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You're a product executive who delivers. You know how to take a defined product vision, break it into the smallest meaningful increments, and deploy enterprise-ready AI capabilities to production quickly—without letting the process devolve into roadmap performance art. You've already navigated the "AI solves everything" hype cycle, you understand where large language models (LLMs) and generative AI fail under real operational pressure, and you're skilled at building despite those limitations. If your strongest work emerges when you control the full outcome—from decision through prototype, hardening, launch, and monitoring actual customer usage—then this role deserves your attention.
The broader software industry treats AI like a wardrobe update: add a chatbot veneer, declare a "copilot" launch, label it innovation, and hope enterprise buyers won't probe too deeply. Our approach is fundamentally different. We're constructing AI-native B2B SaaS capabilities that justify their existence by delivering quantifiable enterprise value at a pace that makes conventional agile planning feel punitive. 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 prolonged coordination drag.
This fully remote position places you in close collaboration with engineering, where you'll function as a player-coach: part practitioner, part decision authority, zero part process coordinator. You'll convert an established product strategy into actionable sprint-level scope, build rapid prototypes using contemporary AI tooling to eliminate ambiguity, and push releases that customers can genuinely adopt within real enterprise contexts. If you've delivered original enterprise software, leveraged AI as an execution foundation (not a marketing narrative), and you remain composed when hype meets production reality, you'll enjoy the autonomy to move quickly and the accountability to ensure durability. If that 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 hard to qualify – on purpose. High standards mean every educator, leader and EdTech builder is at the top of their game.
Top performers earn what they’re worth. Six-figure education roles aren’t fantasy here – they’re the baseline for excellence.
Skills carry more weight that resumes here. Demonstrate learning mastery, AI fluency and passion for what’s next. That’s what counts.