CoolDeep AI Digest

Edition: 2026-10-19

Claude cowork tips I wish I knew at start

2026-09-28T20:39:29Z openrouter_free google/gemma-4-31b-it
The author shares five essential tips for collaborating with Claude AI to help users optimize their workflow and improve the quality of AI-generated outputs.
The article provides a comprehensive guide on transitioning from basic AI usage to 'Claude Cowork,' a desktop application designed to integrate Claude directly with a user's local file system. The author distinguishes between Claude Chat (browser-based), Claude Code (terminal-based for developers), and Claude Cowork, which is positioned as the ideal tool for non-technical professionals. Unlike the chat version, Cowork accesses real files in a workspace folder, eliminating the need for repetitive prompting and manual copy-pasting, which the author estimates can save hours of productivity per month. To optimize the experience, the author shares five key tips. First, they recommend using Obsidian as a Markdown translator to make Cowork's .md files readable and editable. Second, they advise keeping the main instruction file (CLAUDE.md) under 300 lines to reduce token consumption and increase speed, suggesting a 'routing map' to load specific workstations only when needed. Third, the author suggests a structured 'diet' for the memory file (MEMORY.md), limiting it to 150 lines and utilizing an ARCHIVE.md file for long-term storage to maintain efficiency. Fourth, the author encourages users to migrate from 'Claude Projects' to Cowork to gain direct control over instructions and memory while enabling the AI to write directly back to documents. Finally, the author clarifies the distinction between a 'Workstation' (for tasks requiring human judgment and iteration) and a 'Skill' (for repetitive, predefined execution). This distinction ensures that the AI is used efficiently without overloading the system. Ultimately, the article argues that moving from a 'search engine' mindset to a 'coworker' mindset allows users to build a persistent, automated system that evolves with their business.