Member of Technical Staff – AI/ML

About CloudCruise

CloudCruise is building the coding agent for enterprise computer automation. Our developer platform writes, tests, and maintains automation code on fully-managed infrastructure – cutting dev time by 90%. We're starting with healthcare, where legacy systems make reliable automation a genuinely hard problem. We just raised $5M and brought angels like Zack Lipton (CTO Abridge) and David Singleton (fmr. CTO Stripe) on board.

We're looking for 10x engineers who are comfortable learning across domains and diving deep into unfamiliar territory. High agency, ground-up builders who thrive with significant ownership from day one.

The Role

You'll own the intelligence layer that makes our agents actually work. We run a multi-agent system in production – a workflow builder agent for conversational automation creation and a maintenance agent for error recovery. Both rely on vision-language models to understand what's on screen. Your job is to make all of them more reliable, faster, and cheaper.

What You'll Work On

Design and improve our two-agent system (workflow builder, maintenance) that creates and repairs automations through tool-calling with 15+ browser automation primitives

Fine-tune VLMs to improve accuracy and reduce reliance on API calls

Build evaluation frameworks that measure agent reliability and catch regressions before customers do

Develop techniques for handling edge cases, recovering from failures, and generalizing across UI variations

Research and implement approaches to make agents more predictable and debuggable

You Might Be a Fit If

You've trained or fine-tuned models that run in production

You're opinionated about agent design – when to use LLMs, when not to, how to structure tool use

You believe evals are the path to reliability and have built systems to prove it

You're comfortable reading papers and implementing ideas from scratch

You've worked on problems where labeled data is scarce and you had to get creative

Compensation

Competitive salary and meaningful equity. We want you to have real ownership in what we're building.