Product Education & Community Lead

Role Description

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.
• Sales enablement.
• Siena Academy.
• Customer onboarding.
• Internal team education.
• Community.
• AI agents that scale you.

What success looks like in 90 days

• You know the product cold and the team knows it because of you.
• Demos are sharper and demo-to-close is measurably up.
• Siena Academy v2 is live.
• Onboarding from signed to first value is documented, repeatable, and measurably shorter than today.
• One-to-many product workshops run weekly.

Qualifications

• Product-fluent, first and foremost.
• A translator.
• An exceptional teacher and storyteller.
• AI-native.
• A builder.
• An operator.

Nice to have

• You've done this at Intercom (or Fin), Attentive, Klaviyo, Gorgias, Recharge, Shopify, Gainsight, Notion, Figma, or Linear.
• You're doing this exact job at another AI company today.
• You've scaled a customer community from zero.
• You've built product or sales enablement that measurably moved win rate.

This is not the role for you if

• You're a generalist trainer who's comfortable a layer above the product.
• Your background is L&D or corporate training only.
• You've managed a community but never built a compounding system.
• You need a content team underneath you to produce output.
• You treat education as separate from revenue.

Benefits

• Meaningful impact. Your work directly shapes our product and company.
• Globally distributed team working at the bleeding edge of CX and AI.
• Great salary plus the opportunity for equity or stock grants.
• Learning budget. If you're growing, so are we.
• The thrill of building something new.
• AI-fluency. Make AI your second nature.
• Tackle unsolved problems.

Our values

The people who thrive here are curious, customer-obsessed, and take ownership without being asked. They fix problems first and explain later. They're direct about feedback—both giving and receiving it—because they care more about getting things right than being polite.

Our approach to AI

The people who thrive here treat AI like a natural extension of themselves. They've built their own ecosystem of agents. Everyone gets premium accounts plus a quarterly budget for new tools.

Equal Employment Opportunity

Siena provides equal employment opportunities to all employees and applicants for employment without regard to race, color, religion, sex, national origin, age, disability, genetics, sexual orientation, gender identity, or gender expression. We are committed to a diverse and inclusive workforce and welcome people from all backgrounds, experiences, perspectives, and abilities.