diff --git a/web/src/components/business/PersonalWorkbench.vue b/web/src/components/business/PersonalWorkbench.vue
index 3b2027a..171ca20 100644
--- a/web/src/components/business/PersonalWorkbench.vue
+++ b/web/src/components/business/PersonalWorkbench.vue
@@ -35,14 +35,34 @@
           />
         </div>
 
+        <div v-if="selectedFiles.length" class="assistant-file-strip">
+          <span class="assistant-file-note">已带入 {{ selectedFiles.length }} 份附件</span>
+          <span v-for="file in selectedFiles" :key="file.name" class="assistant-file-chip">{{ file.name }}</span>
+          <button type="button" class="assistant-file-clear" @click="clearSelectedFiles">清空</button>
+        </div>
+
         <div class="assistant-tools">
-          <button type="button" class="ghost-action" @click="triggerFileUpload">
+          <button type="button" class="ghost-action" :disabled="Boolean(pendingAction) || confirmDialogBusy" @click="triggerFileUpload">
             <i class="mdi mdi-upload-outline"></i>
             <span>上传票据</span>
           </button>
-          <button type="button" class="hero-action" @click="openAssistantWithDraft">
-            <i class="mdi mdi-magnify-scan"></i>
-            <span>开始识别</span>
+          <button
+            type="button"
+            class="secondary-action"
+            :disabled="Boolean(pendingAction) || confirmDialogBusy"
+            @click="handleContinueConversation"
+          >
+            <i :class="pendingAction === 'continue' ? 'mdi mdi-loading mdi-spin' : 'mdi mdi-history'"></i>
+            <span>{{ pendingAction === 'continue' ? '恢复中...' : '继续会话' }}</span>
+          </button>
+          <button
+            type="button"
+            class="hero-action"
+            :disabled="Boolean(pendingAction) || confirmDialogBusy"
+            @click="handleNewConversation"
+          >
+            <i :class="pendingAction === 'new' ? 'mdi mdi-loading mdi-spin' : 'mdi mdi-magnify-scan'"></i>
+            <span>{{ pendingAction === 'new' ? '处理中...' : '新建会话' }}</span>
           </button>
         </div>
       </div>
@@ -125,26 +145,84 @@
       </div>
     </article>
   </section>
+
+  <Teleport to="body">
+    <Transition name="session-confirm">
+      <div v-if="confirmDialogOpen" class="session-confirm-mask" @click.self="closeConfirmDialog">
+        <section class="session-confirm-card">
+          <span class="session-confirm-badge">新建会话</span>
+          <h4>开始新会话会清空当前历史对话</h4>
+          <p>检测到你还有未清除的会话记录。确认后会删除当前用户的全部历史对话，再开启新的智能体会话。</p>
+
+          <div class="session-confirm-actions">
+            <button type="button" class="ghost-action confirm-cancel" :disabled="confirmDialogBusy" @click="closeConfirmDialog">
+              <span>取消</span>
+            </button>
+            <button type="button" class="hero-action confirm-submit" :disabled="confirmDialogBusy" @click="confirmStartNewConversation">
+              <i :class="confirmDialogBusy ? 'mdi mdi-loading mdi-spin' : 'mdi mdi-delete-sweep-outline'"></i>
+              <span>{{ confirmDialogBusy ? '清空中...' : '确认删除并新建' }}</span>
+            </button>
+          </div>
+        </section>
+      </div>
+    </Transition>
+  </Teleport>
 </template>
 
 <script setup>
 import { ref } from 'vue'
 import PanelHead from '../shared/PanelHead.vue'
 import robotAssistant from '../../assets/robot-helper.png'
+import { useSystemState } from '../../composables/useSystemState.js'
+import { clearUserConversations, fetchLatestConversation } from '../../services/orchestrator.js'
 
 defineProps({
   showHeader: { type: Boolean, default: true }
 })
 
 const emit = defineEmits(['openAssistant'])
+const { currentUser } = useSystemState()
 const assistantDraft = ref('')
 const fileInputRef = ref(null)
+const selectedFiles = ref([])
+const pendingAction = ref('')
+const confirmDialogOpen = ref(false)
+const confirmDialogBusy = ref(false)
+const pendingAssistantPayload = ref(null)
 
-function openAssistantWithDraft() {
-  emit('openAssistant', {
+function resolveCurrentUserId() {
+  const user = currentUser.value || {}
+  return String(user.username || user.name || 'anonymous').trim() || 'anonymous'
+}
+
+function buildAssistantPayload() {
+  return {
     prompt: assistantDraft.value.trim(),
-    source: 'workbench'
-  })
+    source: 'workbench',
+    files: Array.from(selectedFiles.value)
+  }
+}
+
+function clearSelectedFiles() {
+  selectedFiles.value = []
+  if (fileInputRef.value) {
+    fileInputRef.value.value = ''
+  }
+}
+
+function resetWorkbenchDraft() {
+  assistantDraft.value = ''
+  clearSelectedFiles()
+}
+
+function emitAssistant(payload) {
+  emit('openAssistant', payload)
+  resetWorkbenchDraft()
+}
+
+async function loadLatestConversation() {
+  const payload = await fetchLatestConversation(resolveCurrentUserId())
+  return payload?.found ? payload.conversation || null : null
 }
 
 function handleWorkbenchEnter(event) {
@@ -152,7 +230,7 @@ function handleWorkbenchEnter(event) {
     return
   }
 
-  openAssistantWithDraft()
+  handleContinueConversation()
 }
 
 function triggerFileUpload() {
@@ -160,16 +238,85 @@ function triggerFileUpload() {
 }
 
 function handleWorkbenchFilesChange(event) {
-  const files = Array.from(event.target.files ?? [])
-  if (!files.length) return
+  selectedFiles.value = Array.from(event.target.files ?? [])
+}
 
-  emit('openAssistant', {
-    prompt: assistantDraft.value.trim(),
-    source: 'upload',
-    files
-  })
+async function handleContinueConversation() {
+  if (pendingAction.value || confirmDialogBusy.value) {
+    return
+  }
 
-  event.target.value = ''
+  pendingAction.value = 'continue'
+  const nextPayload = buildAssistantPayload()
+
+  try {
+    const conversation = await loadLatestConversation()
+    emitAssistant({
+      ...nextPayload,
+      conversation
+    })
+  } catch (error) {
+    console.warn('Failed to load latest conversation:', error)
+    emitAssistant(nextPayload)
+  } finally {
+    pendingAction.value = ''
+  }
+}
+
+async function handleNewConversation() {
+  if (pendingAction.value || confirmDialogBusy.value) {
+    return
+  }
+
+  pendingAction.value = 'new'
+  const nextPayload = buildAssistantPayload()
+
+  try {
+    const conversation = await loadLatestConversation()
+    if (!conversation) {
+      emitAssistant(nextPayload)
+      pendingAction.value = ''
+      return
+    }
+
+    pendingAssistantPayload.value = nextPayload
+    confirmDialogOpen.value = true
+  } catch (error) {
+    console.warn('Failed to inspect latest conversation before reset:', error)
+    emitAssistant(nextPayload)
+    pendingAction.value = ''
+  }
+}
+
+function closeConfirmDialog() {
+  if (confirmDialogBusy.value) {
+    return
+  }
+
+  confirmDialogOpen.value = false
+  pendingAssistantPayload.value = null
+  pendingAction.value = ''
+}
+
+async function confirmStartNewConversation() {
+  if (confirmDialogBusy.value) {
+    return
+  }
+
+  confirmDialogBusy.value = true
+
+  try {
+    await clearUserConversations(resolveCurrentUserId())
+    const nextPayload = pendingAssistantPayload.value || buildAssistantPayload()
+    confirmDialogOpen.value = false
+    pendingAssistantPayload.value = null
+    pendingAction.value = ''
+    emitAssistant(nextPayload)
+  } catch (error) {
+    window.alert(error?.message || '清空历史会话失败，请稍后重试。')
+  } finally {
+    confirmDialogBusy.value = false
+  }
 }
 
 const todoItems = [
@@ -434,6 +581,7 @@ const policyItems = [
 }
 
 .hero-action,
+.secondary-action,
 .ghost-action,
 .row-action,
 .link-action,
@@ -459,6 +607,7 @@ const policyItems = [
 }
 
 .hero-action .mdi,
+.secondary-action .mdi,
 .ghost-action .mdi {
   display: inline-flex;
   align-items: center;
@@ -468,6 +617,7 @@ const policyItems = [
 }
 
 .hero-action span,
+.secondary-action span,
 .ghost-action span {
   display: inline-flex;
   align-items: center;
@@ -481,6 +631,48 @@ const policyItems = [
   flex-wrap: wrap;
 }
 
+.assistant-file-strip {
+  display: flex;
+  align-items: center;
+  gap: 8px;
+  flex-wrap: wrap;
+}
+
+.assistant-file-note,
+.assistant-file-chip {
+  display: inline-flex;
+  align-items: center;
+  min-height: 30px;
+  padding: 0 12px;
+  border-radius: 999px;
+  font-size: 12px;
+  font-weight: 700;
+}
+
+.assistant-file-note {
+  background: rgba(16, 185, 129, 0.1);
+  color: #047857;
+}
+
+.assistant-file-chip {
+  max-width: 220px;
+  overflow: hidden;
+  text-overflow: ellipsis;
+  white-space: nowrap;
+  border: 1px solid rgba(148, 163, 184, 0.24);
+  background: rgba(255, 255, 255, 0.9);
+  color: #475569;
+}
+
+.assistant-file-clear {
+  border: 0;
+  background: transparent;
+  color: #64748b;
+  font-size: 12px;
+  font-weight: 700;
+  cursor: pointer;
+}
+
 .ghost-action {
   height: 40px;
   display: inline-flex;
@@ -503,6 +695,114 @@ const policyItems = [
   color: #10b981;
 }
 
+.secondary-action {
+  height: 40px;
+  display: inline-flex;
+  align-items: center;
+  justify-content: center;
+  gap: 8px;
+  padding: 0 16px;
+  border: 1px solid rgba(59, 130, 246, 0.18);
+  border-radius: 10px;
+  background: linear-gradient(180deg, rgba(244, 249, 255, 0.96), rgba(234, 244, 255, 0.9));
+  color: #1d4ed8;
+  font-size: 14px;
+  font-weight: 700;
+  white-space: nowrap;
+  box-shadow:
+    inset 0 1px 0 rgba(255, 255, 255, 0.92),
+    0 6px 14px rgba(37, 99, 235, 0.08);
+}
+
+.secondary-action .mdi {
+  color: #2563eb;
+}
+
+.hero-action:disabled,
+.secondary-action:disabled,
+.ghost-action:disabled {
+  cursor: not-allowed;
+  opacity: 0.68;
+  box-shadow: none;
+}
+
+.session-confirm-mask {
+  position: fixed;
+  inset: 0;
+  z-index: 1000;
+  display: grid;
+  place-items: center;
+  padding: 24px;
+  background: rgba(15, 23, 42, 0.32);
+  backdrop-filter: blur(10px);
+}
+
+.session-confirm-card {
+  width: min(480px, 100%);
+  display: grid;
+  gap: 14px;
+  padding: 24px;
+  border: 1px solid rgba(16, 185, 129, 0.14);
+  border-radius: 24px;
+  background:
+    radial-gradient(circle at top left, rgba(16, 185, 129, 0.12), transparent 36%),
+    linear-gradient(180deg, rgba(255, 255, 255, 0.98), rgba(247, 250, 252, 0.98));
+  box-shadow: 0 28px 56px rgba(15, 23, 42, 0.18);
+}
+
+.session-confirm-badge {
+  display: inline-flex;
+  width: fit-content;
+  align-items: center;
+  min-height: 28px;
+  padding: 0 10px;
+  border-radius: 999px;
+  background: rgba(59, 130, 246, 0.12);
+  color: #1d4ed8;
+  font-size: 12px;
+  font-weight: 800;
+}
+
+.session-confirm-card h4 {
+  color: #0f172a;
+  font-size: 22px;
+  line-height: 1.35;
+  font-weight: 800;
+}
+
+.session-confirm-card p {
+  color: #5b6b83;
+  font-size: 14px;
+  line-height: 1.7;
+}
+
+.session-confirm-actions {
+  display: flex;
+  justify-content: flex-end;
+  gap: 10px;
+  flex-wrap: wrap;
+}
+
+.confirm-cancel,
+.confirm-submit {
+  min-width: 140px;
+}
+
+.session-confirm-enter-active,
+.session-confirm-leave-active {
+  transition: opacity 0.18s ease, transform 0.18s ease;
+}
+
+.session-confirm-enter-from,
+.session-confirm-leave-to {
+  opacity: 0;
+}
+
+.session-confirm-enter-from .session-confirm-card,
+.session-confirm-leave-to .session-confirm-card {
+  transform: translateY(8px) scale(0.98);
+}
+
 .workbench-grid {
   display: grid;
   grid-template-columns: repeat(2, minmax(0, 1fr));
@@ -826,12 +1126,26 @@ const policyItems = [
   }
 
   .hero-action,
+  .secondary-action,
   .ghost-action,
   .row-action {
     width: 100%;
     justify-content: center;
   }
 
+  .assistant-file-chip {
+    max-width: 100%;
+  }
+
+  .session-confirm-actions {
+    justify-content: stretch;
+  }
+
+  .confirm-cancel,
+  .confirm-submit {
+    width: 100%;
+  }
+
   .todo-row,
   .progress-row {
     grid-template-columns: 48px minmax(0, 1fr);
diff --git a/web/src/composables/useAppShell.js b/web/src/composables/useAppShell.js
index c75538c..d33a5b7 100644
--- a/web/src/composables/useAppShell.js
+++ b/web/src/composables/useAppShell.js
@@ -14,7 +14,7 @@ export function useAppShell() {
 
   const travelCreateMode = ref(false)
   const smartEntryOpen = ref(false)
-  const smartEntryContext = ref({ prompt: '', source: 'requests', request: null, files: [] })
+  const smartEntryContext = ref({ prompt: '', source: 'requests', request: null, files: [], conversation: null })
   const smartEntrySessionId = ref(0)
 
   const { activeView, currentView, setView } = useNavigation()
@@ -93,7 +93,7 @@ export function useAppShell() {
   function openTravelCreate() {
     smartEntryOpen.value = true
     travelCreateMode.value = false
-    smartEntryContext.value = { prompt: '', source: 'topbar', request: null, files: [] }
+    smartEntryContext.value = { prompt: '', source: 'topbar', request: null, files: [], conversation: null }
     smartEntrySessionId.value += 1
   }
 
@@ -105,7 +105,8 @@ export function useAppShell() {
       prompt: payload.prompt ?? '',
       source: payload.source ?? 'workbench',
       request: payload.request ?? selectedTravelRequest.value,
-      files: Array.isArray(payload.files) ? payload.files : []
+      files: Array.isArray(payload.files) ? payload.files : [],
+      conversation: payload.conversation ?? null
     }
     smartEntrySessionId.value += 1
   }