Founding Operator at CloudCruise

CloudCruise builds computer-use infrastructure for healthcare. We replace the brittle, manual workflows that plague healthcare revenue cycle management – things like eligibility checks, claims submissions, and prior authorizations – with deterministic browser agents that self-heal when systems change. We just raised $5M and brought angels like Zack Lipton (CTO Abridge) and David Singleton (fmr. CTO Stripe) on board. We serve dozens of customers running tens of thousands automations daily. We're solving one of the hardest problems in healthcare IT – making automation reliable on top of legacy systems that were never designed for AI agents. This is our first dedicated business hire. You'll work directly with the CEO across every non-engineering function: sales, hiring, customer support, marketing, events, and whatever else needs to get done to scale from where we are to 10x. There is no playbook. You'll be building processes from scratch, context-switching constantly, and owning outcomes end-to-end. If you need someone to tell you what to do every morning, this isn't the role. If you thrive on figuring it out and making things happen – keep reading. Outbound Sales & Pipeline : Resear