diff --git a/core/http/react-ui/e2e/forking-chat.spec.js b/core/http/react-ui/e2e/forking-chat.spec.js
new file mode 100644
index 000000000..c1625de7e
--- /dev/null
+++ b/core/http/react-ui/e2e/forking-chat.spec.js
@@ -0,0 +1,133 @@
+import { test, expect } from './coverage-fixtures.js'
+
+// Seeds two-message chat into localStorage so we don't need a live model.
+async function seedChat(page, history) {
+  await page.addInitScript((h) => {
+    const chat = {
+      id: 'seed1', name: 'Seeded Chat', model: 'test-model',
+      history: h, systemPrompt: '', mcpMode: false, mcpServers: [],
+      clientMCPServers: [], temperature: null, topP: null, topK: null,
+      tokenUsage: { prompt: 0, completion: 0, total: 0 },
+      contextSize: null, createdAt: Date.now(), updatedAt: Date.now(),
+    }
+    localStorage.setItem('localai_chats_data', JSON.stringify({
+      chats: [chat], activeChatId: 'seed1', lastSaved: Date.now(),
+    }))
+  }, history)
+}
+
+async function mockModels(page) {
+  await page.route('**/api/models/capabilities', (route) => route.fulfill({
+    contentType: 'application/json',
+    body: JSON.stringify({ data: [{ id: 'test-model', capabilities: ['FLAG_CHAT'] }] }),
+  }))
+  await page.route('**/api/operations', (route) => route.fulfill({
+    contentType: 'application/json', body: JSON.stringify({ operations: [] }),
+  }))
+}
+
+const TWO_TURNS = [
+  { role: 'user', content: 'first question' },
+  { role: 'assistant', content: 'first answer' },
+  { role: 'user', content: 'second question' },
+  { role: 'assistant', content: 'second answer' },
+]
+
+test('duplicate creates an independent copy and switches to it', async ({ page }) => {
+  await mockModels(page)
+  await seedChat(page, TWO_TURNS)
+  await page.goto('/app/chat')
+
+  // Open the chats menu (Ctrl/Cmd+K) and duplicate the seeded chat.
+  // Wait for the menu trigger to mount so its global keydown listener is armed
+  // before we dispatch the shortcut.
+  await page.getByTitle('Conversations (Ctrl/Cmd+K)').waitFor()
+  await page.keyboard.press('Control+k')
+  await page.getByTitle('Duplicate chat').first().click()
+
+  // A new active chat named "Seeded Chat (fork)" with the same 4 messages.
+  await expect(page.locator('.chat-header-title')).toHaveText('Seeded Chat (fork)')
+  await expect(page.locator('.chat-message-user')).toHaveCount(2)
+  await expect(page.locator('.chat-message-assistant')).toHaveCount(2)
+})
+
+async function mockCompletion(page, replyText) {
+  await page.route('**/v1/chat/completions', (route) => {
+    const sse =
+      `data: ${JSON.stringify({ choices: [{ delta: { content: replyText } }] })}\n\n` +
+      `data: ${JSON.stringify({ choices: [{ delta: {}, finish_reason: 'stop' }], usage: { prompt_tokens: 1, completion_tokens: 1, total_tokens: 2 } })}\n\n` +
+      `data: [DONE]\n\n`
+    route.fulfill({ status: 200, contentType: 'text/event-stream', body: sse })
+  })
+}
+
+test('retry regenerates the first answer and drops the later turn', async ({ page }) => {
+  await mockModels(page)
+  // Capture the outbound request body so we can assert the model receives the
+  // truncated history (not the stale downstream turns).
+  let sentMessages = null
+  await page.route('**/v1/chat/completions', (route) => {
+    sentMessages = route.request().postDataJSON()?.messages || []
+    const sse =
+      `data: ${JSON.stringify({ choices: [{ delta: { content: 'REGENERATED first answer' } }] })}\n\n` +
+      `data: ${JSON.stringify({ choices: [{ delta: {}, finish_reason: 'stop' }], usage: { prompt_tokens: 1, completion_tokens: 1, total_tokens: 2 } })}\n\n` +
+      `data: [DONE]\n\n`
+    route.fulfill({ status: 200, contentType: 'text/event-stream', body: sse })
+  })
+  await seedChat(page, TWO_TURNS)
+  await page.goto('/app/chat')
+
+  // Hover the FIRST assistant message and click its retry button.
+  const firstAssistant = page.locator('.chat-message-assistant').first()
+  await firstAssistant.hover()
+  await firstAssistant.getByTitle('Regenerate').click()
+
+  // History is truncated to the first user turn, then the new answer streams in;
+  // the second Q/A turn is gone.
+  await expect(page.locator('.chat-message-assistant')).toContainText(['REGENERATED first answer'])
+  await expect(page.locator('.chat-message-user')).toHaveCount(1)
+  await expect(page.locator('.chat-message-assistant')).toHaveCount(1)
+
+  // The OUTBOUND payload must also be truncated: the resent user turn is present,
+  // but the downstream turn and the stale first answer must be gone.
+  const contents = (sentMessages || []).map(m =>
+    typeof m.content === 'string' ? m.content : JSON.stringify(m.content)
+  )
+  expect(contents.join('\n')).toContain('first question')
+  expect(contents.join('\n')).not.toContain('second question')
+  expect(contents.join('\n')).not.toContain('first answer')
+})
+
+test('copy chat puts the whole conversation on the clipboard', async ({ page, context }) => {
+  await context.grantPermissions(['clipboard-read', 'clipboard-write'])
+  await mockModels(page)
+  await seedChat(page, TWO_TURNS)
+  await page.goto('/app/chat')
+
+  // Wait for the menu trigger to mount so its global keydown listener is armed
+  // before we dispatch the shortcut (same mount-race guard as the duplicate test).
+  await page.getByTitle('Conversations (Ctrl/Cmd+K)').waitFor()
+  await page.keyboard.press('Control+k')
+  await page.getByTitle('Copy chat').first().click()
+
+  const clip = await page.evaluate(() => navigator.clipboard.readText())
+  expect(clip).toContain('# Seeded Chat')
+  expect(clip).toContain('first answer')
+  expect(clip).toContain('second answer')
+})
+
+test('branch from the first answer forks history up to that point', async ({ page }) => {
+  await mockModels(page)
+  await seedChat(page, TWO_TURNS)
+  await page.goto('/app/chat')
+
+  const firstAssistant = page.locator('.chat-message-assistant').first()
+  await firstAssistant.hover()
+  await firstAssistant.getByTitle('Branch from here').click()
+
+  // New active chat "Seeded Chat (fork)" contains only the first Q/A turn.
+  await expect(page.locator('.chat-header-title')).toHaveText('Seeded Chat (fork)')
+  await expect(page.locator('.chat-message-user')).toHaveCount(1)
+  await expect(page.locator('.chat-message-assistant')).toHaveCount(1)
+  await expect(page.locator('.chat-message-assistant')).toContainText(['first answer'])
+})
diff --git a/core/http/react-ui/public/locales/en/chat.json b/core/http/react-ui/public/locales/en/chat.json
index ffda226db..4bdc2a3d0 100644
--- a/core/http/react-ui/public/locales/en/chat.json
+++ b/core/http/react-ui/public/locales/en/chat.json
@@ -72,6 +72,7 @@
   "actions": {
     "copy": "Copy",
     "regenerate": "Regenerate",
+    "branch": "Branch from here",
     "jumpToLatest": "Jump to latest"
   },
   "streaming": {
@@ -100,7 +101,9 @@
   "toasts": {
     "selectModel": "Please select a model",
     "copied": "Copied to clipboard",
-    "copyFailed": "Could not copy to clipboard"
+    "copyFailed": "Could not copy to clipboard",
+    "chatCopied": "Chat copied to clipboard",
+    "forked": "Created a new chat"
   },
   "menu": {
     "trigger": "Chats",
@@ -110,6 +113,8 @@
     "noMatch": "No conversations match your search",
     "noConversations": "No conversations yet",
     "rename": "Rename",
+    "duplicate": "Duplicate chat",
+    "copyChat": "Copy chat",
     "exportMarkdown": "Export as Markdown",
     "deleteChat": "Delete chat",
     "newChat": "New chat",
diff --git a/core/http/react-ui/src/components/ChatsMenu.jsx b/core/http/react-ui/src/components/ChatsMenu.jsx
index ed0e85dee..4b5d72821 100644
--- a/core/http/react-ui/src/components/ChatsMenu.jsx
+++ b/core/http/react-ui/src/components/ChatsMenu.jsx
@@ -24,6 +24,8 @@ const ChatsMenu = forwardRef(function ChatsMenu({
   onDeleteAll,
   onRename,
   onExport,
+  onCopyChat,
+  onDuplicate,
 }, ref) {
   const { t } = useTranslation('chat')
   const [open, setOpen] = useState(false)
@@ -230,6 +232,24 @@ const ChatsMenu = forwardRef(function ChatsMenu({
                   >
                     <i className="fas fa-pen" />
                   </button>
+                  {onDuplicate && (
+                    <button
+                      type="button"
+                      onClick={(e) => { e.stopPropagation(); onDuplicate(chat); setOpen(false) }}
+                      title={t('menu.duplicate')}
+                    >
+                      <i className="fas fa-clone" />
+                    </button>
+                  )}
+                  {(chat.history?.length || 0) > 0 && onCopyChat && (
+                    <button
+                      type="button"
+                      onClick={(e) => { e.stopPropagation(); onCopyChat(chat) }}
+                      title={t('menu.copyChat')}
+                    >
+                      <i className="fas fa-clipboard" />
+                    </button>
+                  )}
                   {(chat.history?.length || 0) > 0 && onExport && (
                     <button
                       type="button"
diff --git a/core/http/react-ui/src/hooks/useChat.js b/core/http/react-ui/src/hooks/useChat.js
index 5bd491e77..ee00ccec1 100644
--- a/core/http/react-ui/src/hooks/useChat.js
+++ b/core/http/react-ui/src/hooks/useChat.js
@@ -141,6 +141,24 @@ export function useChat(initialModel = '') {
     return chat
   }, [])
 
+  const forkChat = useCallback((chatId, uptoIndex) => {
+    const src = chats.find(c => c.id === chatId)
+    if (!src) return null
+    const end = typeof uptoIndex === 'number' ? uptoIndex : src.history.length
+    const forked = {
+      ...src,
+      id: generateId(),
+      name: `${src.name} (fork)`,
+      history: structuredClone(src.history.slice(0, end)),
+      tokenUsage: { prompt: 0, completion: 0, total: 0 },
+      createdAt: Date.now(),
+      updatedAt: Date.now(),
+    }
+    setChats(prev => [forked, ...prev])
+    setActiveChatId(forked.id)
+    return forked
+  }, [chats])
+
   const switchChat = useCallback((chatId) => {
     setActiveChatId(chatId)
     setStreamingContent('')
@@ -260,8 +278,12 @@ export function useChat(initialModel = '') {
     if (chat?.systemPrompt) {
       messages.push({ role: 'system', content: chat.systemPrompt })
     }
-    // Filter out thinking/reasoning/tool_call/tool_result messages
-    const historyForApi = (chat?.history || []).filter(m =>
+    // Filter out thinking/reasoning/tool_call/tool_result messages.
+    // options.baseHistory lets callers (e.g. mid-conversation retry) pass the
+    // intended truncated history synchronously; the closure `chat` still holds
+    // the stale pre-truncation state because setChats only schedules an update.
+    const baseHistory = options.baseHistory || chat?.history || []
+    const historyForApi = baseHistory.filter(m =>
       m.role !== 'thinking' && m.role !== 'reasoning' && m.role !== 'tool_call' && m.role !== 'tool_result'
     )
     messages.push(...historyForApi, { role: 'user', content: messageContent })
@@ -793,6 +815,7 @@ export function useChat(initialModel = '') {
     tokensPerSecond,
     maxTokensPerSecond,
     addChat,
+    forkChat,
     switchChat,
     deleteChat,
     deleteAllChats,
diff --git a/core/http/react-ui/src/pages/Chat.jsx b/core/http/react-ui/src/pages/Chat.jsx
index 40c30d721..f75b7996f 100644
--- a/core/http/react-ui/src/pages/Chat.jsx
+++ b/core/http/react-ui/src/pages/Chat.jsx
@@ -33,7 +33,7 @@ function getLastMessagePreview(chat) {
   return ''
 }
 
-function exportChatAsMarkdown(chat) {
+function serializeChatAsMarkdown(chat) {
   let md = `# ${chat.name}\n\n`
   md += `Model: ${chat.model || 'Unknown'}\n`
   md += `Date: ${new Date(chat.createdAt).toLocaleString()}\n\n---\n\n`
@@ -47,7 +47,11 @@ function exportChatAsMarkdown(chat) {
       md += `<details><summary>Thinking</summary>\n\n${msg.content}\n\n</details>\n\n`
     }
   }
-  const blob = new Blob([md], { type: 'text/markdown' })
+  return md
+}
+
+function downloadChatAsMarkdown(chat) {
+  const blob = new Blob([serializeChatAsMarkdown(chat)], { type: 'text/markdown' })
   const url = URL.createObjectURL(blob)
   const a = document.createElement('a')
   a.href = url
@@ -294,7 +298,7 @@ export default function Chat() {
   const {
     chats, activeChat, activeChatId, isStreaming, streamingChatId, streamingContent,
     streamingReasoning, streamingToolCalls, tokensPerSecond, maxTokensPerSecond,
-    addChat, switchChat, deleteChat, deleteAllChats, renameChat, updateChatSettings,
+    addChat, forkChat, switchChat, deleteChat, deleteAllChats, renameChat, updateChatSettings,
     sendMessage, stopGeneration, clearHistory, getContextUsagePercent, addMessage,
   } = useChat(urlModel || '')
 
@@ -795,34 +799,27 @@ export default function Chat() {
     await sendMessage(msg, files, mcpOptions)
   }, [input, files, activeChat, sendMessage, addToast, getToolsForLLM, isClientTool, executeTool, hasAppUI, getAppResource, getToolDefinition])
 
-  const handleRegenerate = useCallback(async () => {
+  const handleRegenerate = useCallback(async (targetIndex) => {
     if (!activeChat || isStreaming) return
     const history = activeChat.history
-    let lastUserMsg = null
-    let lastUserFiles = null
-    for (let i = history.length - 1; i >= 0; i--) {
-      if (history[i].role === 'user') {
-        lastUserMsg = typeof history[i].content === 'string' ? history[i].content : history[i].content?.[0]?.text || ''
-        lastUserFiles = history[i].files || []
-        break
-      }
+    const end = typeof targetIndex === 'number' ? targetIndex : history.length
+    // Nearest user message at or before the target answer.
+    let userIdx = -1
+    for (let i = Math.min(end, history.length) - 1; i >= 0; i--) {
+      if (history[i].role === 'user') { userIdx = i; break }
     }
-    if (!lastUserMsg) return
-
-    // Remove everything after and including the last user message
-    const newHistory = []
-    let foundLastUser = false
-    for (let i = history.length - 1; i >= 0; i--) {
-      if (!foundLastUser && history[i].role === 'user') {
-        foundLastUser = true
-        continue
-      }
-      if (foundLastUser) {
-        newHistory.unshift(history[i])
-      }
-    }
-    updateChatSettings(activeChat.id, { history: newHistory })
-    await sendMessage(lastUserMsg, lastUserFiles)
+    if (userIdx === -1) return
+    const userMsg = typeof history[userIdx].content === 'string'
+      ? history[userIdx].content
+      : history[userIdx].content?.[0]?.text || ''
+    const userFiles = history[userIdx].files || []
+    // Drop the user turn and everything after it; sendMessage re-appends it.
+    // Thread the truncated history through explicitly: updateChatSettings only
+    // schedules a state update, so sendMessage's closure would otherwise read
+    // the stale pre-truncation history for the outbound API payload.
+    const baseHistory = history.slice(0, userIdx)
+    updateChatSettings(activeChat.id, { history: baseHistory })
+    await sendMessage(userMsg, userFiles, { baseHistory })
   }, [activeChat, isStreaming, sendMessage, updateChatSettings])
 
   const handleKeyDown = (e) => {
@@ -852,6 +849,11 @@ export default function Chat() {
     }
   }
 
+  const copyChatAsMarkdown = async (chat) => {
+    const ok = await copyToClipboard(serializeChatAsMarkdown(chat))
+    addToast(ok ? t('toasts.chatCopied') : t('toasts.copyFailed'), ok ? 'success' : 'error', ok ? 2000 : 3000)
+  }
+
   const contextPercent = getContextUsagePercent()
 
   // Recent chats for the empty state — exclude the current chat and any
@@ -892,7 +894,9 @@ export default function Chat() {
             onDelete={deleteChat}
             onDeleteAll={promptDeleteAll}
             onRename={renameChat}
-            onExport={(chat) => exportChatAsMarkdown(chat)}
+            onExport={(chat) => downloadChatAsMarkdown(chat)}
+            onCopyChat={(chat) => copyChatAsMarkdown(chat)}
+            onDuplicate={(chat) => { if (forkChat(chat.id)) addToast(t('toasts.forked'), 'success', 2000) }}
           />
           {activeChat.localaiAssistant && (
             <span
@@ -1184,11 +1188,19 @@ export default function Chat() {
                       <button onClick={() => copyMessage(msg.content)} title={t('actions.copy')}>
                         <i className="fas fa-copy" />
                       </button>
-                      {msg.role === 'assistant' && i === activeChat.history.length - 1 && !isStreaming && (
-                        <button onClick={handleRegenerate} title={t('actions.regenerate')}>
+                      {msg.role === 'assistant' && !isStreaming && (
+                        <button onClick={() => handleRegenerate(i)} title={t('actions.regenerate')}>
                           <i className="fas fa-rotate" />
                         </button>
                       )}
+                      {msg.role === 'assistant' && !isStreaming && (
+                        <button
+                          onClick={() => { forkChat(activeChat.id, i + 1); addToast(t('toasts.forked'), 'success', 2000) }}
+                          title={t('actions.branch')}
+                        >
+                          <i className="fas fa-code-branch" />
+                        </button>
+                      )}
                     </div>
                   </div>
                 </div>