diff --git a/client/components/app/LazyBookshelf.vue b/client/components/app/LazyBookshelf.vue
index 4c72d0d78..93b8df60f 100644
--- a/client/components/app/LazyBookshelf.vue
+++ b/client/components/app/LazyBookshelf.vue
@@ -22,7 +22,7 @@
       <div v-if="entityName === 'collections' || entityName === 'playlists'" class="flex justify-center mt-4">
         {{ emptyMessageHelp }}
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/collections" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/overview" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/components/modals/ShareModal.vue b/client/components/modals/ShareModal.vue
index bd0c9acfb..3dc1d8057 100644
--- a/client/components/modals/ShareModal.vue
+++ b/client/components/modals/ShareModal.vue
@@ -8,7 +8,7 @@
     <div class="px-6 py-8 w-full text-sm rounded-lg bg-bg shadow-lg border border-black-300 overflow-y-auto overflow-x-hidden" style="max-height: 80vh">
       <div class="absolute top-0 right-0 p-4">
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/media-item-shares" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/public-shares#media-item-shares" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/components/modals/collections/AddCreateModal.vue b/client/components/modals/collections/AddCreateModal.vue
index f0d43c14f..a2bee16a6 100644
--- a/client/components/modals/collections/AddCreateModal.vue
+++ b/client/components/modals/collections/AddCreateModal.vue
@@ -25,7 +25,7 @@
             <div class="text-sm flex items-center justify-center text-gray-200">
               <p>{{ $strings.MessageBookshelfNoCollectionsHelp }}</p>
               <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-                <a href="https://www.audiobookshelf.org/guides/collections" target="_blank" class="inline-flex">
+                <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/overview" target="_blank" class="inline-flex">
                   <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
                 </a>
               </ui-tooltip>
diff --git a/client/components/modals/libraries/LibraryScannerSettings.vue b/client/components/modals/libraries/LibraryScannerSettings.vue
index b27925ce4..6a8856a0e 100644
--- a/client/components/modals/libraries/LibraryScannerSettings.vue
+++ b/client/components/modals/libraries/LibraryScannerSettings.vue
@@ -8,7 +8,7 @@
     <div class="flex items-center justify-between md:justify-start mb-4">
       <p class="text-sm text-gray-300 pr-2">{{ $strings.LabelMetadataOrderOfPrecedenceDescription }}</p>
       <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex">
-        <a href="https://www.audiobookshelf.org/guides/book-scanner" target="_blank" class="inline-flex">
+        <a href="https://audiobookshelf.org/docs/documentation/libraries/book-library/book-metadata" target="_blank" class="inline-flex">
           <span class="material-symbols text-xl w-5">help_outline</span>
         </a>
       </ui-tooltip>
diff --git a/client/components/modals/playlists/AddCreateModal.vue b/client/components/modals/playlists/AddCreateModal.vue
index f8543f1de..9aa68bd80 100644
--- a/client/components/modals/playlists/AddCreateModal.vue
+++ b/client/components/modals/playlists/AddCreateModal.vue
@@ -25,7 +25,7 @@
             <div class="text-sm flex items-center justify-center text-gray-200">
               <p>{{ $strings.MessageNoUserPlaylistsHelp }}</p>
               <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-                <a href="https://www.audiobookshelf.org/guides/collections" target="_blank" class="inline-flex">
+                <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/playlists" target="_blank" class="inline-flex">
                   <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
                 </a>
               </ui-tooltip>
diff --git a/client/pages/config/api-keys/index.vue b/client/pages/config/api-keys/index.vue
index 2523feed8..88208a9b1 100644
--- a/client/pages/config/api-keys/index.vue
+++ b/client/pages/config/api-keys/index.vue
@@ -7,7 +7,7 @@
         </div>
 
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/api-keys" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/server-management/api-keys" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/authentication.vue b/client/pages/config/authentication.vue
index f31f9ea22..4f47ce3c0 100644
--- a/client/pages/config/authentication.vue
+++ b/client/pages/config/authentication.vue
@@ -24,7 +24,7 @@
           <ui-checkbox v-model="enableOpenIDAuth" checkbox-bg="bg" />
           <p class="text-lg pl-4">{{ $strings.HeaderOpenIDConnectAuthentication }}</p>
           <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-            <a href="https://www.audiobookshelf.org/guides/oidc_authentication" target="_blank" class="inline-flex">
+            <a href="https://audiobookshelf.org/docs/documentation/server-management/oidc-authentication" target="_blank" class="inline-flex">
               <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
             </a>
           </ui-tooltip>
diff --git a/client/pages/config/email.vue b/client/pages/config/email.vue
index 33fbdd32f..075593ac5 100644
--- a/client/pages/config/email.vue
+++ b/client/pages/config/email.vue
@@ -3,7 +3,7 @@
     <app-settings-content :header-text="$strings.HeaderEmailSettings" :description="''">
       <template #header-items>
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/send_to_ereader" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/libraries/book-library/ebooks" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/item-metadata-utils/custom-metadata-providers.vue b/client/pages/config/item-metadata-utils/custom-metadata-providers.vue
index 82de604a1..4cd538f1b 100644
--- a/client/pages/config/item-metadata-utils/custom-metadata-providers.vue
+++ b/client/pages/config/item-metadata-utils/custom-metadata-providers.vue
@@ -8,7 +8,7 @@
       </template>
       <template #header-items>
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/custom-metadata-providers" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/community/community-providers" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/libraries.vue b/client/pages/config/libraries.vue
index efb9c49c5..28ca9a50d 100644
--- a/client/pages/config/libraries.vue
+++ b/client/pages/config/libraries.vue
@@ -3,7 +3,7 @@
     <app-settings-content :header-text="$strings.HeaderLibraries">
       <template #header-items>
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/library_creation" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/overview" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/log.vue b/client/pages/config/log.vue
index 8fef304ee..5a9c03cea 100644
--- a/client/pages/config/log.vue
+++ b/client/pages/config/log.vue
@@ -3,7 +3,7 @@
     <app-settings-content :header-text="$strings.HeaderLogs" :description="$strings.MessageLogsDescription">
       <template #header-items>
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/server_logs" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/server-management/server-logs" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/rss-feeds.vue b/client/pages/config/rss-feeds.vue
index b5ba90a38..6aae0dff2 100644
--- a/client/pages/config/rss-feeds.vue
+++ b/client/pages/config/rss-feeds.vue
@@ -3,7 +3,7 @@
     <app-settings-content :header-text="$strings.HeaderRSSFeeds">
       <template #header-items>
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/rss_feeds" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/libraries/common-content/public-shares#rss-feed" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>
diff --git a/client/pages/config/users/index.vue b/client/pages/config/users/index.vue
index 5bd53e0e5..ff9d049c0 100644
--- a/client/pages/config/users/index.vue
+++ b/client/pages/config/users/index.vue
@@ -7,7 +7,7 @@
         </div>
 
         <ui-tooltip :text="$strings.LabelClickForMoreInfo" class="inline-flex ml-2">
-          <a href="https://www.audiobookshelf.org/guides/users" target="_blank" class="inline-flex">
+          <a href="https://audiobookshelf.org/docs/documentation/server-management/user-management" target="_blank" class="inline-flex">
             <span class="material-symbols text-xl w-5 text-gray-200">help_outline</span>
           </a>
         </ui-tooltip>