
Go With The Flow: Cowork Deep Dive - Skills, Guardrails, and Avoiding Disaster
0:00
51:51
Danny and Ritu dive deep into Anthropic's new Cowork feature in Claude Desktop - the good, the bad, and the ugly. Ritu shares a cautionary tale about file deletion gone wrong, while Danny demonstrates his custom skills pack that protects users from common pitfalls.
What You'll Learn:
- What Cowork is and how it differs from Claude Code and Claude Desktop
- Why the rm -rf command can permanently delete your files (and how to prevent it)
- How to set up deny lists in your Claude settings to protect critical files
- The power of skills and bootstrap files for consistent, reliable outputs
- Decision panels: letting Claude guide you through complex choices
- Cascade skills: research to article to slides in one automated flow
Key Timestamps:
- 00:00 - Introduction to Cowork
- 02:13 - Ritu's file deletion disaster story
- 08:37 - Understanding rm vs rm -rf commands
- 10:01 - Setting up deny lists for protection
- 16:00 - Evolution from Claude Desktop to Claude Code to Cowork
- 25:55 - Skills deep dive: orchestrator, quality gate, flow state
- 39:48 - Research cascade skill demonstration
- 43:18 - Decision panels walkthrough
- 48:58 - 2026 predictions: Ambient AI and pixel-free interfaces
Resources Mentioned:
- Danny's Skills Pack (available to listeners)
- Typora - Markdown editor ($14 lifetime)
- Time Machine backup for Mac users
- Git for version control
Connect with Ritu Java:
LinkedIn
Connect with Danny McMillan:
LinkedIn | Seller Sessions
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