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

2026-05-19 Education
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Jeff Su
Jeff Su
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✅ 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 You'll learn how to keep your root CLAUDE.md lean, give your MEMORY.md the right structure, archive what's no longer current, migrate Claude Projects into Cowork workstations, and understand when to use a skill versus a workstation.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* Prompt templates - https://www.jeffsu.org/top-5-claude-cowork-tips-i-wish-i-knew-from-day-one/?utm_source=youtube&utm_medium=video&utm_campaign=v204 Free Cowork Toolkit - https://coworkacademy.ai/toolkit?utm_source=youtube&utm_medium=video&utm_campaign=v204 The Cowork Academy waitlist - https://coworkacademy.ai?utm_source=youtube&utm_medium=video&utm_campaign=v204 *BUILD A POWERFUL WORKFLOW* 📈 The Workspace Academy - https://academy.jeffsu.org/workspace-academy?utm_source=youtube&utm_medium=video&utm_campaign=v204 ✍️ My Notion Command Center - https://www.pressplay.cc/link/s/DE1C4C50 *BE MY FRIEND:* 📧 Subscribe to my newsletter - https://www.jeffsu.org/newsletter/?utm_source=youtube&utm_medium=video&utm_campaign=description 📸 Instagram - https://instagram.com/j.sushie 🤝 LinkedIn - https://www.linkedin.com/in/jsu05/ *MY FAVORITE GEAR* 🎬 My YouTube Gear - https://www.jeffsu.org/yt-gear/ 🎒 Everyday Carry - https://www.jeffsu.org/my-edc/ #ai

Top Comments (10)

@JeffSu 2026-05-19

✅ Grab The Claude Cowork Stack - https://clickhubspot.com/3ed95e 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

8
@Bgreatest-u8t 2026-05-19

You are legit true educator

27 1 replies
@yuanliu5055 2026-06-03

Bor has both brains and screen presence

1
@ManilShah-x1c 2026-05-19

Can’t wait for your Claude Cowork course!

15
@benoftroy 2026-05-19

Jeff, I followed the free Cowork Toolkit and I haven't even sniffed my token limits since. Thank you! Can't wait for the full course, I'll be there day 1.

15 4 replies
@lovenspired 2026-05-19

Awesome video Jeff. As always, I love how you present information in your videos. Easy to watch, straight to the key points (without missing important info), and unique tips. Can't wait for your next Claude focused tutorials to drop in the future. Keep em coming :)

3 1 replies
@ingridw3900 2026-05-20

Jeff, your basic framework is transforming my professional life.

1 1 replies
@erniehayden 2026-05-21

Jeff, you are CRAZY BRILLIANT! I am super impressed with your insight and energy! THANK YOU for your contribution to those of us just learning Claude CoWork.

2 1 replies
@smartgroupcoverage 2026-05-29

I built it. I fed this transcript to my daily claude chat and gave it your .MD files-- and chat built out all my architecture for folders/files and made the .md files for me to drop in. I built out my Co Work using just this 1 video and the files provided. -- PS - I'm new to Claude! Great stuff, thank you!

1 1 replies
@PizzapartyJulian 2026-05-19

Very good video i'll set up everything tomorrow according to your guidance! Thank you

1 1 replies

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