diff --git a/app/javascript/dashboard/api/helpCenter/pdfDocuments.js b/app/javascript/dashboard/api/helpCenter/pdfDocuments.js
deleted file mode 100644
index 876678edf..000000000
--- a/app/javascript/dashboard/api/helpCenter/pdfDocuments.js
+++ /dev/null
@@ -1,29 +0,0 @@
-/* global axios */
-import ApiClient from '../ApiClient';
-
-class PdfDocumentsAPI extends ApiClient {
-  constructor() {
-    super('portals', { accountScoped: true });
-  }
-
-  uploadContent(portalSlug, formData) {
-    return axios.post(`${this.url}/${portalSlug}/upload_content`, formData, {
-      headers: {
-        'Content-Type': 'multipart/form-data',
-      },
-    });
-  }
-
-  getGeneratedContent(portalSlug) {
-    return axios.get(`${this.url}/${portalSlug}/generated_content`);
-  }
-
-  publishContent(portalSlug, responseIds, categoryId = null) {
-    return axios.post(`${this.url}/${portalSlug}/publish_content`, {
-      response_ids: responseIds,
-      category_id: categoryId
-    });
-  }
-}
-
-export default PdfDocumentsAPI;
\ No newline at end of file
diff --git a/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/ContentGeneration.vue b/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/ContentGeneration.vue
deleted file mode 100644
index 028bf090b..000000000
--- a/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/ContentGeneration.vue
+++ /dev/null
@@ -1,284 +0,0 @@
-<template>
-  <div class="bg-white dark:bg-slate-800 rounded-lg border border-slate-200 dark:border-slate-700 p-6">
-    <div class="mb-6">
-      <h3 class="text-lg font-semibold text-slate-900 dark:text-slate-100 mb-2">
-        {{ $t('HELP_CENTER.CONTENT_GENERATION.TITLE') }}
-      </h3>
-      <p class="text-sm text-slate-600 dark:text-slate-400">
-        {{ $t('HELP_CENTER.CONTENT_GENERATION.DESCRIPTION') }}
-      </p>
-    </div>
-
-    <!-- Upload Section -->
-    <div class="mb-8">
-      <h4 class="text-base font-medium text-slate-900 dark:text-slate-100 mb-4">
-        {{ $t('HELP_CENTER.CONTENT_GENERATION.UPLOAD_TITLE') }}
-      </h4>
-      
-      <div
-        class="border-2 border-dashed border-slate-300 dark:border-slate-600 rounded-lg p-6 text-center"
-        :class="{
-          'border-woot-500 bg-woot-25': isDragOver,
-          'border-green-500 bg-green-25': uploadSuccess
-        }"
-        @drop="handleDrop"
-        @dragover="handleDragOver"
-        @dragleave="handleDragLeave"
-      >
-        <div v-if="!isUploading && !uploadSuccess">
-          <DocumentPlusIcon class="mx-auto h-12 w-12 text-slate-400 mb-4" />
-          <p class="text-sm text-slate-600 dark:text-slate-300 mb-2">
-            {{ $t('HELP_CENTER.CONTENT_GENERATION.DRAG_DROP') }}
-          </p>
-          <input
-            ref="fileInput"
-            type="file"
-            accept=".pdf"
-            class="hidden"
-            @change="handleFileSelect"
-          >
-          <button
-            type="button"
-            class="inline-flex items-center px-4 py-2 border border-transparent text-sm font-medium rounded-md text-woot-700 bg-woot-100 hover:bg-woot-200"
-            @click="$refs.fileInput.click()"
-          >
-            {{ $t('HELP_CENTER.CONTENT_GENERATION.SELECT_FILE') }}
-          </button>
-        </div>
-
-        <div v-else-if="isUploading" class="py-4">
-          <div class="animate-spin rounded-full h-8 w-8 border-b-2 border-woot-500 mx-auto mb-2"></div>
-          <p class="text-sm text-slate-600">{{ $t('HELP_CENTER.CONTENT_GENERATION.UPLOADING') }}</p>
-        </div>
-
-        <div v-else-if="uploadSuccess" class="py-4">
-          <CheckCircleIcon class="mx-auto h-8 w-8 text-green-500 mb-2" />
-          <p class="text-sm text-green-600">{{ $t('HELP_CENTER.CONTENT_GENERATION.UPLOAD_SUCCESS') }}</p>
-        </div>
-      </div>
-
-      <div v-if="uploadError" class="mt-4 p-3 bg-red-50 border border-red-200 rounded-md">
-        <p class="text-sm text-red-800">{{ uploadError }}</p>
-      </div>
-    </div>
-
-    <!-- Generated Content Section -->
-    <div v-if="generatedResponses.length > 0" class="mb-8">
-      <div class="flex items-center justify-between mb-4">
-        <h4 class="text-base font-medium text-slate-900 dark:text-slate-100">
-          {{ $t('HELP_CENTER.CONTENT_GENERATION.GENERATED_CONTENT') }}
-        </h4>
-        <button
-          v-if="selectedResponses.length > 0"
-          class="inline-flex items-center px-3 py-1.5 border border-transparent text-sm font-medium rounded text-white bg-woot-500 hover:bg-woot-600"
-          @click="publishSelectedContent"
-          :disabled="isPublishing"
-        >
-          <template v-if="isPublishing">
-            <div class="animate-spin rounded-full h-4 w-4 border-b border-white mr-2"></div>
-            {{ $t('HELP_CENTER.CONTENT_GENERATION.PUBLISHING') }}
-          </template>
-          <template v-else>
-            {{ $t('HELP_CENTER.CONTENT_GENERATION.PUBLISH_SELECTED') }} ({{ selectedResponses.length }})
-          </template>
-        </button>
-      </div>
-
-      <div class="space-y-3 max-h-96 overflow-y-auto">
-        <div
-          v-for="response in generatedResponses"
-          :key="response.id"
-          class="border border-slate-200 dark:border-slate-600 rounded-lg p-4 hover:bg-slate-50 dark:hover:bg-slate-700"
-        >
-          <div class="flex items-start space-x-3">
-            <input
-              type="checkbox"
-              :value="response.id"
-              v-model="selectedResponses"
-              class="mt-1 rounded border-slate-300 text-woot-500 focus:ring-woot-500"
-            >
-            <div class="flex-1 min-w-0">
-              <h5 class="text-sm font-medium text-slate-900 dark:text-slate-100 mb-1">
-                {{ response.question }}
-              </h5>
-              <p class="text-xs text-slate-600 dark:text-slate-400 line-clamp-2">
-                {{ response.answer }}
-              </p>
-              <div class="mt-2 text-xs text-slate-500">
-                {{ $t('HELP_CENTER.CONTENT_GENERATION.FROM_DOCUMENT') }}: {{ response.documentable?.name }}
-              </div>
-            </div>
-          </div>
-        </div>
-      </div>
-    </div>
-
-    <!-- Empty State -->
-    <div v-else-if="!isLoading" class="text-center py-8">
-      <DocumentIcon class="mx-auto h-12 w-12 text-slate-400 mb-4" />
-      <p class="text-slate-600 dark:text-slate-400">
-        {{ $t('HELP_CENTER.CONTENT_GENERATION.NO_CONTENT') }}
-      </p>
-    </div>
-
-    <!-- Loading State -->
-    <div v-if="isLoading" class="text-center py-8">
-      <div class="animate-spin rounded-full h-8 w-8 border-b-2 border-woot-500 mx-auto mb-2"></div>
-      <p class="text-slate-600">{{ $t('HELP_CENTER.CONTENT_GENERATION.LOADING') }}</p>
-    </div>
-  </div>
-</template>
-
-<script setup>
-import { ref, reactive, onMounted, computed } from 'vue';
-import { useI18n } from 'vue-i18n';
-import { useRoute } from 'vue-router';
-import {
-  DocumentPlusIcon,
-  DocumentIcon,
-  CheckCircleIcon,
-} from '@heroicons/vue/24/outline';
-
-import PdfDocumentsAPI from '../../../../api/helpCenter/pdfDocuments';
-
-const props = defineProps({
-  portalSlug: {
-    type: String,
-    required: true,
-  },
-});
-
-const emit = defineEmits(['content-published']);
-
-const { t } = useI18n();
-const route = useRoute();
-const pdfDocumentsApi = new PdfDocumentsAPI();
-
-// Reactive data
-const generatedResponses = ref([]);
-const selectedResponses = ref([]);
-const isLoading = ref(false);
-const isUploading = ref(false);
-const isPublishing = ref(false);
-const uploadSuccess = ref(false);
-const uploadError = ref('');
-const isDragOver = ref(false);
-
-// Methods
-const loadGeneratedContent = async () => {
-  try {
-    isLoading.value = true;
-    const response = await pdfDocumentsApi.getGeneratedContent(props.portalSlug);
-    generatedResponses.value = response.data.responses || [];
-  } catch (error) {
-    console.error('Failed to load generated content:', error);
-  } finally {
-    isLoading.value = false;
-  }
-};
-
-const handleFileSelect = (event) => {
-  const file = event.target.files[0];
-  if (file) {
-    uploadFile(file);
-  }
-};
-
-const handleDrop = (event) => {
-  event.preventDefault();
-  isDragOver.value = false;
-  
-  const files = event.dataTransfer.files;
-  if (files.length > 0) {
-    uploadFile(files[0]);
-  }
-};
-
-const handleDragOver = (event) => {
-  event.preventDefault();
-  isDragOver.value = true;
-};
-
-const handleDragLeave = (event) => {
-  event.preventDefault();
-  isDragOver.value = false;
-};
-
-const uploadFile = async (file) => {
-  if (!validateFile(file)) return;
-
-  try {
-    isUploading.value = true;
-    uploadError.value = '';
-
-    const formData = new FormData();
-    formData.append('pdf_file', file);
-
-    await pdfDocumentsApi.uploadContent(props.portalSlug, formData);
-    
-    uploadSuccess.value = true;
-    
-    // Wait a bit then reload content
-    setTimeout(async () => {
-      uploadSuccess.value = false;
-      await loadGeneratedContent();
-    }, 2000);
-
-  } catch (error) {
-    uploadError.value = error.response?.data?.error || t('HELP_CENTER.CONTENT_GENERATION.UPLOAD_ERROR');
-  } finally {
-    isUploading.value = false;
-  }
-};
-
-const validateFile = (file) => {
-  if (file.type !== 'application/pdf') {
-    uploadError.value = t('HELP_CENTER.CONTENT_GENERATION.INVALID_FILE_TYPE');
-    return false;
-  }
-  
-  if (file.size > 512 * 1024 * 1024) {
-    uploadError.value = t('HELP_CENTER.CONTENT_GENERATION.FILE_TOO_LARGE');
-    return false;
-  }
-  
-  return true;
-};
-
-const publishSelectedContent = async () => {
-  if (selectedResponses.value.length === 0) return;
-
-  try {
-    isPublishing.value = true;
-    
-    await pdfDocumentsApi.publishContent(props.portalSlug, selectedResponses.value);
-    
-    // Remove published responses from the list
-    generatedResponses.value = generatedResponses.value.filter(
-      response => !selectedResponses.value.includes(response.id)
-    );
-    
-    selectedResponses.value = [];
-    emit('content-published');
-    
-  } catch (error) {
-    console.error('Failed to publish content:', error);
-  } finally {
-    isPublishing.value = false;
-  }
-};
-
-// Lifecycle
-onMounted(() => {
-  loadGeneratedContent();
-});
-</script>
-
-<style scoped>
-.line-clamp-2 {
-  display: -webkit-box;
-  -webkit-line-clamp: 2;
-  -webkit-box-orient: vertical;
-  overflow: hidden;
-}
-</style>
\ No newline at end of file
diff --git a/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/PdfDocumentsPage.vue b/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/PdfDocumentsPage.vue
deleted file mode 100644
index a10219513..000000000
--- a/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/PdfDocumentsPage.vue
+++ /dev/null
@@ -1,40 +0,0 @@
-<template>
-  <div class="flex-1 overflow-hidden">
-    <!-- Header -->
-    <div class="flex items-center justify-between border-b border-slate-200 dark:border-slate-700 px-6 py-4">
-      <div>
-        <h1 class="text-2xl font-semibold text-slate-900 dark:text-slate-100">
-          {{ $t('HELP_CENTER.CONTENT_GENERATION.TITLE') }}
-        </h1>
-        <p class="mt-1 text-sm text-slate-600 dark:text-slate-400">
-          {{ $t('HELP_CENTER.CONTENT_GENERATION.DESCRIPTION') }}
-        </p>
-      </div>
-    </div>
-
-    <!-- Content -->
-    <div class="flex-1 overflow-auto px-6 py-6">
-      <ContentGeneration 
-        :portal-slug="portalSlug"
-        @content-published="handleContentPublished"
-      />
-    </div>
-  </div>
-</template>
-
-<script setup>
-import { computed } from 'vue';
-import { useRoute } from 'vue-router';
-import ContentGeneration from './ContentGeneration.vue';
-
-const route = useRoute();
-
-// Computed properties
-const portalSlug = computed(() => route.params.portalId);
-
-// Methods
-const handleContentPublished = () => {
-  // Could show a success notification here
-  console.log('Content has been published successfully');
-};
-</script>
\ No newline at end of file
diff --git a/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue b/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue
index 94fdf6c64..a81324008 100644
--- a/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue
+++ b/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue
@@ -73,7 +73,9 @@ const displayLink = computed(() => {
   }
   return props.externalLink;
 });
-const linkIcon = computed(() => isPdfDocument.value ? 'i-ph-file-pdf' : 'i-ph-link-simple');
+const linkIcon = computed(() =>
+  isPdfDocument.value ? 'i-ph-file-pdf' : 'i-ph-link-simple'
+);
 
 const handleAction = ({ action, value }) => {
   toggleDropdown(false);
diff --git a/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue b/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
index fc7591966..1762f8df4 100644
--- a/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
+++ b/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
@@ -23,8 +23,8 @@ const handleSubmit = async newDocument => {
     dialogRef.value.close();
   } catch (error) {
     const errorMessage =
-      error?.response?.data?.message || 
-      error?.response?.message || 
+      error?.response?.data?.message ||
+      error?.response?.message ||
       t(`${i18nKey}.ERROR_MESSAGE`);
     useAlert(errorMessage);
   }
diff --git a/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue b/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue
index a191fc184..32efbaeac 100644
--- a/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue
+++ b/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue
@@ -2,7 +2,7 @@
 import { reactive, computed, ref, nextTick } from 'vue';
 import { useI18n } from 'vue-i18n';
 import { useVuelidate } from '@vuelidate/core';
-import { required, minLength, url, requiredIf } from '@vuelidate/validators';
+import { required, minLength, requiredIf } from '@vuelidate/validators';
 import { useMapGetter } from 'dashboard/composables/store';
 import { useAlert } from 'dashboard/composables';
 
@@ -31,14 +31,14 @@ const state = reactive({ ...initialState });
 const fileInputRef = ref(null);
 
 const validationRules = {
-  url: { 
-    required: requiredIf(() => state.documentType === 'url'), 
-    url: requiredIf(() => state.documentType === 'url'), 
-    minLength: minLength(1) 
+  url: {
+    required: requiredIf(() => state.documentType === 'url'),
+    url: requiredIf(() => state.documentType === 'url'),
+    minLength: minLength(1),
   },
   assistantId: { required },
-  pdfFile: { 
-    required: requiredIf(() => state.documentType === 'pdf') 
+  pdfFile: {
+    required: requiredIf(() => state.documentType === 'pdf'),
   },
 };
 
@@ -67,7 +67,7 @@ const formErrors = computed(() => ({
 
 const handleCancel = () => emit('cancel');
 
-const handleFileChange = (event) => {
+const handleFileChange = event => {
   const file = event.target.files[0];
   if (file) {
     if (file.type !== 'application/pdf') {
@@ -75,7 +75,8 @@ const handleFileChange = (event) => {
       event.target.value = '';
       return;
     }
-    if (file.size > 512 * 1024 * 1024) { // 512MB
+    if (file.size > 20 * 1024 * 1024) {
+      // 20MB
       useAlert(t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.TOO_LARGE'));
       event.target.value = '';
       return;
@@ -97,16 +98,19 @@ const openFileDialog = () => {
 const prepareDocumentDetails = () => {
   const formData = new FormData();
   formData.append('document[assistant_id]', state.assistantId);
-  
+
   if (state.documentType === 'url') {
     formData.append('document[external_link]', state.url);
     formData.append('document[name]', state.name || state.url);
   } else {
     formData.append('document[pdf_file]', state.pdfFile);
-    formData.append('document[name]', state.name || state.pdfFile.name);
+    formData.append(
+      'document[name]',
+      state.name || state.pdfFile.name.replace('.pdf', '')
+    );
     // No need to send external_link for PDF - it's auto-generated in the backend
   }
-  
+
   return formData;
 };
 
@@ -129,22 +133,26 @@ const handleSubmit = async () => {
       <div class="grid grid-cols-2 gap-3 p-1 bg-n-slate-3 rounded-lg">
         <button
           type="button"
-          @click="state.documentType = 'url'"
           class="relative flex items-center justify-center gap-2 px-4 py-2.5 rounded-md font-medium text-sm transition-all duration-200"
-          :class="state.documentType === 'url' 
-            ? 'bg-n-white text-n-slate-12 shadow-sm' 
-            : 'text-n-slate-11 hover:text-n-slate-12'"
+          :class="
+            state.documentType === 'url'
+              ? 'bg-n-white text-n-slate-12 shadow-sm'
+              : 'text-n-slate-11 hover:text-n-slate-12'
+          "
+          @click="state.documentType = 'url'"
         >
           <i class="i-ph-link-simple text-base" />
           <span>{{ t('CAPTAIN.DOCUMENTS.FORM.TYPE.URL') }}</span>
         </button>
         <button
           type="button"
-          @click="state.documentType = 'pdf'"
           class="relative flex items-center justify-center gap-2 px-4 py-2.5 rounded-md font-medium text-sm transition-all duration-200"
-          :class="state.documentType === 'pdf' 
-            ? 'bg-n-white text-n-slate-12 shadow-sm' 
-            : 'text-n-slate-11 hover:text-n-slate-12'"
+          :class="
+            state.documentType === 'pdf'
+              ? 'bg-n-white text-n-slate-12 shadow-sm'
+              : 'text-n-slate-11 hover:text-n-slate-12'
+          "
+          @click="state.documentType = 'pdf'"
         >
           <i class="i-ph-file-pdf text-base" />
           <span>{{ t('CAPTAIN.DOCUMENTS.FORM.TYPE.PDF') }}</span>
@@ -175,19 +183,29 @@ const handleSubmit = async () => {
         />
         <button
           type="button"
-          @click="openFileDialog"
           class="flex items-center gap-3 px-4 py-3 border border-n-slate-6 rounded-lg cursor-pointer hover:border-n-slate-8 transition-colors w-full text-left"
           :class="state.pdfFile ? 'bg-n-slate-2' : 'bg-n-white'"
+          @click="openFileDialog"
         >
-          <div class="flex items-center justify-center w-10 h-10 bg-n-slate-3 rounded-lg">
+          <div
+            class="flex items-center justify-center w-10 h-10 bg-n-slate-3 rounded-lg"
+          >
             <i class="i-ph-file-pdf text-xl text-n-slate-11" />
           </div>
           <div class="flex-1">
             <p class="text-sm font-medium text-n-slate-12">
-              {{ state.pdfFile ? state.pdfFile.name : t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.CHOOSE_FILE') }}
+              {{
+                state.pdfFile
+                  ? state.pdfFile.name
+                  : t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.CHOOSE_FILE')
+              }}
             </p>
             <p class="text-xs text-n-slate-11">
-              {{ state.pdfFile ? `${(state.pdfFile.size / 1024 / 1024).toFixed(2)} MB` : t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.HELP_TEXT') }}
+              {{
+                state.pdfFile
+                  ? `${(state.pdfFile.size / 1024 / 1024).toFixed(2)} MB`
+                  : t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.HELP_TEXT')
+              }}
             </p>
           </div>
           <i class="i-lucide-upload text-n-slate-11" />
diff --git a/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js b/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
index aee5992c6..fba4ba666 100644
--- a/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
+++ b/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
@@ -22,9 +22,6 @@ const PortalsLocalesIndexPage = () =>
 const PortalsSettingsIndexPage = () =>
   import('./pages/PortalsSettingsIndexPage.vue');
 
-const PdfDocumentsPage = () =>
-  import('../../../components-next/HelpCenter/Pages/PdfDocumentsPage/PdfDocumentsPage.vue');
-
 const meta = {
   featureFlag: FEATURE_FLAGS.HELP_CENTER,
   permissions: ['administrator', 'agent', 'knowledge_base_manage'],
@@ -85,12 +82,6 @@ const portalRoutes = [
     meta,
     component: PortalsSettingsIndexPage,
   },
-  {
-    path: getPortalRoute(':portalSlug/pdf-documents'),
-    name: 'portals_pdf_documents_index',
-    meta,
-    component: PdfDocumentsPage,
-  },
   {
     path: getPortalRoute('new'),
     name: 'portals_new',