Jobs · Education

Product Education & Community Lead

Siena AI · Boston, KY · 1 mo ago
RemoteRemoteEducationFull-time

Product Fluency

You go deep on the product, then turn that depth into content people actually retain—across formats, for both customers and the internal team.

Sales Enablement

  • Demos, talk tracks, the demo library, objection handling, vertical-specific demos, and the positioning sales uses to close.
  • You translate product depth into sellable units, and you own demo quality and demo-to-close conversion as outcomes, not activities.

Siena Academy

The curriculum, certifications, workshops, and learning paths—public and private. The goal is for it to become the resource people in CX AI point to.

Customer Onboarding

The path from contract signed to first value: documented, repeatable, and shorter than it is today, across every segment.

Internal Team Education

Every new hire ramps through your program. Every product release becomes a learning moment within 48 hours of ship, not a Slack post that scrolls away.

Community

AI Labs, Siena Renaissance, founder voices, the customer council. Today it's events and one-off moments. You build the system that turns customers and prospects into a flywheel.

Out of Scope

  • Demand gen, paid, brand, category narrative, PR, and product launches as market moments.

What You Are

  • Product-fluent, first and foremost. You can demo, break, and teach a product at depth.
  • A translator. You take complex features and turn them into things people understand and salespeople can sell.
  • An exceptional teacher and storyteller. You have a track record of turning complex products into skills people actually retain.
  • AI-native. You build with AI. You've shipped agents and workflows that replaced real manual work.
  • A builder. You've shipped something from zero—an academy, a curriculum, a community, a function.
  • An operator. Team of one to start, no agency dependency. You make the work; you don't manage people who make it.

Nice to Have

  • You've done this at Intercom (or Fin), Attentive, Klaviyo, Gorgias, Recharge, Shopify, Gainsight, Notion, Figma, or Linear—companies that built education and community into competitive moats.
  • You're doing this exact job at another AI company today.
  • You've scaled a customer community from zero. Built one, not managed one.
  • You've built product or sales enablement that measurably moved win rate.

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