Claude Cowork Skills Changed How I Work (Here's How)

💼 Business owner or operator with a team? We build AI automation systems that cut costs and scale ops — done for you: https://ryanandmattdatascience.com/ai-consultant/ 🚀 Want to make money with AI skills? Join our free community — real projects, real client strategies, and the exact stack we use: https://www.skool.com/data-and-ai You've typed the same instructions into Claude at least 50 times. Here's how I want my newsletter written. Here's my report format. Here's the tone and structure — every single session. Skills fix that. One file and Claude knows your entire workflow permanently. No re-explaining, no reprompting, no wasted time. In this video, I'll walk you through everything you need to know about Claude Cowork Skills — where to find them, how to use the built-in ones, how to edit existing skills, and how to create a brand new skill from scratch using the Skill Creator. I'll demo two real skills I use: my email newsletter skill (and how I added a new section to it live), plus building a running accountability skill from zero — including testing it with Cowork's built-in evaluation system. TIMESTAMPS 0:00 - Stop Repeating Yourself to Claude 0:30 - Where to Access Skills in Cowork 1:56 - The Customize Section (My Skills vs Examples) 2:33 - Hidden Built-In Skills You Can't See 3:04 - What the Skill Creator Does 4:57 - Enabling & Disabling Skills 5:56 - Stacking Multiple Skills at Once 7:11 - Real Skill Demo: Email Newsletter Walkthrough 8:17 - Inside the Skill File (How It's Structured) 10:58 - Editing a Skill Live with Skill Creator 13:06 - Installing the Updated Skill 15:34 - Creating a Skill from Scratch (Running Log) 17:19 - Claude Asks Questions Before Building 20:20 - Answering All 10 Questions 21:41 - Testing the Skill with Evaluations 23:02 - Installing the New Skill 24:19 - Recap: Everything You Need to Know 🚀 Hire me for Data and AI Work: https://ryanandmattdatascience.com/data-freelancing/ 👨‍💻 Mentorships: https://ryanandmattdatascience