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Product Education & Community Lead

  • Source: Ashby
  • siena
  • Remote
  • New York City
  • Full-Time
  • Senior

Job Description

Meet Siena

Siena is the Agent of Record for consumer brands. One agent that owns the entire customer journey, running on a shared intelligence layer no point tool can replicate.

Consumer brands run ten or more disconnected tools to manage their customers. We collapse that stack into a single agent. It started with support, the hardest surface a brand has, and it expands from there: Shopping Agent, Social Agent, Siena working alongside a brand’s own operators. One agent across every surface, with shared memory, shared context, and shared tools.

Hundreds of brands already run real customer volume on Siena in production. This is built, working, and growing, and we are racing to build what comes next.

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The team

We are a small, fully distributed, global team. We have built leverage into how we work, which is what lets a team this size move at the speed we do.

We hire athletes. Everyone here owns real outcomes, defaults to writing over meetings, communicates with directness, and acts the moment they see something worth acting on. Low ego, high standards, fast clock.

If you want to own real problems rather than close tickets, keep reading.

The role

You are, first, a product expert. You can take a complex, fast-moving product and dissect it into something people understand - across whatever format the moment needs: a demo, a workshop, a doc, a short video, a certification path.

Second, you know how to turn that understanding into something that sells. You break features into sellable units, and you teach the team how to put them in front of a customer. Third, you build the community that turns all of that into a network that compounds.

It’s a founding role: a blank page, a fast product, and real ownership over the result. No playbook waiting for you, and no content team underneath you—you make the thing.

This isn’t a fit if you’ve spent your career running someone else’s training program inside a big org. It is a fit if you live in the product, build with AI, and have shipped something real from zero.

What you’ll own

  • Product fluency, made teachable. You go deep on the product, then turn that depth into content people actually retain—across formats, for both customers and the internal team. This is the root of everything else in the role.
  • 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.
  • AI agents that scale you. You teach the agents how to teach. Your taste is the final filter on what ships.

Out of scope: demand gen, paid, brand, category narrative, PR, and product launches as market moments. Growth owns those. You make the team and the customers great at the product.

What success looks like in 90 days

  • You know the product cold and the team knows it because of you. Every new hire ramps through your program, and every release lands as a learning moment inside 48 hours of ship.
  • Demos are sharper and demo-to-close is measurably up. Battle cards, objection handling, and vertical demo scripts shipped for the top 3 verticals.
  • Siena Academy v2 is live. Core curriculum shipped, with the first cohort of customers and team members through it.
  • Onboarding from signed to first value is documented, repeatable, and measurably shorter than today.
  • One-to-many product workshops run weekly - activating customers, teaching them to use the platform properly, and expanding them into new use cases and SKUs.

Who you are

These are non-negotiable:

  • Product-fluent, first and foremost. You can demo, break, and teach a product at depth. Not a marketer who skimm…

Skills

  • slack
  • flywheel-get
  • flywheel
  • ashby
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