vc investor directory · Not right? Tell us

CRV (Charles River Ventures)reportedBay Area · $250K – $5M

How we know: clairezau.substack.com · Not right? Tell us

Flare Capital PartnersreportedBoston · $100K

How we know: a partner's Signal profile · Not right? Tell us

Also in the syndicate · 2

Figma VenturesVercel Ventures

Funding

SEC filings, press & company announcements

$30M disclosed across 2 of 3 rounds · 2025–2026

Source: company announcements and press reports — follow each round's link for the claim.

Founder mafia

2 people who came through Raindrop went on to found or lead other companies.

Zubin KotichaCEOFounded OpynAlexis GaubaFounderFounded Opyn

Related companies · 6

TypewiseTypewise develops generative AI agents that automate customer service workflows, including data retrieval from legacy systems and ticket resolution. The platform is designed for support teams to handle customer inquiries more efficiently while freeing up human agents for complex interactions.
AmogyAmogy develops patented ammonia cracking technology that converts ammonia into electric power for hydrogen fuel cells and engines, targeting decarbonization of heavy industries including transportation and maritime. The company offers modular ammonia-to-power systems and high-efficiency catalysts as alternatives to diesel and hydrogen fuel solutions.
EndstackEndstack is a cloud-based operating system that provides a persistent desktop environment accessible from any device, equipped with an integrated AI agent that can manage files, run commands, and use applications. It serves individual users and teams seeking an all-in-one workspace alternative to fragmented AI chat, coding, and collaboration tools.
OpenAIOpenAI is an AI research and deployment company focused on developing artificial general intelligence (AGI) with emphasis on safety and beneficial outcomes for humanity.
ApproximaApproxima provides AI agents that handle routine software development tasks including scoping work, writing code, validating fixes in isolated environments, and deploying to production, freeing developers to focus on novel work.
MwmMWM is a technology company that manages the complete mobile app lifecycle from AI-powered creation through growth operations and global distribution. The company serves app creators, founders, and studios through its integrated platform combining MWM AI, MWM Console, and MWM Publishing, all backed by proprietary data intelligence.

Companies working in the same space as Raindrop.

Legal entities · 1

corporate structure
Invisible Tools, Inc.

In the news

Announcing our Series A and $50M in total funding to protect the world from AI agent failuresraindrop.ai · Sep 2026Raindrop Raises $15M Seed Led by Lightspeed to Monitor AI Agentssvpost.com · Dec 2025Raindrop Raises $15 Million to Detect Critical AI Agent Failuresprnewswire.com · Dec 2025Raindrop Raises $15M in Seed Fundingfinsmes.com · Dec 2025Raindrop Deep Searchycombinator.com · Jun 2025Raindrop - Sentry for AI Productsycombinator.com · Apr 2025Dawn - Analytics for AI productsycombinator.com · Mar 2024

Frequently asked questions

What does Raindrop do?
Raindrop provides observability and monitoring for AI agents, capturing traces of production runs including messages, tool calls, retries, and errors. The platform helps engineering teams detect silent failures, auto-fix issues, and integrate monitoring directly into Slack workflows.
Who founded Raindrop?
Raindrop was founded by Zubin Koticha, Alexis Gauba, Ben Hylak in 2023.
Who are Raindrop's investors?
Raindrop's investors include Lightspeed Venture Partners, Moth Fund, Pioneer, Scribble Ventures, Wintermute, Y Combinator, CRV (Charles River Ventures), Flare Capital Partners.
How much funding has Raindrop raised?
Raindrop has disclosed $30M raised across 2 of its 3 known rounds.
Where is Raindrop headquartered?
Raindrop is headquartered in San Francisco, US.