Raindrop logo
Enterprise SaaSYC W24

Raindrop is hiring. 8 roles are open right now.

Browse the openings below to see requirements, locations, and pay where available, then apply on Raindrop's site. Scoutify can fill in and send applications for you to similar roles.

HQSan Francisco, CA
Posted (90d)1

[01] HIRING NOW

See Raindrop's current openings.

We update these listings as we find new roles and learn that others have closed.

Open roles

8

Posted (90d)

1

Posted range

—

Roles with the most current openings

Machine Learning Engineer
2 roles
Sales
2 roles
Software Engineer
2 roles
Account Executive
1 role
AI / ML Research
1 role

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[03] IN THEIR OWN WORDS

How Raindrop pitches itself.

“MONITOR YOUR AGENT Real-Time Monitoring and Error Tracking for AI Agents”

Monitor your AI Agent the right way. Get alerted when your agent fails in production, trace exactly what went wrong, and prove your fix worked.

Source: raindrop.ai

[04] VISA SPONSORSHIP

Hiring international candidates.

Raindrop has a documented USCIS H-1B petition history.

Sponsors H1B · USCIS-confirmed petitioner

Source: USCIS H-1B Employer Data Hub. Classifications: yes (5+ approvals), conditional (1-4), no (0).

[05] WHERE THEY'RE HIRING

Where Raindrop is hiring.

These are the cities named in current job listings. A role can appear in more than one city.

Top cities by open roles

San Francisco, California
8 roles

[06] FROM THE POSTINGS

What the job postings tell us.

These details come from the linked postings. Benefits and working arrangements can differ by role and location.

The Founding Recruiter role supports sourcing and closing engineering candidates in competitive markets.

Source posting

The company says it works directly with its founders, engineers, and customers to shape what it sells and builds.

Source posting

Sources reviewed 2026-10-19.

[07] COMPANY DETAILS

More about Raindrop.

Y Combinator batch
Winter 2024

YC directory snapshot · Observed 2026-09-28

[08] ABOUT

What Raindrop does.

Raindrop is a monitoring platform for AI agents that helps engineering teams detect silent failures in production. Customers include Vercel, Speak, and Clay.

[09] INTERVIEW PREP

Going through their loop?

Review the skills in Raindrop's job descriptions, practice relevant exercises, and explore any available candidate-reported questions.

[10] HOW TO APPLY

Your resume lands in Yc.

Raindrop uses Yc for applications. Follow the job link to complete the employer’s form and review its requirements.

Scoutify checks Raindrop's career page for new listings.

Sniper applies on Greenhouse, Workday, SmartRecruiters, Ashby, Lever, UKG Pro, JazzHR and Jobvite career sites, and Raindrop hires through Yc, so the fastest route here is to get instant alerts when Raindrop posts a new role and apply yourself while it is fresh.

ATS identified from the application URLs on Raindrop's recent postings

[13] FAQ

Questions people ask about Raindrop.

Not covered here? Email support@scoutify.com.

Is Raindrop hiring?

Scoutify currently lists 8 open roles at Raindrop. Follow the job links to check requirements and apply on the employer's career site.

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