#210 Taylor Halliday | AI Helpdesks - Stonks Go Moon

What this episode covers

AI at work is more than chatbots. Ravenna is rebuilding internal support systems with modern helpdesk and automation tools designed for Slack, Teams, and everyday workflows. After raising $15 million from top investors like Madrona and Khosla, co-founder and CEO Taylor Halliday (ex-Zapier Engineering / AI lead) joins to talk product, market fit, and what AI really means for operations.In this episode:Why legacy help desks needed rethinkingWhat Ravenna builds beyond bots and macrosLessons from Zapier: deeper automation vs simple integrationsThe listening tour that shaped Ravenna’s directionHow they landed $15M in fundingUsing AI to improve efficiency, not just replace peopleCompeting in a mature internal ops space while staying nimbleWhat real feedback does for product growthWhere AI architecture may plateau, and how Ravenna is preparingRavenna’s roadmap: Slack first UX, analytics, scaling

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How long is this episode of Stonks Go Moon?

This episode is 23 minutes long.

When was this Stonks Go Moon episode published?

This episode was published on September 25, 2025.

What is this episode about?

AI at work is more than chatbots. Ravenna is rebuilding internal support systems with modern helpdesk and automation tools designed for Slack, Teams, and everyday workflows. After raising $15 million from top investors like Madrona and Khosla,...

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