Not accepting applications on crossover.com at this time.
Customer expectations in technical support are rising faster than organizational capability. Today's users demand AI-driven, immediate resolutions, yet most companies remain stuck in pilot phases, unable to convert AI experimentation into tangible results. The challenge is about to intensify. Industry forecasts suggest that by 2029, autonomous agentic systems will handle the majority of routine support issues, creating a widening chasm between what customers expect and what most teams can deliver.
Our approach bridges this divide through a hybrid model: AI-enhanced "cyborg" agents who combine sophisticated diagnostic expertise, product knowledge, and agentic AI capabilities. In this position, you will train, refine, and mentor the technology. Each resolution you implement strengthens our automation framework, each root cause investigation becomes a repeatable procedure, and each unusual scenario you decode enhances the platform for thousands of future users. This is the intersection where expert-level troubleshooting, human judgment, and AI coordination converge to accelerate resolutions now while building compounding intelligence for the future.
This position demands hands-on problem resolution at production scale. You will investigate ambiguous failures spanning networks, databases, cloud infrastructure, and enterprise applications; harness AI to formulate hypotheses, execute tests, and expedite outcomes; capture the human logic that educates our systems; and proactively identify patterns that transform isolated fixes into sustainable automations. This is not about following scripts, sorting tickets, or escalating to senior engineers. If you excel at lateral thinking when documentation is sparse, if you can transition seamlessly from packet analysis to query optimization to workflow diagnostics, and if you're prepared to challenge an LLM when its output is incorrect, this role will suit you well.
Crossover's skill assessment process combines innovative AI power with decades of human research, to take the guesswork, human bias, and pointless filters out of recruiting high-performing teams.






It’s super hard to qualify—extreme quality standards ensure every single team member is at the top of their game.
Over 50% of new hires double or triple their previous pay. Why? Because that’s what the best person in the world is worth.
We don’t care where you went to school, what color your hair is, or whether we can pronounce your name. Just prove you’ve got the skills.
Join the world's largest community of AI-first remote workers.