Top 5 Claude Cowork Tips I Wish I Knew From Day One

Jeff Su
Jeff SuMay 19, 2026

Why It Matters

Following these setup rules reduces token costs, improves assistant reliability, and prevents organizational drift as Co-work usage scales—making the system faster, cheaper, and more predictable for ongoing workflows.

Summary

Creator shares five setup tips for Claude Co-work after five months of daily use, focusing on practical fixes to avoid token waste and messy workspaces. Key recommendations: use Obsidian to render and edit workspace markdown files more readably; keep your root claw.md lean (200–300 lines) and relocate nonessential rules to on-demand reference files to cut token usage; and enforce clear separation between prescriptive rules (claw.md) and changeable facts (memory.mmd). The video also points viewers to downloadable claw.md and memory.mmd templates and a sponsored Co-work toolkit with ready prompts and file-management helpers.

Original Description

✅ Grab The Claude Cowork Stack - https://clickhubspot.com/3ed95e
#Claude #Cowork is insanely powerful, but there's no "gold standard" yet for setting it up, so most people get the foundation wrong and watch their workspace silently degrade over time.
After 3 months running my entire business on Cowork, this video walks you through the 5 essential rules I wish I'd known from day one. You'll learn how to keep your root CLAUDE.md lean, give your MEMORY.md the right structure, archive what's no longer current, migrate Claude Projects into Cowork workstations, and understand when to use a skill versus a workstation.
TIMESTAMPS
00:00 The Problem with Claude Cowork
00:19 Tip 1: The Markdown Translator
01:58 Tip 2: The 300-Line Rule
07:27 The Claude Cowork Stack
08:21 Tip 3: The Memory Diet
11:47 Tip 4: The Project Transplant
15:58 Tip 5: The Skill Check
RESOURCES MENTIONED
BUILD A POWERFUL WORKFLOW
✍️ My Notion Command Center - https://www.pressplay.cc/link/s/DE1C4C50
BE MY FRIEND:
MY FAVORITE GEAR
🎬 My YouTube Gear - https://www.jeffsu.org/yt-gear/
🎒 Everyday Carry - https://www.jeffsu.org/my-edc/
#ai

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