GapJump AI Workshop
Building Skills in Claude Cowork
Stop Repeating Yourself. Teach Claude to Do It Your Way, Every Time.
Date: Wednesday, Jun 17, 2026 Facilitator: Kevin Brookhouser, GapJump AI

What You Should Bring

πŸ’»
Claude Cowork installed (the one prerequisite): Install it from your internal software portal before we start so we don't lose time. New to it? Here's a quick primer.
Intro to Cowork β†’
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Your work Google account: The one live step we'll do together is connecting the Google Drive connector, a couple of clicks inside Claude. Nothing to install ahead of time.
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One task you do over and over (just in mind): A report you format the same way, a naming convention you apply by hand, a doc you assemble from a template. We'll use it in the closing brainstorm, no need to share it.

Session Objective

Last time we organized files in a folder you pointed Claude at. Today you go one level up and build your own Skill, a written recipe that captures how you do a task so Claude repeats it the same way every time. You'll connect Google Drive, then build a Skill that scans a folder and recommends clean names and structure, and run it on your own files, live. You leave with a working Skill you made yourself.

0 Recap: The Folder We Organized
Watch

Reminder from last time: we're in Claude Cowork, the version that doesn't just answer in a chat window, it actually does the work, reaching into your files and tools to carry out tasks.

Two weeks ago, we pointed Claude at a folder of messy files and it classified, renamed, and sorted them. That worked, but we did it as a one-off conversation. Every time you'd want to repeat it, you'd re-explain the rules.

Today's question: what if you only had to explain it once?

πŸ’‘ The thing worth saving isn't the result. It's the instructions that produced it.
1 What's a Skill?
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A Skill is a task you've taught Claude to do your way, a written recipe it loads automatically whenever that task comes up. Think "organize a Drive folder using my naming convention." You write it once; it runs the same every time. That's the whole focus today.

  • It's plain-language instructions, not code
  • Claude pulls it up on its own when the task matches, you don't paste it each time
  • Edit it anytime; it's just a file

Where do Projects fit? A Project is just a workspace that holds context for a recurring area of work, and a handy place to keep a Skill. We're not setting one up today; we're focused on the Skill itself.

πŸ’‘ Skill = the steps Claude follows, saved once and reused. That's what we build and run today.
2 Connect the Google Drive Connector
You

Why connect Drive? Once Claude can see your Drive, you stop copying and pasting files into the chat. You can point Claude at a folder and say "summarize these contracts," "find the invoice from Acme," or "tell me what's in here," and it reads the real files, native Google Docs and Sheets included. It's the difference between Claude knowing only what you paste and Claude working from your actual documents.

It's the one step we all do together, and it's just a few clicks, no app to install.

  1. In Claude Desktop, open Settings β†’ Connectors
  2. Find Google Drive and click Connect
  3. Sign in and approve the Google permission screen
  4. You're done, Claude can now see your Drive

We'll wait for everyone to get a green checkmark before moving on.

πŸ’‘ The connector reads cloud files directly, it sees the same files you see in your browser, native Google Docs included.
3 Connector vs. Desktop App: The Gotcha
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πŸ”Œ Drive Connector

  • Talks to Google directly through the API
  • Sees real cloud files, native Docs/Sheets included
  • No sync lag, no duplicate "conflicted copies"
  • Best for: reading, analyzing, and proposing

πŸ–₯️ Drive Desktop App

  • Syncs files to a local folder Claude reads from disk
  • Google Docs on disk are just tiny pointer stubs, not real content
  • Sync lag and file locks cause the confusion you've seen
  • Best for: bulk renaming & moving file objects
πŸ’‘ Today your Skill uses the connector to read and recommend, no install needed. Drive for Desktop adds the rename/move half, and it's your homework (setup guide is at the bottom of this page).

The reusable value is the Skill's judgment, how to name and sort. The moving is just the last click, which you'll wire up next.

4 Build Your Own Skill
You

Now you build one. You don't write code, you ask Claude to write the Skill itself and answer its questions. We're keeping it to the part that works today: scan a folder and recommend clean names and structure. (Actually moving the files is your homework, once Drive for Desktop is installed.)

Paste This to Build Your Skill
Help me create a reusable Skill called "drive-namer." Its job: read the files directly from a Google Drive folder I name (read them from Google Drive, not from my computer), figure out what each file actually is, and recommend a clean name and a folder to sort it into, as a before/after table. It should NOT rename or move anything yet, just recommend. Before you write it, interview me about my rules: how I want files named (date format, what comes first), how I'd group them into folders, and which files to leave alone.
  • Claude interviews you, naming convention, folder structure, exceptions
  • Your answers become the Skill's instructions (the part worth saving)
  • Save it when done, it's now yours to reuse and edit
πŸ’‘ You're not writing code. You're describing your standards in plain language, Claude turns them into a reusable Skill.
5 Run It on Your Folder
You

Trigger your new Skill on one of your own Drive folders (or the shared demo folder if you'd rather not use your own). You don't need to remember the Skill's name, there are two easy ways to call it:

Way 1: Just describe the task (Claude picks the Skill)
Look in my Google Drive folder "[your folder name]" and recommend clean names and a folder structure for everything in it.
Way 2: Type / to pick it from a list
/drive-namer  on the folder "[your folder name]"

Type / and Claude lists your Skills to pick from, so the name is never something you have to memorize. And even with plain language (Way 1), Claude recognizes the task and reaches for the right Skill on its own.

  • Reads with the connector, opens every file, classifies by what's inside, not the filename
  • Hands back a beforeβ†’after table: current name β†’ recommended name β†’ suggested folder
  • Nothing changes, it's a recommendation you review
  • Watch it catch misleading names: a "Quote" that's really an estimate, a "document(7)" that's a contract
πŸ’‘ Your Skill just applied your rules to your real files, and you never re-explained them. That's the payoff.
⭐ See Where This Goes (Kevin Demos)
Watch

You just built a Skill that recommends. Here's what it becomes once you add Drive for Desktop, Kevin runs the full version live, and you watch the files actually rename and reorganize themselves.

  • Same Skill, one extra step: after you approve, it renames and moves the files for real
  • Watch the messy folder reshape into clean, dated names sorted into Invoices / Contracts / Estimates
  • The moves sync straight back to Google Drive, no manual dragging
πŸ’‘ This is your homework's payoff. You've already built the hard part (the judgment). Installing Drive for Desktop just gives it hands.
6 Wrap: The Mental Model
Watch
  • Skills hold procedures. Each one captures how you do a specific task, saved once and reused.
  • Let Claude write the Skill. You describe the rules; it encodes them.
  • Read with the connector, act with care. Connector for analysis; approve before changes.
  • Approve before action. Propose-then-confirm keeps you in control.
  • Reuse compounds. Every Skill you write is time you never spend re-explaining.
πŸ’‘ This is a lot, and that's fine. These sessions are a chance to see what's possible and get a little hands-on, not to master it all today. You'll get dedicated time to build something real with me (see below).
Your Homework: Unlock This on Your Machine
After Today

You built a Skill that recommends. Two short steps turn it into one that actually does the work:

  1. Install Google Drive for Desktop, the piece that lets Claude rename and move files. Full step-by-step is in the Setup Guide at the bottom of this page; budget ~10 minutes.
  2. Extend your Skill, open your drive-namer Skill and ask Claude to add the move step, telling it to write into the Skill that it reads from Google Drive but does the renaming and moving through your local Drive folder (full prompt is in the Setup Guide below). Same Skill, one new capability.

πŸ“– Full step-by-step instructions for both are in the Setup Guide at the very bottom of this page, just expand it.

πŸ’‘ Editing a Skill is just talking to Claude again. You built it today; tomorrow you grow it.
Keep Going With Me
Save the Dates

Today is about seeing what's possible. Here's where you actually build something for your team, with help in the room:

Jul 22  Β·  Workshop
Build Something You'll Use (2 hours)
Hands-on working session. You, me, and your colleagues build a real tool or Skill your team can put to work, start to finish.
Jul 29  Β·  Office Hours
A Full Day of 1:1 Time
Bring a problem, a half-built idea, or just questions. Book a slot now: Book 30 min Book 60 min
Brainstorm: Your First Skill

Think about the tasks you repeat with the same rules every time. Any of these is a Skill waiting to be written:

A Naming ConventionApply your file or folder naming standard to any batch automatically
A Report FormatTurn raw notes or data into your standard report layout, same structure every time
A Doc AssemblerBuild a recurring document from a template with the right sections filled in
Something ElseWhat's the task you explain the same way every single time?
Q&A & Wrap-Up
  • Open floor: what other task would you turn into a Skill?
  • This week: install Drive for Desktop (full guide at the bottom of this page), then extend your drive-namer Skill to actually move the files
  • Share your feedback:  Give Feedback
Upcoming Sessions
Coming Up
Jun 24
Coding with Claude
No coding skills necessary. Describe what you want and build a working web app with Claude in a single session.
πŸ“– Full Setup Guide: Google Drive for Desktop Tap to expand β–ΎCollapse β–΄

Everything you need to do the homework, the 10-minute install that lets your Skill actually rename and move files.

Why this

Your drive-namer Skill recommends, using the Drive connector. To let it rename and move files for real, Claude needs Google Drive for Desktop, a small app that puts your Drive on your computer as a regular folder.

1. Download & install

  • Official download: workspace.google.com/products/drive, click Download Drive for desktop.
  • Mac: approve the app in System Settings β†’ Privacy & Security. You may need to restart once.
  • Sign in with the same Google account you connected today.

2. Choose Stream (not Mirror)

  • Stream keeps files in the cloud, downloading only when opened, saves disk space, and renaming/moving works fine. Pick this.
  • Mirror copies everything to your disk. Only needed if you want every file offline always.

3. Find your Drive folder

  • It appears under Locations in Mac Finder as a Google Drive item. Open it once to confirm your folders are there, and you're ready.

4. Extend your Skill to do the moves

In Claude, open your drive-namer Skill and say:

Paste to upgrade your Skill
Open my drive-namer Skill and add a step: after I approve the recommendations, actually rename and move the files through my local Google Drive folder. Write into the Skill itself that it should READ the files from Google Drive directly, but make the renames and moves through the local Google Drive folder on my computer, and explain in the Skill when to use each. Keep the approval step, never move anything before I say go.