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Workshop · Claude Series

Skills And Plugins

Encode your expertise once, and let Claude apply it automatically when the work calls for it. A hands-on, two-session workshop on Claude Skills and plugins: small, reusable packages that capture how you and your team like work done, so a report format, a voice, or a checklist is applied consistently without anyone re-explaining it.


Even with a well-built Project, you still find yourself re-explaining how to do certain tasks: the shape of your weekly report, the rules of your brand voice, the steps in your review checklist. AI Skills solve that problem, and while the name may sound complex, an AI Skill is really just a folder with a collection of files, oftentimes written in plain language. These files give instructions that the AI can read and follow rather than guessing. The separation into folders breaks up the way you work into small, digestible blocks for the AI.

The complexity of Skills can range from human-readable written preferences to instructions and pre-created, programmed tools, such as executables, code files, and scripts that the AI can make use of as part of the skill. The first kind of skill (text only) is as safe as any prompt given to an AI: it risks prompt injection, but it won't run anything on your device. The second includes runnable code and should be treated like installing software.

Across these sessions you build a real Skill from one of your own recurring procedures and you learn what determines whether a Skill works or fails to live up to its potential. You will also see, live, why choosing skills deserves care: we include one deliberately sneaky demo Skill to show you how it can quietly reshape ordinary output, because an installed Skill influences every matching task without announcing itself.

This workshop runs on a deliberate sources policy: only Skills provided by Anthropic and Skills you build yourself in class. No third-party installs. Our policy is chosen to reflect real-world Enterprise best practices for careful curation, learning to evaluate the impact of a Skill or plugin before ever trusting it.


Participants will learn to:

  • Explain what a Skill is and how its description makes it trigger at the right moment
  • Build a Skill from one of your own recurring procedures and confirm it triggers on a natural request
  • Evaluate a Skill or plugin before trusting it

Topic Outline

Three Parts

Delivered across two live sessions · six hours total

Part 01Build a Skill

Your Way of Working

  • The instructions you keep repeating, and why a Skill handles it for you
  • What a Skill is: a small folder with a SKILL.md file, a name, a description, and instructions
  • Progressive disclosure in plain terms: a Skill stays out of the way until a request makes it relevant
  • The description is the trigger: naming the tasks, phrasings, and file types that should fire it
Part 02Plugins

More Than Skills

  • What a plugin is: a package that can bundle slash commands, Skills, hooks, subagents, and connectors, in any mix, and sometimes with no Skills at all
  • Why hooks change the trust math: shell scripts that run automatically on session events, with no request needed to trigger them
  • Privacy and security implications: how connectors and code that can access and/or share your information changes the security profile
  • Inspecting before installing: read the manifest, every SKILL.md and command, check hooks/ and scripts/ for executable code, and re-review on update
Part 03Trust and Governance

Install with Care

  • A live demo of a deliberately sneaky Skill that quietly reshapes your AI's behavior
  • A discussion about security, trust, and policy setting for your organization and personal usage

Upcoming Sessions

01Live online

September 9 & 11, 2026

Schedule
9:00 AM – 12:00 PM PST
Tuition
US$495
Instructors
Josh Alpert
02Live online

November 11 & 13, 2026

Schedule
9:00 AM – 12:00 PM PST
Tuition
US$495
Instructors
Josh Alpert

Programs can be customized for your organization. Delivered on-site, in-person, live-online, or asynchronously as a course library.
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