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What happens when someone goes on vacation and all their AI work becomes inaccessible? Alane Boyd and Micah Johnson tackle the collaboration crisis emerging as teams adopt Claude for real work.

This isn't really about vacations. It's about work getting siloed in individual AI sessions where no one else can access the research, problem-solving, and progress being made. When AI tools actually do the work instead of just providing suggestions, everything changes.

In this episode, you'll learn:

• Why AI work gets trapped in individual sessions and how to prevent it
• The paradigm shift from sharing AI chats to sharing AI outputs
• How to use Connectors and Skills to automatically save progress to shared systems
• Real examples of ClickUp integration that keeps work flowing
• Why this collaboration problem affects daily teamwork, not just vacations
• Practical systems for making AI enhance collaboration instead of breaking it

If you're ready to stop treating Claude like a personal diary and start using it as the collaborative tool it's meant to be, this episode shows you exactly how.

Upcoming Education Sessions:

• Free Claude Cowork Webinar
• Free Claude Cowork Masterclass
• Claude Deep Dive Series

Tools/Platforms Mentioned

• Claude
• Project Management Tools: ClickUp, Asana, Monday.com
• Help Scout
• Pipedrive
• Salesforce
• Front
• Slack
• Teams
• Dropbox
• Google Drive
• SharePoint

Learn More about our AI Agent + RAG Cohort:

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This episode is brought to you by Biggest Goal.

Every quarter your team spends evaluating AI is a quarter your competitors spend shipping. Most leaders feel the pressure but get stuck between ignoring AI and getting it wrong. More tools and more demos won't fix it. What actually works is hands-on training for the people doing the work.

Our workshops align your leadership team on a shared AI roadmap. Our 4-week cohort get your teams building real AI agents, and automation workflows. And our ongoing groups keep leaders and builders sharp long after the cohort wraps.

Upcoming Sessions:

• Claude Cowork Masterclass
• Claude Deep Dive Series

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For more information, visit our website at biggestgoal.ai.