diff --git a/app/javascript/dashboard/api/helpCenter/pdfDocuments.js b/app/javascript/dashboard/api/helpCenter/pdfDocuments.js
new file mode 100644
index 000000000..876678edf
--- /dev/null
+++ b/app/javascript/dashboard/api/helpCenter/pdfDocuments.js
@@ -0,0 +1,29 @@
+/* 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
new file mode 100644
index 000000000..028bf090b
--- /dev/null
+++ b/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/ContentGeneration.vue
@@ -0,0 +1,284 @@
+<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
new file mode 100644
index 000000000..a10219513
--- /dev/null
+++ b/app/javascript/dashboard/components-next/HelpCenter/Pages/PdfDocumentsPage/PdfDocumentsPage.vue
@@ -0,0 +1,40 @@
+<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 d6e546581..94fdf6c64 100644
--- a/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue
+++ b/app/javascript/dashboard/components-next/captain/assistant/DocumentCard.vue
@@ -63,6 +63,18 @@ const menuItems = computed(() => {
 
 const createdAt = computed(() => dynamicTime(props.createdAt));
 
+const isPdfDocument = computed(() => props.externalLink?.startsWith('PDF:'));
+const displayLink = computed(() => {
+  if (isPdfDocument.value) {
+    // Remove 'PDF: ' prefix and timestamp suffix for display
+    const fullName = props.externalLink.substring(5);
+    // Remove timestamp suffix (_YYYYMMDDHHMMSS) if present
+    return fullName.replace(/_\d{14}$/, '');
+  }
+  return props.externalLink;
+});
+const linkIcon = computed(() => isPdfDocument.value ? 'i-ph-file-pdf' : 'i-ph-link-simple');
+
 const handleAction = ({ action, value }) => {
   toggleDropdown(false);
   emit('action', { action, value, id: props.id });
@@ -106,8 +118,8 @@ const handleAction = ({ action, value }) => {
       <span
         class="text-n-slate-11 text-sm truncate flex justify-start flex-1 items-center gap-1"
       >
-        <i class="i-ph-link-simple shrink-0" />
-        <span class="truncate">{{ externalLink }}</span>
+        <i :class="linkIcon" class="shrink-0" />
+        <span class="truncate">{{ displayLink }}</span>
       </span>
       <div class="shrink-0 text-sm text-n-slate-11 line-clamp-1">
         {{ createdAt }}
diff --git a/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue b/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
index 7db74f523..fc7591966 100644
--- a/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
+++ b/app/javascript/dashboard/components-next/captain/pageComponents/document/CreateDocumentDialog.vue
@@ -23,7 +23,9 @@ const handleSubmit = async newDocument => {
     dialogRef.value.close();
   } catch (error) {
     const errorMessage =
-      error?.response?.message || t(`${i18nKey}.ERROR_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 d85ba8a06..a191fc184 100644
--- a/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue
+++ b/app/javascript/dashboard/components-next/captain/pageComponents/document/DocumentForm.vue
@@ -1,9 +1,10 @@
 <script setup>
-import { reactive, computed } from 'vue';
+import { reactive, computed, ref, nextTick } from 'vue';
 import { useI18n } from 'vue-i18n';
 import { useVuelidate } from '@vuelidate/core';
-import { required, minLength, url } from '@vuelidate/validators';
+import { required, minLength, url, requiredIf } from '@vuelidate/validators';
 import { useMapGetter } from 'dashboard/composables/store';
+import { useAlert } from 'dashboard/composables';
 
 import Input from 'dashboard/components-next/input/Input.vue';
 import Button from 'dashboard/components-next/button/Button.vue';
@@ -20,14 +21,25 @@ const formState = {
 
 const initialState = {
   name: '',
+  url: '',
   assistantId: null,
+  documentType: 'url',
+  pdfFile: null,
 };
 
 const state = reactive({ ...initialState });
+const fileInputRef = ref(null);
 
 const validationRules = {
-  url: { required, 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') 
+  },
 };
 
 const assistantList = computed(() =>
@@ -50,14 +62,53 @@ const getErrorMessage = (field, errorKey) => {
 const formErrors = computed(() => ({
   url: getErrorMessage('url', 'URL'),
   assistantId: getErrorMessage('assistantId', 'ASSISTANT'),
+  pdfFile: getErrorMessage('pdfFile', 'PDF_FILE'),
 }));
 
 const handleCancel = () => emit('cancel');
 
-const prepareDocumentDetails = () => ({
-  external_link: state.url,
-  assistant_id: state.assistantId,
-});
+const handleFileChange = (event) => {
+  const file = event.target.files[0];
+  if (file) {
+    if (file.type !== 'application/pdf') {
+      useAlert(t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.INVALID_TYPE'));
+      event.target.value = '';
+      return;
+    }
+    if (file.size > 512 * 1024 * 1024) { // 512MB
+      useAlert(t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.TOO_LARGE'));
+      event.target.value = '';
+      return;
+    }
+    state.pdfFile = file;
+    state.name = file.name.replace('.pdf', '');
+  }
+};
+
+const openFileDialog = () => {
+  // Use nextTick to ensure the ref is available
+  nextTick(() => {
+    if (fileInputRef.value) {
+      fileInputRef.value.click();
+    }
+  });
+};
+
+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);
+    // No need to send external_link for PDF - it's auto-generated in the backend
+  }
+  
+  return formData;
+};
 
 const handleSubmit = async () => {
   const isFormValid = await v$.value.$validate();
@@ -71,13 +122,88 @@ const handleSubmit = async () => {
 
 <template>
   <form class="flex flex-col gap-4" @submit.prevent="handleSubmit">
+    <div class="flex flex-col gap-2">
+      <label class="text-sm font-medium text-n-slate-12">
+        {{ t('CAPTAIN.DOCUMENTS.FORM.TYPE.LABEL') }}
+      </label>
+      <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'"
+        >
+          <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'"
+        >
+          <i class="i-ph-file-pdf text-base" />
+          <span>{{ t('CAPTAIN.DOCUMENTS.FORM.TYPE.PDF') }}</span>
+        </button>
+      </div>
+    </div>
+
     <Input
+      v-if="state.documentType === 'url'"
       v-model="state.url"
       :label="t('CAPTAIN.DOCUMENTS.FORM.URL.LABEL')"
       :placeholder="t('CAPTAIN.DOCUMENTS.FORM.URL.PLACEHOLDER')"
       :message="formErrors.url"
       :message-type="formErrors.url ? 'error' : 'info'"
     />
+
+    <div v-if="state.documentType === 'pdf'" class="flex flex-col gap-2">
+      <label class="text-sm font-medium text-n-slate-12">
+        {{ t('CAPTAIN.DOCUMENTS.FORM.PDF_FILE.LABEL') }}
+      </label>
+      <div class="relative">
+        <input
+          ref="fileInputRef"
+          type="file"
+          accept=".pdf"
+          class="hidden"
+          @change="handleFileChange"
+        />
+        <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'"
+        >
+          <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') }}
+            </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') }}
+            </p>
+          </div>
+          <i class="i-lucide-upload text-n-slate-11" />
+        </button>
+      </div>
+      <p v-if="formErrors.pdfFile" class="text-sm text-n-red-11">
+        {{ formErrors.pdfFile }}
+      </p>
+    </div>
+
+    <Input
+      v-model="state.name"
+      :label="t('CAPTAIN.DOCUMENTS.FORM.NAME.LABEL')"
+      :placeholder="t('CAPTAIN.DOCUMENTS.FORM.NAME.PLACEHOLDER')"
+    />
+
     <div class="flex flex-col gap-1">
       <label for="assistant" class="mb-0.5 text-sm font-medium text-n-slate-12">
         {{ t('CAPTAIN.DOCUMENTS.FORM.ASSISTANT.LABEL') }}
diff --git a/app/javascript/dashboard/i18n/locale/en/helpCenter.json b/app/javascript/dashboard/i18n/locale/en/helpCenter.json
index bd7fb986a..6228fe42f 100644
--- a/app/javascript/dashboard/i18n/locale/en/helpCenter.json
+++ b/app/javascript/dashboard/i18n/locale/en/helpCenter.json
@@ -807,6 +807,58 @@
           "ERROR_MESSAGE": "Unable to update portal"
         }
       }
+    },
+    "PDF_UPLOAD": {
+      "TITLE": "Upload PDF Document",
+      "DESCRIPTION": "Upload a PDF document to automatically generate FAQs using AI",
+      "DRAG_DROP_TEXT": "Drag and drop your PDF file here, or click to select",
+      "SELECT_FILE": "Select PDF File",
+      "ADDITIONAL_CONTEXT_LABEL": "Additional Context (Optional)",
+      "ADDITIONAL_CONTEXT_PLACEHOLDER": "Provide any additional context or instructions for FAQ generation...",
+      "UPLOADING": "Uploading...",
+      "UPLOAD": "Upload & Process",
+      "CANCEL": "Cancel",
+      "ERROR_INVALID_TYPE": "Please select a valid PDF file",
+      "ERROR_FILE_TOO_LARGE": "File size must be less than 512MB",
+      "ERROR_UPLOAD_FAILED": "Failed to upload PDF. Please try again."
+    },
+    "PDF_DOCUMENTS": {
+      "TITLE": "PDF Documents",
+      "DESCRIPTION": "Manage uploaded PDF documents and generate FAQs from them",
+      "UPLOAD_PDF": "Upload PDF",
+      "UPLOAD_FIRST_PDF": "Upload your first PDF",
+      "UPLOADED_BY": "Uploaded by",
+      "GENERATE_FAQS": "Generate FAQs",
+      "GENERATING": "Generating...",
+      "CONFIRM_DELETE": "Are you sure you want to delete {filename}?",
+      "EMPTY_STATE": {
+        "TITLE": "No PDF documents yet",
+        "DESCRIPTION": "Upload PDF documents to automatically generate FAQs using AI"
+      },
+      "STATUS": {
+        "UPLOADED": "Ready",
+        "PROCESSING": "Processing",
+        "PROCESSED": "Completed", 
+        "FAILED": "Failed"
+      }
+    },
+    "CONTENT_GENERATION": {
+      "TITLE": "Content Generation",
+      "DESCRIPTION": "Upload PDF documents to automatically generate FAQ content using AI",
+      "UPLOAD_TITLE": "Upload PDF Document",
+      "DRAG_DROP": "Drag and drop your PDF file here, or click to select",
+      "SELECT_FILE": "Select PDF File",
+      "UPLOADING": "Processing document...",
+      "UPLOAD_SUCCESS": "Document processed successfully!",
+      "UPLOAD_ERROR": "Failed to upload document. Please try again.",
+      "INVALID_FILE_TYPE": "Please select a valid PDF file",
+      "FILE_TOO_LARGE": "File size must be less than 512MB",
+      "GENERATED_CONTENT": "Generated FAQ Content",
+      "PUBLISH_SELECTED": "Publish Selected",
+      "PUBLISHING": "Publishing...",
+      "FROM_DOCUMENT": "From document",
+      "NO_CONTENT": "No generated content available. Upload a PDF document to get started.",
+      "LOADING": "Loading generated content..."
     }
   }
 }
diff --git a/app/javascript/dashboard/i18n/locale/en/integrations.json b/app/javascript/dashboard/i18n/locale/en/integrations.json
index 082d12e56..6601256a5 100644
--- a/app/javascript/dashboard/i18n/locale/en/integrations.json
+++ b/app/javascript/dashboard/i18n/locale/en/integrations.json
@@ -700,11 +700,28 @@
         "ERROR_MESSAGE": "There was an error creating the document, please try again."
       },
       "FORM": {
+        "TYPE": {
+          "LABEL": "Document Type",
+          "URL": "URL",
+          "PDF": "PDF File"
+        },
         "URL": {
           "LABEL": "URL",
           "PLACEHOLDER": "Enter the URL of the document",
           "ERROR": "Please provide a valid URL for the document"
         },
+        "PDF_FILE": {
+          "LABEL": "PDF File",
+          "CHOOSE_FILE": "Choose PDF file",
+          "ERROR": "Please select a PDF file",
+          "HELP_TEXT": "Maximum file size: 512MB",
+          "INVALID_TYPE": "Please select a valid PDF file",
+          "TOO_LARGE": "File size exceeds 512MB limit"
+        },
+        "NAME": {
+          "LABEL": "Document Name (Optional)",
+          "PLACEHOLDER": "Enter a name for the document"
+        },
         "ASSISTANT": {
           "LABEL": "Assistant",
           "PLACEHOLDER": "Select the assistant",
diff --git a/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js b/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
index fba4ba666..aee5992c6 100644
--- a/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
+++ b/app/javascript/dashboard/routes/dashboard/helpcenter/helpcenter.routes.js
@@ -22,6 +22,9 @@ 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'],
@@ -82,6 +85,12 @@ const portalRoutes = [
     meta,
     component: PortalsSettingsIndexPage,
   },
+  {
+    path: getPortalRoute(':portalSlug/pdf-documents'),
+    name: 'portals_pdf_documents_index',
+    meta,
+    component: PdfDocumentsPage,
+  },
   {
     path: getPortalRoute('new'),
     name: 'portals_new',
diff --git a/package.json b/package.json
index 2aefb3d53..07419fe06 100644
--- a/package.json
+++ b/package.json
@@ -38,6 +38,7 @@
     "@formkit/core": "^1.6.7",
     "@formkit/vue": "^1.6.7",
     "@hcaptcha/vue3-hcaptcha": "^1.3.0",
+    "@heroicons/vue": "^2.2.0",
     "@highlightjs/vue-plugin": "^2.1.0",
     "@iconify-json/material-symbols": "^1.2.10",
     "@june-so/analytics-next": "^2.0.0",
@@ -56,16 +57,16 @@
     "@vuelidate/validators": "^2.0.4",
     "@vueuse/components": "^12.0.0",
     "@vueuse/core": "^12.0.0",
-    "activestorage": "^5.2.6",
+    "activestorage": "^5.2.8",
     "axios": "^1.8.2",
     "camelcase-keys": "^9.1.3",
     "chart.js": "~4.4.4",
-    "color2k": "^2.0.2",
+    "color2k": "^2.0.3",
     "company-email-validator": "^1.1.0",
     "core-js": "3.38.1",
     "countries-and-timezones": "^3.6.0",
     "date-fns": "2.21.1",
-    "date-fns-tz": "^1.3.3",
+    "date-fns-tz": "^1.3.8",
     "dompurify": "3.2.4",
     "flag-icons": "^7.2.3",
     "floating-vue": "^5.2.2",
@@ -98,7 +99,7 @@
     "vue-multiselect": "3.1.0",
     "vue-router": "~4.4.5",
     "vue-upload-component": "^3.1.17",
-    "vue-virtual-scroller": "^2.0.0-beta.8",
+    "vue-virtual-scroller": "2.0.0-beta.8",
     "vue3-click-away": "^1.2.4",
     "vuedraggable": "^4.1.0",
     "vuex": "~4.1.0",
@@ -114,7 +115,7 @@
     "@iconify-json/ri": "^1.2.3",
     "@iconify-json/teenyicons": "^1.2.1",
     "@intlify/eslint-plugin-vue-i18n": "^3.2.0",
-    "@size-limit/file": "^8.2.4",
+    "@size-limit/file": "^8.2.6",
     "@vitest/coverage-v8": "3.0.5",
     "@vue/test-utils": "^2.4.6",
     "autoprefixer": "^10.4.20",
@@ -129,16 +130,16 @@
     "eslint-plugin-vue": "^9.28.0",
     "fake-indexeddb": "^6.0.0",
     "histoire": "0.17.15",
-    "husky": "^7.0.0",
+    "husky": "^7.0.4",
     "jsdom": "^24.1.3",
     "lint-staged": "14.0.1",
     "postcss": "^8.4.47",
     "postcss-preset-env": "^8.5.1",
     "prettier": "^3.3.3",
     "prosemirror-model": "^1.22.3",
-    "size-limit": "^8.2.4",
+    "size-limit": "^8.2.6",
     "tailwindcss": "^3.4.13",
-    "vite": "^5.4.19",
+    "vite": "5.4.19",
     "vite-plugin-ruby": "^5.0.0",
     "vitest": "3.0.5"
   },
diff --git a/pnpm-lock.yaml b/pnpm-lock.yaml
index ca55fbe34..7947754fb 100644
--- a/pnpm-lock.yaml
+++ b/pnpm-lock.yaml
@@ -34,6 +34,9 @@ importers:
       '@hcaptcha/vue3-hcaptcha':
         specifier: ^1.3.0
         version: 1.3.0(vue@3.5.12(typescript@5.6.2))
+      '@heroicons/vue':
+        specifier: ^2.2.0
+        version: 2.2.0(vue@3.5.12(typescript@5.6.2))
       '@highlightjs/vue-plugin':
         specifier: ^2.1.0
         version: 2.1.0(highlight.js@11.10.0)(vue@3.5.12(typescript@5.6.2))
@@ -89,7 +92,7 @@ importers:
         specifier: ^12.0.0
         version: 12.0.0(typescript@5.6.2)
       activestorage:
-        specifier: ^5.2.6
+        specifier: ^5.2.8
         version: 5.2.8
       axios:
         specifier: ^1.8.2
@@ -101,7 +104,7 @@ importers:
         specifier: ~4.4.4
         version: 4.4.4
       color2k:
-        specifier: ^2.0.2
+        specifier: ^2.0.3
         version: 2.0.3
       company-email-validator:
         specifier: ^1.1.0
@@ -116,7 +119,7 @@ importers:
         specifier: 2.21.1
         version: 2.21.1
       date-fns-tz:
-        specifier: ^1.3.3
+        specifier: ^1.3.8
         version: 1.3.8(date-fns@2.21.1)
       dompurify:
         specifier: 3.2.4
@@ -215,7 +218,7 @@ importers:
         specifier: ^3.1.17
         version: 3.1.17
       vue-virtual-scroller:
-        specifier: ^2.0.0-beta.8
+        specifier: 2.0.0-beta.8
         version: 2.0.0-beta.8(vue@3.5.12(typescript@5.6.2))
       vue3-click-away:
         specifier: ^1.2.4
@@ -258,7 +261,7 @@ importers:
         specifier: ^3.2.0
         version: 3.2.0(eslint@8.57.0)
       '@size-limit/file':
-        specifier: ^8.2.4
+        specifier: ^8.2.6
         version: 8.2.6(size-limit@8.2.6)
       '@vitest/coverage-v8':
         specifier: 3.0.5
@@ -303,7 +306,7 @@ importers:
         specifier: 0.17.15
         version: 0.17.15(@types/node@22.7.0)(sass@1.79.3)(terser@5.33.0)(vite@5.4.19(@types/node@22.7.0)(sass@1.79.3)(terser@5.33.0))
       husky:
-        specifier: ^7.0.0
+        specifier: ^7.0.4
         version: 7.0.4
       jsdom:
         specifier: ^24.1.3
@@ -324,7 +327,7 @@ importers:
         specifier: ^1.22.3
         version: 1.22.3
       size-limit:
-        specifier: ^8.2.4
+        specifier: ^8.2.6
         version: 8.2.6
       tailwindcss:
         specifier: ^3.4.13
@@ -839,6 +842,11 @@ packages:
     peerDependencies:
       vue: ^3.0.0
 
+  '@heroicons/vue@2.2.0':
+    resolution: {integrity: sha512-G3dbSxoeEKqbi/DFalhRxJU4mTXJn7GwZ7ae8NuEQzd1bqdd0jAbdaBZlHPcvPD2xI1iGzNVB4k20Un2AguYPw==}
+    peerDependencies:
+      vue: '>= 3'
+
   '@highlightjs/vue-plugin@2.1.0':
     resolution: {integrity: sha512-E+bmk4ncca+hBEYRV2a+1aIzIV0VSY/e5ArjpuSN9IO7wBJrzUE2u4ESCwrbQD7sAy+jWQjkV5qCCWgc+pu7CQ==}
     peerDependencies:
@@ -2216,8 +2224,8 @@ packages:
     resolution: {integrity: sha512-8WB3Jcas3swSvjIeA2yvCJ+Miyz5l1ZmB6HFb9R1317dt9LCQoswg/BGrmAmkWVEszSrrg4RwmO46qIm2OEnSA==}
     engines: {node: '>=16'}
 
-  caniuse-lite@1.0.30001651:
-    resolution: {integrity: sha512-9Cf+Xv1jJNe1xPZLGuUXLNkE1BoDkqRqYyFJ9TDYSqhduqA4hu4oR9HluGoWYQC/aj8WHjsGVV+bwkh0+tegRg==}
+  caniuse-lite@1.0.30001731:
+    resolution: {integrity: sha512-lDdp2/wrOmTRWuoB5DpfNkC0rJDU8DqRa6nYL6HK6sytw70QMopt/NIc/9SM7ylItlBWfACXk0tEn37UWM/+mg==}
 
   capital-case@1.0.4:
     resolution: {integrity: sha512-ds37W8CytHgwnhGGTi88pcPyR15qoNkOpYwmMMfnWqqWgESapLqvDx6huFjQ5vqWSn2Z06173XNA7LtMOeUh1A==}
@@ -5680,6 +5688,10 @@ snapshots:
     dependencies:
       vue: 3.5.12(typescript@5.6.2)
 
+  '@heroicons/vue@2.2.0(vue@3.5.12(typescript@5.6.2))':
+    dependencies:
+      vue: 3.5.12(typescript@5.6.2)
+
   '@highlightjs/vue-plugin@2.1.0(highlight.js@11.10.0)(vue@3.5.12(typescript@5.6.2))':
     dependencies:
       highlight.js: 11.10.0
@@ -7258,7 +7270,7 @@ snapshots:
   autoprefixer@10.4.20(postcss@8.4.47):
     dependencies:
       browserslist: 4.23.3
-      caniuse-lite: 1.0.30001651
+      caniuse-lite: 1.0.30001731
       fraction.js: 4.3.7
       normalize-range: 0.1.2
       picocolors: 1.0.1
@@ -7313,14 +7325,14 @@ snapshots:
 
   browserslist@4.23.0:
     dependencies:
-      caniuse-lite: 1.0.30001651
+      caniuse-lite: 1.0.30001731
       electron-to-chromium: 1.4.783
       node-releases: 2.0.14
       update-browserslist-db: 1.0.16(browserslist@4.23.0)
 
   browserslist@4.23.3:
     dependencies:
-      caniuse-lite: 1.0.30001651
+      caniuse-lite: 1.0.30001731
       electron-to-chromium: 1.5.13
       node-releases: 2.0.18
       update-browserslist-db: 1.1.0(browserslist@4.23.3)
@@ -7368,7 +7380,7 @@ snapshots:
 
   camelcase@8.0.0: {}
 
-  caniuse-lite@1.0.30001651: {}
+  caniuse-lite@1.0.30001731: {}
 
   capital-case@1.0.4:
     dependencies: