Head of AI Success at Broccoli AI

This is not a traditional Head of Customer Success role (and previous experience leading customer success is a plus, but not required). We’re not hiring someone to just manage relationships or coach people. We’re hiring someone deeply analytical, systems-driven, and AI-native — someone who can design and build a machine that drives retention and expansion at scale, not manage it manually. Everything post-sale. Your goals are to maximize customer happiness, product usage, and NDR. You'll own: Retention + Expansion Customer outcomes (bookings, revenue, efficiency) Deployment speed (time-to-value in days, not weeks) Support (AI-first, proactive, scalable) Build the AI-powered success engine that scales from 500 → 5,000+ customers Create systems for: Turn customer data into revenue opportunities Redesign onboarding to be fast, repeatable, and low-touch Automate support and success workflows using AI Hire and lead teams across Success, Deployment, and Support Best-in-class NDR (expansion becomes predictable) Faster deployments, lower support load Clear, repeatable expansion engine A lean, high-leverage team powered by AI Systems thinker You design scalable systems, not manual processes