Not accepting applications on crossover.com at this time.
You're a product executive who delivers. You take a defined product vision, decompose it into minimal viable increments, and ship enterprise-quality AI features rapidly—without letting the work devolve into roadmap performance art. You've already navigated the "AI fixes everything" wave, you understand where large language models and generative AI fail under production pressure, and you know how to build effectively regardless. If your strongest results come from end-to-end ownership (deciding, building prototypes, hardening, launching, and observing live customer usage), continue reading.
Much of the software world approaches AI as theater: add a chatbot layer, unveil a "copilot," label it innovation, and hope enterprise buyers don't probe deeply. We take the inverse approach. We're constructing AI-first B2B SaaS capabilities that justify their inclusion by delivering quantifiable enterprise value at a velocity that makes conventional agile planning appear counterproductive. Our advantage lies in compressing the Sell → Design → Build cycle, maintaining aggressive scope discipline within a fixed direction, and deploying to production environments that satisfy enterprise security and compliance requirements without extended coordination delays.
In this entirely remote position, you'll work alongside engineering and function as a player-coach: part executor, part decision authority, zero part process manager. You'll convert established product strategy into actionable sprint-level scope, rapidly prototype using contemporary AI tooling to eliminate uncertainty, and push releases customers can genuinely adopt in actual enterprise settings. If you've launched original enterprise software, applied AI as an execution mechanism (not a headline), and remain composed when hype meets production reality, you'll enjoy the autonomy to act quickly and the accountability to ensure it endures. 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.