diff --git a/.prettierignore b/.prettierignore
index 5891d3d288..0457e60a3e 100644
--- a/.prettierignore
+++ b/.prettierignore
@@ -1,4 +1,5 @@
 /corporate/tests/stripe_fixtures
+/help/**/*.md
 /locale
 /static/third
 /templates/**/*.md
diff --git a/docs/documentation/helpcenter.md b/docs/documentation/helpcenter.md
index 616053e056..74999318bb 100644
--- a/docs/documentation/helpcenter.md
+++ b/docs/documentation/helpcenter.md
@@ -26,20 +26,18 @@ from the Internet, and we'd like the documentation to be available in that
 environment.
 
 The source for help center documentation is the Markdown files under
-`templates/zerver/help/` in the
-[main Zulip server repository](https://github.com/zulip/zulip). The file
-`foo.md` is automatically rendered by the `render_markdown_path` function in
-`zerver/templatetags/app_filters.py` when the user accesses a URL of the
-form `/help/foo`; with special cases for `/help/` going to `index.md` and
-`/help/unknown_article` going to `missing.md` (with a 404 response). Images
-are usually linked from `static/images/help/`.
+`help/` in the [main Zulip server repository](https://github.com/zulip/zulip).
+The file `foo.md` is automatically rendered by the `render_markdown_path`
+function in `zerver/templatetags/app_filters.py` when the user accesses a URL
+of the form `/help/foo`; with special cases for `/help/` going to `index.md`
+and `/help/unknown_article` going to `missing.md` (with a 404 response).
+Images are usually linked from `static/images/help/`.
 
 This means that you can contribute to the Zulip help center documentation
 by just adding to or editing the collection of Markdown files under
-`templates/zerver/help`. If you have the Zulip development environment
-set up, you simply need to reload your browser on
-`http://localhost:9991/help/foo` to see the latest version of `foo.md`
-rendered.
+`help/...`. If you have the Zulip development environment set up, you simply
+need to reload your browser on `http://localhost:9991/help/foo` to see the
+latest version of `foo.md` rendered.
 
 This system is designed to make writing and maintaining such documentation
 highly efficient. We link to the docs extensively from the landing pages and
@@ -69,9 +67,8 @@ the current documentation as a resource and guide as you begin.
 - Should the feature you're documenting be added or merged into an
   existing article?
 
-  - If so, you can locate that article in
-    `templates/zerver/help` and start working on updating it with
-    content about the new feature.
+  - If so, you can locate that article in `help/` and start working
+    on updating it with content about the new feature.
 
   - If not, choose an existing article to use as a template for your
     new article and make a list of which articles (or guides) would be
@@ -352,8 +349,7 @@ make use of `fa` as a base class.
 phrases and steps at the location of the macros. Macros help eliminate
 repeated content in our documentation.
 
-The source for macros is the Markdown files under
-`templates/zerver/help/include` in the
+The source for macros is the Markdown files under `help/include` in the
 [main Zulip server repository](https://github.com/zulip/zulip).
 
 - **Administrator only feature** `{!admin-only.md!}`: Notes that the feature
diff --git a/docs/tutorials/new-feature-tutorial.md b/docs/tutorials/new-feature-tutorial.md
index 0cebbc6c7b..56ef7aa2c4 100644
--- a/docs/tutorials/new-feature-tutorial.md
+++ b/docs/tutorials/new-feature-tutorial.md
@@ -68,7 +68,7 @@ organization in Zulip). The following files are involved in the process:
 
 - `zerver/openapi/zulip.yaml`: OpenAPI definitions for the Zulip REST API.
 - `templates/zerver/api/changelog.md`: documentation listing all changes to the Zulip Server API.
-- `templates/zerver/help/...`: end user facing documentation (Help Center) for the application.
+- `help/...`: end user facing documentation (Help Center) for the application.
 
 ### Adding a field to the database
 
@@ -157,10 +157,10 @@ For detailed information on the kinds of documentation Zulip has, see
 [Documentation](../documentation/overview.md).
 
 **Help center documentation:** You will likely need to at least update,
-extend and link to `/help/` articles that are related to your new
-feature. [Writing help center articles](../documentation/helpcenter.md)
+extend and link to articles in the `help/` directory that are related
+to your new feature. [Writing help center articles](../documentation/helpcenter.md)
 provides more detailed information about writing and editing feature
-`/help/` articles.
+`help/` directory articles.
 
 **API documentation:** A new feature will probably impact the REST API
 documentation as well, which will mean updating `zerver/openapi/zulip.yaml`
@@ -696,10 +696,10 @@ this feature would be to update and/or augment Zulip's existing
 changes and additions.
 
 At the very least, this will involve modifying (or adding) a Markdown
-file documenting the feature to `templates/zerver/help/` in the main
-Zulip server repository, where the source for Zulip's end user
-documentation is stored. Details about writing, editing and testing
-these Markdown files can be found in:
+file documenting the feature in the `help/` directory of the main Zulip
+server repository, where the source for Zulip's end user documentation
+is stored. Details about writing, editing and testing these Markdown
+files can be found in:
 [Writing help center articles](../documentation/helpcenter.md).
 
 Also, new features will often impact Zulip's REST API documentation,
diff --git a/templates/zerver/help/add-a-bot-or-integration.md b/help/add-a-bot-or-integration.md
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diff --git a/templates/zerver/help/add-a-custom-linkifier.md b/help/add-a-custom-linkifier.md
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diff --git a/templates/zerver/help/add-or-remove-users-from-a-stream.md b/help/add-or-remove-users-from-a-stream.md
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diff --git a/templates/zerver/help/all-messages.md b/help/all-messages.md
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diff --git a/templates/zerver/help/allow-image-link-previews.md b/help/allow-image-link-previews.md
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rename to help/message-actions.md
diff --git a/templates/zerver/help/message-retention-policy.md b/help/message-retention-policy.md
similarity index 100%
rename from templates/zerver/help/message-retention-policy.md
rename to help/message-retention-policy.md
diff --git a/templates/zerver/help/messaging-tips.md b/help/messaging-tips.md
similarity index 100%
rename from templates/zerver/help/messaging-tips.md
rename to help/messaging-tips.md
diff --git a/templates/zerver/help/migrating-from-other-chat-tools.md b/help/migrating-from-other-chat-tools.md
similarity index 100%
rename from templates/zerver/help/migrating-from-other-chat-tools.md
rename to help/migrating-from-other-chat-tools.md
diff --git a/templates/zerver/help/missing.md b/help/missing.md
similarity index 100%
rename from templates/zerver/help/missing.md
rename to help/missing.md
diff --git a/templates/zerver/help/mobile-notifications.md b/help/mobile-notifications.md
similarity index 100%
rename from templates/zerver/help/mobile-notifications.md
rename to help/mobile-notifications.md
diff --git a/templates/zerver/help/moderating-open-organizations.md b/help/moderating-open-organizations.md
similarity index 100%
rename from templates/zerver/help/moderating-open-organizations.md
rename to help/moderating-open-organizations.md
diff --git a/templates/zerver/help/move-content-to-another-stream.md b/help/move-content-to-another-stream.md
similarity index 100%
rename from templates/zerver/help/move-content-to-another-stream.md
rename to help/move-content-to-another-stream.md
diff --git a/templates/zerver/help/move-content-to-another-topic.md b/help/move-content-to-another-topic.md
similarity index 100%
rename from templates/zerver/help/move-content-to-another-topic.md
rename to help/move-content-to-another-topic.md
diff --git a/templates/zerver/help/mute-a-stream.md b/help/mute-a-stream.md
similarity index 100%
rename from templates/zerver/help/mute-a-stream.md
rename to help/mute-a-stream.md
diff --git a/templates/zerver/help/mute-a-topic.md b/help/mute-a-topic.md
similarity index 100%
rename from templates/zerver/help/mute-a-topic.md
rename to help/mute-a-topic.md
diff --git a/templates/zerver/help/mute-a-user.md b/help/mute-a-user.md
similarity index 100%
rename from templates/zerver/help/mute-a-user.md
rename to help/mute-a-user.md
diff --git a/templates/zerver/help/open-the-compose-box.md b/help/open-the-compose-box.md
similarity index 100%
rename from templates/zerver/help/open-the-compose-box.md
rename to help/open-the-compose-box.md
diff --git a/templates/zerver/help/organization-type.md b/help/organization-type.md
similarity index 100%
rename from templates/zerver/help/organization-type.md
rename to help/organization-type.md
diff --git a/templates/zerver/help/organize-the-streams-sidebar.md b/help/organize-the-streams-sidebar.md
similarity index 100%
rename from templates/zerver/help/organize-the-streams-sidebar.md
rename to help/organize-the-streams-sidebar.md
diff --git a/templates/zerver/help/pin-a-stream.md b/help/pin-a-stream.md
similarity index 100%
rename from templates/zerver/help/pin-a-stream.md
rename to help/pin-a-stream.md
diff --git a/templates/zerver/help/pm-mention-alert-notifications.md b/help/pm-mention-alert-notifications.md
similarity index 100%
rename from templates/zerver/help/pm-mention-alert-notifications.md
rename to help/pm-mention-alert-notifications.md
diff --git a/templates/zerver/help/preview-your-message-before-sending.md b/help/preview-your-message-before-sending.md
similarity index 100%
rename from templates/zerver/help/preview-your-message-before-sending.md
rename to help/preview-your-message-before-sending.md
diff --git a/templates/zerver/help/private-messages.md b/help/private-messages.md
similarity index 100%
rename from templates/zerver/help/private-messages.md
rename to help/private-messages.md
diff --git a/templates/zerver/help/public-access-option.md b/help/public-access-option.md
similarity index 100%
rename from templates/zerver/help/public-access-option.md
rename to help/public-access-option.md
diff --git a/templates/zerver/help/quote-and-reply.md b/help/quote-and-reply.md
similarity index 100%
rename from templates/zerver/help/quote-and-reply.md
rename to help/quote-and-reply.md
diff --git a/templates/zerver/help/read-receipts.md b/help/read-receipts.md
similarity index 100%
rename from templates/zerver/help/read-receipts.md
rename to help/read-receipts.md
diff --git a/templates/zerver/help/reading-pms.md b/help/reading-pms.md
similarity index 100%
rename from templates/zerver/help/reading-pms.md
rename to help/reading-pms.md
diff --git a/templates/zerver/help/reading-strategies.md b/help/reading-strategies.md
similarity index 100%
rename from templates/zerver/help/reading-strategies.md
rename to help/reading-strategies.md
diff --git a/templates/zerver/help/reading-topics.md b/help/reading-topics.md
similarity index 100%
rename from templates/zerver/help/reading-topics.md
rename to help/reading-topics.md
diff --git a/templates/zerver/help/recent-conversations.md b/help/recent-conversations.md
similarity index 100%
rename from templates/zerver/help/recent-conversations.md
rename to help/recent-conversations.md
diff --git a/templates/zerver/help/rename-a-stream.md b/help/rename-a-stream.md
similarity index 100%
rename from templates/zerver/help/rename-a-stream.md
rename to help/rename-a-stream.md
diff --git a/templates/zerver/help/rename-a-topic.md b/help/rename-a-topic.md
similarity index 100%
rename from templates/zerver/help/rename-a-topic.md
rename to help/rename-a-topic.md
diff --git a/templates/zerver/help/replying-to-messages.md b/help/replying-to-messages.md
similarity index 100%
rename from templates/zerver/help/replying-to-messages.md
rename to help/replying-to-messages.md
diff --git a/templates/zerver/help/request-an-integration.md b/help/request-an-integration.md
similarity index 100%
rename from templates/zerver/help/request-an-integration.md
rename to help/request-an-integration.md
diff --git a/templates/zerver/help/require-topics.md b/help/require-topics.md
similarity index 100%
rename from templates/zerver/help/require-topics.md
rename to help/require-topics.md
diff --git a/templates/zerver/help/resize-the-compose-box.md b/help/resize-the-compose-box.md
similarity index 100%
rename from templates/zerver/help/resize-the-compose-box.md
rename to help/resize-the-compose-box.md
diff --git a/templates/zerver/help/resolve-a-topic.md b/help/resolve-a-topic.md
similarity index 100%
rename from templates/zerver/help/resolve-a-topic.md
rename to help/resolve-a-topic.md
diff --git a/templates/zerver/help/restrict-account-creation.md b/help/restrict-account-creation.md
similarity index 100%
rename from templates/zerver/help/restrict-account-creation.md
rename to help/restrict-account-creation.md
diff --git a/templates/zerver/help/restrict-bot-creation.md b/help/restrict-bot-creation.md
similarity index 100%
rename from templates/zerver/help/restrict-bot-creation.md
rename to help/restrict-bot-creation.md
diff --git a/templates/zerver/help/restrict-name-and-email-changes.md b/help/restrict-name-and-email-changes.md
similarity index 100%
rename from templates/zerver/help/restrict-name-and-email-changes.md
rename to help/restrict-name-and-email-changes.md
diff --git a/templates/zerver/help/restrict-permissions-of-new-members.md b/help/restrict-permissions-of-new-members.md
similarity index 100%
rename from templates/zerver/help/restrict-permissions-of-new-members.md
rename to help/restrict-permissions-of-new-members.md
diff --git a/templates/zerver/help/restrict-private-messages.md b/help/restrict-private-messages.md
similarity index 100%
rename from templates/zerver/help/restrict-private-messages.md
rename to help/restrict-private-messages.md
diff --git a/templates/zerver/help/restrict-profile-picture-changes.md b/help/restrict-profile-picture-changes.md
similarity index 100%
rename from templates/zerver/help/restrict-profile-picture-changes.md
rename to help/restrict-profile-picture-changes.md
diff --git a/templates/zerver/help/restrict-visibility-of-email-addresses.md b/help/restrict-visibility-of-email-addresses.md
similarity index 100%
rename from templates/zerver/help/restrict-visibility-of-email-addresses.md
rename to help/restrict-visibility-of-email-addresses.md
diff --git a/templates/zerver/help/restrict-wildcard-mentions.md b/help/restrict-wildcard-mentions.md
similarity index 100%
rename from templates/zerver/help/restrict-wildcard-mentions.md
rename to help/restrict-wildcard-mentions.md
diff --git a/templates/zerver/help/review-your-organization-settings.md b/help/review-your-organization-settings.md
similarity index 100%
rename from templates/zerver/help/review-your-organization-settings.md
rename to help/review-your-organization-settings.md
diff --git a/templates/zerver/help/review-your-settings.md b/help/review-your-settings.md
similarity index 100%
rename from templates/zerver/help/review-your-settings.md
rename to help/review-your-settings.md
diff --git a/templates/zerver/help/roles-and-permissions.md b/help/roles-and-permissions.md
similarity index 100%
rename from templates/zerver/help/roles-and-permissions.md
rename to help/roles-and-permissions.md
diff --git a/templates/zerver/help/saml-authentication.md b/help/saml-authentication.md
similarity index 100%
rename from templates/zerver/help/saml-authentication.md
rename to help/saml-authentication.md
diff --git a/templates/zerver/help/scim.md b/help/scim.md
similarity index 100%
rename from templates/zerver/help/scim.md
rename to help/scim.md
diff --git a/templates/zerver/help/search-for-messages.md b/help/search-for-messages.md
similarity index 100%
rename from templates/zerver/help/search-for-messages.md
rename to help/search-for-messages.md
diff --git a/templates/zerver/help/set-default-streams-for-new-users.md b/help/set-default-streams-for-new-users.md
similarity index 100%
rename from templates/zerver/help/set-default-streams-for-new-users.md
rename to help/set-default-streams-for-new-users.md
diff --git a/templates/zerver/help/set-up-integrations.md b/help/set-up-integrations.md
similarity index 100%
rename from templates/zerver/help/set-up-integrations.md
rename to help/set-up-integrations.md
diff --git a/templates/zerver/help/set-up-your-account.md b/help/set-up-your-account.md
similarity index 100%
rename from templates/zerver/help/set-up-your-account.md
rename to help/set-up-your-account.md
diff --git a/templates/zerver/help/setting-up-zulip-for-a-class.md b/help/setting-up-zulip-for-a-class.md
similarity index 100%
rename from templates/zerver/help/setting-up-zulip-for-a-class.md
rename to help/setting-up-zulip-for-a-class.md
diff --git a/templates/zerver/help/share-and-upload-files.md b/help/share-and-upload-files.md
similarity index 100%
rename from templates/zerver/help/share-and-upload-files.md
rename to help/share-and-upload-files.md
diff --git a/templates/zerver/help/star-a-message.md b/help/star-a-message.md
similarity index 100%
rename from templates/zerver/help/star-a-message.md
rename to help/star-a-message.md
diff --git a/templates/zerver/help/start-a-call.md b/help/start-a-call.md
similarity index 100%
rename from templates/zerver/help/start-a-call.md
rename to help/start-a-call.md
diff --git a/templates/zerver/help/start-a-new-topic.md b/help/start-a-new-topic.md
similarity index 100%
rename from templates/zerver/help/start-a-new-topic.md
rename to help/start-a-new-topic.md
diff --git a/templates/zerver/help/starting-a-new-private-thread.md b/help/starting-a-new-private-thread.md
similarity index 100%
rename from templates/zerver/help/starting-a-new-private-thread.md
rename to help/starting-a-new-private-thread.md
diff --git a/templates/zerver/help/starting-a-new-topic.md b/help/starting-a-new-topic.md
similarity index 100%
rename from templates/zerver/help/starting-a-new-topic.md
rename to help/starting-a-new-topic.md
diff --git a/templates/zerver/help/status-and-availability.md b/help/status-and-availability.md
similarity index 100%
rename from templates/zerver/help/status-and-availability.md
rename to help/status-and-availability.md
diff --git a/templates/zerver/help/stream-notifications.md b/help/stream-notifications.md
similarity index 100%
rename from templates/zerver/help/stream-notifications.md
rename to help/stream-notifications.md
diff --git a/templates/zerver/help/stream-permissions.md b/help/stream-permissions.md
similarity index 100%
rename from templates/zerver/help/stream-permissions.md
rename to help/stream-permissions.md
diff --git a/templates/zerver/help/stream-sending-policy.md b/help/stream-sending-policy.md
similarity index 100%
rename from templates/zerver/help/stream-sending-policy.md
rename to help/stream-sending-policy.md
diff --git a/templates/zerver/help/streams-and-topics.md b/help/streams-and-topics.md
similarity index 100%
rename from templates/zerver/help/streams-and-topics.md
rename to help/streams-and-topics.md
diff --git a/templates/zerver/help/switching-between-organizations.md b/help/switching-between-organizations.md
similarity index 100%
rename from templates/zerver/help/switching-between-organizations.md
rename to help/switching-between-organizations.md
diff --git a/templates/zerver/help/trying-out-zulip.md b/help/trying-out-zulip.md
similarity index 100%
rename from templates/zerver/help/trying-out-zulip.md
rename to help/trying-out-zulip.md
diff --git a/templates/zerver/help/typing-notifications.md b/help/typing-notifications.md
similarity index 100%
rename from templates/zerver/help/typing-notifications.md
rename to help/typing-notifications.md
diff --git a/templates/zerver/help/unsubscribe-from-a-stream.md b/help/unsubscribe-from-a-stream.md
similarity index 100%
rename from templates/zerver/help/unsubscribe-from-a-stream.md
rename to help/unsubscribe-from-a-stream.md
diff --git a/templates/zerver/help/user-cards.md b/help/user-cards.md
similarity index 100%
rename from templates/zerver/help/user-cards.md
rename to help/user-cards.md
diff --git a/templates/zerver/help/user-groups.md b/help/user-groups.md
similarity index 100%
rename from templates/zerver/help/user-groups.md
rename to help/user-groups.md
diff --git a/templates/zerver/help/using-zulip-for-a-class.md b/help/using-zulip-for-a-class.md
similarity index 100%
rename from templates/zerver/help/using-zulip-for-a-class.md
rename to help/using-zulip-for-a-class.md
diff --git a/templates/zerver/help/using-zulip-via-email.md b/help/using-zulip-via-email.md
similarity index 100%
rename from templates/zerver/help/using-zulip-via-email.md
rename to help/using-zulip-via-email.md
diff --git a/templates/zerver/help/verify-your-message-was-successfully-sent.md b/help/verify-your-message-was-successfully-sent.md
similarity index 100%
rename from templates/zerver/help/verify-your-message-was-successfully-sent.md
rename to help/verify-your-message-was-successfully-sent.md
diff --git a/templates/zerver/help/view-a-messages-edit-history.md b/help/view-a-messages-edit-history.md
similarity index 100%
rename from templates/zerver/help/view-a-messages-edit-history.md
rename to help/view-a-messages-edit-history.md
diff --git a/templates/zerver/help/view-all-bots-in-your-organization.md b/help/view-all-bots-in-your-organization.md
similarity index 100%
rename from templates/zerver/help/view-all-bots-in-your-organization.md
rename to help/view-all-bots-in-your-organization.md
diff --git a/templates/zerver/help/view-and-browse-images.md b/help/view-and-browse-images.md
similarity index 100%
rename from templates/zerver/help/view-and-browse-images.md
rename to help/view-and-browse-images.md
diff --git a/templates/zerver/help/view-and-edit-your-message-drafts.md b/help/view-and-edit-your-message-drafts.md
similarity index 100%
rename from templates/zerver/help/view-and-edit-your-message-drafts.md
rename to help/view-and-edit-your-message-drafts.md
diff --git a/templates/zerver/help/view-messages-sent-by-a-user.md b/help/view-messages-sent-by-a-user.md
similarity index 100%
rename from templates/zerver/help/view-messages-sent-by-a-user.md
rename to help/view-messages-sent-by-a-user.md
diff --git a/templates/zerver/help/view-someones-profile.md b/help/view-someones-profile.md
similarity index 100%
rename from templates/zerver/help/view-someones-profile.md
rename to help/view-someones-profile.md
diff --git a/templates/zerver/help/view-the-exact-time-a-message-was-sent.md b/help/view-the-exact-time-a-message-was-sent.md
similarity index 100%
rename from templates/zerver/help/view-the-exact-time-a-message-was-sent.md
rename to help/view-the-exact-time-a-message-was-sent.md
diff --git a/templates/zerver/help/view-the-markdown-source-of-a-message.md b/help/view-the-markdown-source-of-a-message.md
similarity index 100%
rename from templates/zerver/help/view-the-markdown-source-of-a-message.md
rename to help/view-the-markdown-source-of-a-message.md
diff --git a/templates/zerver/help/view-your-mentions.md b/help/view-your-mentions.md
similarity index 100%
rename from templates/zerver/help/view-your-mentions.md
rename to help/view-your-mentions.md
diff --git a/templates/zerver/help/view-zulip-version.md b/help/view-zulip-version.md
similarity index 100%
rename from templates/zerver/help/view-zulip-version.md
rename to help/view-zulip-version.md
diff --git a/templates/zerver/help/zulip-cloud-billing.md b/help/zulip-cloud-billing.md
similarity index 100%
rename from templates/zerver/help/zulip-cloud-billing.md
rename to help/zulip-cloud-billing.md
diff --git a/templates/zerver/help/zulip-cloud-or-self-hosting.md b/help/zulip-cloud-or-self-hosting.md
similarity index 100%
rename from templates/zerver/help/zulip-cloud-or-self-hosting.md
rename to help/zulip-cloud-or-self-hosting.md
diff --git a/templates/zerver/help/zulip-in-a-terminal.md b/help/zulip-in-a-terminal.md
similarity index 100%
rename from templates/zerver/help/zulip-in-a-terminal.md
rename to help/zulip-in-a-terminal.md
diff --git a/templates/zerver/documentation_main.html b/templates/zerver/documentation_main.html
index f6bd8cf2b7..20d5fa1515 100644
--- a/templates/zerver/documentation_main.html
+++ b/templates/zerver/documentation_main.html
@@ -18,7 +18,7 @@
             {% if page_is_policy_center %}
             {{ render_markdown_path(sidebar_index, pure_markdown=True) }}
             {% elif page_is_help_center %}
-            {{ render_markdown_path(sidebar_index, context=api_uri_context, help_center=True) }}
+            {{ render_markdown_path(sidebar_index, pure_markdown=True) }}
             {% else %}
             {{ render_markdown_path(sidebar_index, api_uri_context) }}
             {% endif %}
@@ -38,7 +38,7 @@
             {% if page_is_policy_center %}
             {{ render_markdown_path(article, pure_markdown=True) }}
             {% elif page_is_help_center %}
-            {{ render_markdown_path(article, context=api_uri_context, help_center=True) }}
+            {{ render_markdown_path(article, context=api_uri_context, help_center=True, pure_markdown=True) }}
             {% else %}
             {{ render_markdown_path(article, api_uri_context) }}
             {% endif %}
diff --git a/tools/linter_lib/custom_check.py b/tools/linter_lib/custom_check.py
index c905fdca2a..e15de04c6e 100644
--- a/tools/linter_lib/custom_check.py
+++ b/tools/linter_lib/custom_check.py
@@ -857,7 +857,7 @@ markdown_rules = RuleList(
             "description": "Don't link directly to line numbers",
         },
     ],
-    exclude_files_in="templates/zerver/help/",
+    exclude_files_in="help/",
 )
 
 help_markdown_rules = RuleList(
@@ -867,13 +867,13 @@ help_markdown_rules = RuleList(
         {
             "pattern": "[a-z][.][A-Z]",
             "description": "Likely missing space after end of sentence",
-            "include_only": {"templates/zerver/help/"},
+            "include_only": {"help/"},
             "exclude_pattern": "Rocket.Chat",
         },
         {
             "pattern": r"\b[rR]ealm[s]?\b",
-            "include_only": {"templates/zerver/help/"},
-            "exclude": {"templates/zerver/help/change-organization-url.md"},
+            "include_only": {"help/"},
+            "exclude": {"help/change-organization-url.md"},
             "good_lines": ["Organization", "deactivate_realm", "realm_filter"],
             "bad_lines": ["Users are in a realm", "Realm is the best model"],
             "description": "Realms are referred to as Organizations in user-facing docs.",
diff --git a/tools/setup/emoji/emoji_setup_utils.py b/tools/setup/emoji/emoji_setup_utils.py
index d8b5773bdc..14f87c4e6e 100644
--- a/tools/setup/emoji/emoji_setup_utils.py
+++ b/tools/setup/emoji/emoji_setup_utils.py
@@ -34,7 +34,7 @@ REMAPPED_EMOJIS = {
 }
 
 # Emoticons and which emoji they should become. Duplicate emoji are allowed.
-# Changes here should be mimicked in `templates/zerver/help/enable-emoticon-translations.md`.
+# Changes here should be mimicked in `help/enable-emoticon-translations.md`.
 EMOTICON_CONVERSIONS = {
     ":)": ":smile:",
     "(:": ":smile:",
diff --git a/zerver/lib/templates.py b/zerver/lib/templates.py
index 5b20434704..fdd9182213 100644
--- a/zerver/lib/templates.py
+++ b/zerver/lib/templates.py
@@ -151,9 +151,7 @@ def render_markdown_path(
             base_path="templates/zerver/integrations/include/"
         )
     elif help_center:
-        md_macro_extension = zerver.lib.markdown.include.makeExtension(
-            base_path="templates/zerver/help/include/"
-        )
+        md_macro_extension = zerver.lib.markdown.include.makeExtension(base_path="help/include/")
     else:
         md_macro_extension = zerver.lib.markdown.include.makeExtension(
             base_path="templates/zerver/api/include/"
diff --git a/zerver/tests/test_urls.py b/zerver/tests/test_urls.py
index 7e5c1450bb..6cd7c28b83 100644
--- a/zerver/tests/test_urls.py
+++ b/zerver/tests/test_urls.py
@@ -67,12 +67,12 @@ class PublicURLTest(ZulipTestCase):
             404: ["/help/nonexistent", "/help/include/admin", "/help/" + "z" * 1000],
         }
 
-        # Add all files in 'templates/zerver/help' directory (except for 'main.html' and
-        # 'index.md') to `get_urls['200']` list.
-        for doc in os.listdir("./templates/zerver/help"):
+        # Add all files in help documentation directory (except for 'index.md',
+        # 'missing.md' and `help/include/` files) to `get_urls['200']` list.
+        for doc in os.listdir("./help"):
             if doc.startswith(".") or "~" in doc or "#" in doc:
                 continue  # nocoverage -- just here for convenience
-            if doc not in {"main.html", "index.md", "include", "missing.md"}:
+            if doc not in {"index.md", "include", "missing.md"}:
                 get_urls[200].append("/help/" + os.path.splitext(doc)[0])  # Strip the extension.
 
         post_urls = {
diff --git a/zerver/views/documentation.py b/zerver/views/documentation.py
index ccb1fbd6b0..e2f472a375 100644
--- a/zerver/views/documentation.py
+++ b/zerver/views/documentation.py
@@ -68,6 +68,7 @@ class ApiURLView(TemplateView):
 class MarkdownDirectoryView(ApiURLView):
     path_template = ""
     policies_view = False
+    help_view = False
 
     def get_path(self, article: str) -> DocumentationArticle:
         http_status = 200
@@ -86,10 +87,8 @@ class MarkdownDirectoryView(ApiURLView):
         endpoint_name = None
         endpoint_method = None
 
-        if self.policies_view and self.path_template.startswith("/"):
-            # This block is required because neither the Django
-            # template loader nor the article_path logic below support
-            # settings.POLICIES_DIRECTORY being an absolute path.
+        # Absolute path cases
+        if (self.policies_view or self.help_view) and self.path_template.startswith("/"):
             if not os.path.exists(path):
                 article = "missing"
                 http_status = 404
@@ -165,7 +164,7 @@ class MarkdownDirectoryView(ApiURLView):
                 settings.DEPLOY_ROOT, "templates", documentation_article.article_path
             )
 
-        if self.path_template == "/zerver/help/%s.md":
+        if self.help_view:
             context["page_is_help_center"] = True
             context["doc_root"] = "/help/"
             context["doc_root_title"] = "Help center"
diff --git a/zproject/urls.py b/zproject/urls.py
index 6f69e3b338..a808058708 100644
--- a/zproject/urls.py
+++ b/zproject/urls.py
@@ -781,7 +781,9 @@ urls += [
 
 # User documentation site
 help_documentation_view = MarkdownDirectoryView.as_view(
-    template_name="zerver/documentation_main.html", path_template="/zerver/help/%s.md"
+    template_name="zerver/documentation_main.html",
+    path_template=f"{settings.DEPLOY_ROOT}/help/%s.md",
+    help_view=True,
 )
 api_documentation_view = MarkdownDirectoryView.as_view(
     template_name="zerver/documentation_main.html", path_template="/zerver/api/%s.md"