codio · shajason · Jan 13, 2026 · Jan 8, 2026 · Jan 8, 2026 · Jan 9, 2026
diff --git a/source/common/tools/student-virtual-coach.rst b/source/common/tools/student-virtual-coach.rst
@@ -7,50 +7,48 @@
 Virtual Coach 
 =============
 
-The Virtual Coach can help you understand the error messages you have received, gain a better understanding of the assignment prompt, or receive a hint about the next possible steps.
+The Virtual Coach can help you understand error messages, gain a better understanding of the assignment prompt, or receive a hint about the next possible steps.
 
 .. note::
    Virtual Coach responses may be AI-generated. Always verify suggestions against your assignment, course materials, and instructor guidance.
 
-To open Virtual Coach, click the Chatbot icon at the bottom-right corner of the screen. This icon will only be available if your teachers enable this feature.
+To open the Virtual Coach, click the Chatbot icon at the bottom-right corner of the screen. This icon will only be available if your instructor has enabled this feature.
 
 
-.. image:: /img/chatbot-icon.png
-   :alt: ChatBot icon at the bottom left corner
+.. image:: /img/vc-and-extensions/coach-icon.png
+   :alt: Virtual Coach icon at the bottom right corner
 
 
 
-When you open Virtual Coach, you will see up to three options depending on the settings applied. If there is no guide in the assignment, only error message augmentation will be available.
+When you open Virtual Coach, you will see the options your instructor has enabled. If there is no guide in the assignment, only error message augmentation will be available.
 
 
-.. image:: /img/Hint-Bot.png
-   :alt: ChatBot window with three options
+.. image:: /img/vc-and-extensions/student-view-coach.png
+   :alt: The student view of Virtual Coach
 
 
 
-- **Summarize what I need to do**: This option summarizes the text in the guide on the page and provides you with an enumerated set of steps.
+- **Summarize what I need to do**: This option summarizes the instructions and provides you with an enumerated set of steps.
 
 
 
-.. image:: /img/Summarise-bot.png
-   :alt: Summary of the assessment by chatbot
+.. image:: /img/vc-and-extensions/student-vc-summary.png
+   :alt: The student view of an assignment summary in Virtual Coach
 
 
 
-- **Explain an error**: Provides detailed explanations of error messages. After clicking this option, you must paste in the error message text you wish to have explained
+- **Explain an error**: Provides detailed explanations of error messages. After clicking this option, you must paste in the error message text.
 
 
-.. image:: /img/Explain-error.png
-   :alt: Explain an error by chatbot
+.. image:: /img/vc-and-extensions/student-vc-error.png
+   :alt: The student view of an error explanation in Virtual Coach
 
 
 
 - **Provide a hint on what to do next**: Provides you with ideas for the next steps you can take to complete your assignment.
 
+.. image:: /img/vc-and-extensions/student-vc-hint.png
+   :alt: The student view of next steps hints in Virtual Coach
 
-.. image:: /img/chatbot-hint-option.png
-   :alt: Hint option by chatbot
-
-
-You can provide feedback on the Virtual Coach’s responses by using the thumbs up icon to vote up or the thumbs down icon to vote down the responses.
-You can also resize the chatbot window by dragging the circle that appears at the top left corner.
+You can provide feedback on the Virtual Coach’s responses by using the thumbs up or thumbs down icon.
+The Virtual Coach window may be resized by dragging the resizing icon in the upper left corner.
diff --git a/source/img/Assignment-settings-Vc.png b/source/img/Assignment-settings-Vc.png
diff --git a/source/img/Explain-error.png b/source/img/Explain-error.png
diff --git a/source/img/Hint-Bot.png b/source/img/Hint-Bot.png
diff --git a/source/img/Summarise-bot.png b/source/img/Summarise-bot.png
diff --git a/source/img/chatbot-hint-option.png b/source/img/chatbot-hint-option.png
diff --git a/source/img/chatbot-icon.png b/source/img/chatbot-icon.png
diff --git a/source/img/course_settings/course-level-extensions.png b/source/img/course_settings/course-level-extensions.png
diff --git a/source/img/extensions-virtual-coach.png b/source/img/extensions-virtual-coach.png
diff --git a/source/img/manage_organization/customextension.png b/source/img/manage_organization/customextension.png
diff --git a/source/img/vc-and-extensions/coach-assignment-settings.png b/source/img/vc-and-extensions/coach-assignment-settings.png
diff --git a/source/img/vc-and-extensions/coach-icon.png b/source/img/vc-and-extensions/coach-icon.png
diff --git a/source/img/vc-and-extensions/preference-extensions.png b/source/img/vc-and-extensions/preference-extensions.png
diff --git a/source/img/vc-and-extensions/student-vc-error.png b/source/img/vc-and-extensions/student-vc-error.png
diff --git a/source/img/vc-and-extensions/student-vc-hint.png b/source/img/vc-and-extensions/student-vc-hint.png
diff --git a/source/img/vc-and-extensions/student-vc-summary.png b/source/img/vc-and-extensions/student-vc-summary.png
diff --git a/source/img/vc-and-extensions/student-view-coach.png b/source/img/vc-and-extensions/student-view-coach.png
diff --git a/source/instructors/admin/organization/org-extensions.rst b/source/instructors/admin/organization/org-extensions.rst
@@ -0,0 +1,22 @@
+.. meta::
+   :description: Adding custom extensions to your organization
+
+.. _org-extensions:
+
+
+Custom Organization Extensions
+==============================
+
+You can add custom extensions similar to the Virtual Coach extensions supplied by Codio. More information about custom extensions can be found on the :ref:`Virtual Coach <virtual-coach>` page.
+
+1. Click your username in the top-right corner, then select **Organization** from the menu.
+
+2. In the **Organizations** tab, click the name of your organization.
+
+   .. image:: /img/class_administration/createanorganization/organizations.png
+      :alt: My Organizations
+
+3. Click the **Extensions** tab.
+
+   .. image:: /img/manage_organization/customextension.png
+      :alt: Organization Extensions Tab
diff --git a/source/instructors/admin/organization/organisation.rst b/source/instructors/admin/organization/organisation.rst
@@ -22,6 +22,7 @@ Organization settings
    gigabox-usage
    delete-org
    org-contact-url
+   org-extensions
    auto-release-grades
    hide-av
    student-email
@@ -52,6 +53,7 @@ The person who creates the organization in Codio is the owner and is given the a
 - :ref:`Gigaboxes <gigabox-usage>`
 - :ref:`Delete an Organization <delete-org>`
 - :ref:`Set Organization Contact URL <org-contact-url>`
+- :ref:`Configure Organization Extensions <org-extensions>`
 - :ref:`Enable/Disable Release Grade Automatically <auto-release-grades>`
 - :ref:`Hide A/V calls <hideav>`
 - :ref:`Set up SSO Integration <sso-integration>`

diff --git a/source/instructors/admin/organization/prompt-management.rst b/source/instructors/admin/organization/prompt-management.rst
@@ -33,7 +33,7 @@ Enter your prompt text and specify the data you want to include as context.
 - Click **Create** once you have entered all the information.
 
 .. note::
-   Files are retrieved dynamically on the server when the assistant is used. If a referenced file is deleted or doesn’t exist after the prompt is created, an empty string is sent as context.
+   Files are retrieved dynamically on the server when the assistant is used. If a referenced file is deleted or doesn't exist after the prompt is created, an empty string is sent as context.
 
 .. image:: /img/manage_organization/promptmanagement.png
     :alt: The prompt management dialog
@@ -111,3 +111,27 @@ Using the Prompt in a Custom Extension
     }
     })(window.codioIDE, window)
 
+
+Using Wildcards to Reference Files in Custom Assistants
+~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
+
+You can use wildcards to reference files. These are useful when your assignments contain files with different names. Wildcards follow standard glob patterns (e.g., * matches zero or more characters). 
+
+.. note:: When multiple files match, the first match in alphabetical order is selected.
+
+Here is an example:
+
+.. code:: none
+
+    Here is the question the student is working on:
+    <assignment>
+    {{"type": "VARIABLE", "name": "GUIDE_CONTENT"}}
+    </assignment>
+    Here's the sample solution for the question:
+    <solution>
+    {{"type": "INSTRUCTOR_VIEW", "filepath": ".guides/secure/lab*.py"}}
+    </solution>
+    Here's the starter code for the assignment:
+    <starter>
+    {{"type": "STARTER_CODE", "filepath": "lab*.py"}}
+    </starter>
diff --git a/source/instructors/getstarted/support/changelog.rst b/source/instructors/getstarted/support/changelog.rst
@@ -13,9 +13,14 @@ We do not report small bug fixes or issues that affect individual users, who we
 `[I]` = Update or improvement
 `[F]` = New feature
 
+**January 2026**
+
+- `[I] [7th]`: Add a way to :ref:`Enable or disable extensions on a course level <course-coach-settings>`.
+
 **December 2025**
 
 - `[I] [19th]`: Add a way to :ref:`remove any organization member <remove-org-members>`.
+- `[I] [18th]`: Added support for wildcards in file names for :ref:`custom assistants <prompt-management>`.
 - `[I] [12th]`: Added support for the :ref:`Jupyter Collaboration Extension <jupyter>`.
 
 **November 2025**