Not accepting applications on crossover.com at this time.
You're a product executive who continues to deliver. You know how to take a defined product vision, break it into the smallest units of meaningful value, and ship enterprise-grade AI capabilities quickly—without devolving into performative roadmap exercises. You've already navigated the "AI solves all problems" hype cycle, understand where large language models (LLMs) and generative AI fail under production realities, and remain effective at building regardless. If your strongest contributions emerge when you control the entire outcome (from decision-making through prototyping, hardening, launch, and observing actual customer usage), this role warrants your attention.
The majority of the software industry approaches AI as superficial rebranding: add a chatbot interface, announce a "copilot" feature, label it innovative, and hope enterprise clients don't probe deeply. Our approach is fundamentally different. We build AI-native B2B SaaS capabilities that justify their inclusion by delivering quantifiable enterprise value at velocities that make conventional agile planning appear counterproductive. Our advantage lies in compressing the Sell → Design → Build cycle, maintaining ruthless scope discipline within a clear strategic direction, and achieving production deployments that satisfy enterprise security and compliance requirements without protracted coordination timelines.
This fully remote position places you adjacent to engineering, operating as a player-coach: part hands-on builder, part decision authority, zero parts process coordinator. You'll convert established product strategy into actionable sprint-level scope, rapidly prototype using contemporary AI tooling to eliminate uncertainty, and push releases that customers can genuinely adopt within authentic enterprise contexts. If you've delivered novel enterprise software, leveraged AI as an execution mechanism (not marketing material), and remain composed when industry hype meets operational reality, you'll possess both the autonomy to accelerate and the accountability to ensure durability. If that description feels like opportunity rather than burden, submit your application.
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.