diff --git a/ui-tui/packages/hermes-ink/src/ink/hooks/use-selection.ts b/ui-tui/packages/hermes-ink/src/ink/hooks/use-selection.ts
index 58761fe241..bd4ef87fc7 100644
--- a/ui-tui/packages/hermes-ink/src/ink/hooks/use-selection.ts
+++ b/ui-tui/packages/hermes-ink/src/ink/hooks/use-selection.ts
@@ -9,9 +9,9 @@ import { type FocusMove, type SelectionState, shiftAnchor } from '../selection.j
  * Returns no-op functions when fullscreen mode is disabled.
  */
 export function useSelection(): {
-  copySelection: () => string
+  copySelection: () => Promise<string>
   /** Copy without clearing the highlight (for copy-on-select). */
-  copySelectionNoClear: () => string
+  copySelectionNoClear: () => Promise<string>
   clearSelection: () => void
   hasSelection: () => boolean
   /** Read the raw mutable selection state (for drag-to-scroll). */
@@ -48,8 +48,8 @@ export function useSelection(): {
   return useMemo(() => {
     if (!ink) {
       return {
-        copySelection: () => '',
-        copySelectionNoClear: () => '',
+        copySelection: async () => '',
+        copySelectionNoClear: async () => '',
         clearSelection: () => {},
         hasSelection: () => false,
         getState: () => null,
diff --git a/ui-tui/packages/hermes-ink/src/ink/ink.tsx b/ui-tui/packages/hermes-ink/src/ink/ink.tsx
index 40e3762800..93b10f6520 100644
--- a/ui-tui/packages/hermes-ink/src/ink/ink.tsx
+++ b/ui-tui/packages/hermes-ink/src/ink/ink.tsx
@@ -1296,16 +1296,12 @@ export default class Ink {
     this.prevFrameContaminated = true
   }
 
-  /**
-   * Copy the current selection to the clipboard without clearing the
-   * highlight. Matches iTerm2's copy-on-select behavior where the selected
-   * region stays visible after the automatic copy.
-   */
   /**
    * Copy the current text selection to the system clipboard without clearing the
-   * selection. Returns the copied text on success (empty if no selection or
-   * clipboard operation failed). Success is determined by whether an OSC 52
-   * sequence was emitted (native/tmux paths do not produce a sequence).
+   * selection. Returns the copied text when a clipboard path succeeded (native
+   * tool fired, tmux buffer loaded, or OSC 52 emitted), or '' when no path was
+   * taken (e.g. headless Linux without tmux). Matches iTerm2's copy-on-select
+   * behavior where the selected region stays visible after the automatic copy.
    */
   async copySelectionNoClear(): Promise<string> {
     if (!hasSelection(this.selection)) {
@@ -1316,17 +1312,22 @@ export default class Ink {
 
     if (text) {
       try {
-        const raw = await setClipboard(text)
-        if (raw) {
-          this.options.stdout.write(raw)
+        const { sequence, success } = await setClipboard(text)
+
+        if (sequence) {
+          this.options.stdout.write(sequence)
+        }
+
+        if (success) {
           return text
         }
+
         if (process.env.HERMES_TUI_DEBUG_CLIPBOARD) {
-          console.error('[clipboard] [osc52] no sequence emitted — native clipboard or tmux buffer path in use')
+          console.error('[clipboard] no path reached the clipboard (headless + no tmux?) — set HERMES_TUI_FORCE_OSC52=1 to force the escape sequence')
         }
       } catch (err) {
         if (process.env.HERMES_TUI_DEBUG_CLIPBOARD) {
-          console.error('[clipboard] [osc52] error:', err)
+          console.error('[clipboard] error:', err)
         }
       }
     }
diff --git a/ui-tui/packages/hermes-ink/src/ink/termio/osc.test.ts b/ui-tui/packages/hermes-ink/src/ink/termio/osc.test.ts
index 4860544479..4c54f8d18a 100644
--- a/ui-tui/packages/hermes-ink/src/ink/termio/osc.test.ts
+++ b/ui-tui/packages/hermes-ink/src/ink/termio/osc.test.ts
@@ -26,4 +26,26 @@ describe('shouldEmitClipboardSequence', () => {
       shouldEmitClipboardSequence({ HERMES_TUI_COPY_OSC52: '0', TERM: 'xterm-256color' } as NodeJS.ProcessEnv)
     ).toBe(false)
   })
+
+  it('HERMES_TUI_FORCE_OSC52 takes precedence over TMUX suppression', () => {
+    // Without the override, local-in-tmux suppresses the OSC 52 sequence
+    // so the terminal multiplexer path wins. FORCE_OSC52=1 flips that
+    // back on for users whose tmux config supports passthrough.
+    expect(shouldEmitClipboardSequence({ TMUX: '/tmp/t,1,0' } as NodeJS.ProcessEnv)).toBe(false)
+    expect(
+      shouldEmitClipboardSequence({
+        HERMES_TUI_FORCE_OSC52: '1',
+        TMUX: '/tmp/t,1,0'
+      } as NodeJS.ProcessEnv)
+    ).toBe(true)
+  })
+
+  it('HERMES_TUI_FORCE_OSC52=0 suppresses OSC 52 even for remote or plain terminals', () => {
+    expect(
+      shouldEmitClipboardSequence({
+        HERMES_TUI_FORCE_OSC52: '0',
+        SSH_CONNECTION: '1'
+      } as NodeJS.ProcessEnv)
+    ).toBe(false)
+  })
 })
diff --git a/ui-tui/packages/hermes-ink/src/ink/termio/osc.ts b/ui-tui/packages/hermes-ink/src/ink/termio/osc.ts
index a7e232c96e..c60196b8c1 100644
--- a/ui-tui/packages/hermes-ink/src/ink/termio/osc.ts
+++ b/ui-tui/packages/hermes-ink/src/ink/termio/osc.ts
@@ -166,10 +166,23 @@ export async function tmuxLoadBuffer(text: string): Promise<boolean> {
  * utilities (pbcopy/wl-copy/xclip/xsel/clip.exe) always work locally. Over
  * SSH these would write to the remote clipboard — OSC 52 is the right path there.
  *
- * Returns the sequence for the caller to write to stdout (raw OSC 52
- * outside tmux, DCS-wrapped inside).
+ * Returns { sequence, success }:
+ *   - `sequence` is the bytes to write to stdout (raw OSC 52 outside tmux,
+ *     DCS-wrapped inside; empty string when we shouldn't emit).
+ *   - `success` is true when we believe SOME path reached the clipboard:
+ *     native tool fired (local), tmux buffer loaded, or an OSC 52 sequence
+ *     was emitted to the terminal. False only when no path was taken at
+ *     all (headless Linux with no tmux + osc52 suppressed, effectively).
+ *     This is best-effort — pbcopy/xclip are fire-and-forget, and OSC 52
+ *     depends on the outer terminal honoring the sequence — but it lets
+ *     callers distinguish "nothing attempted" from "attempted".
  */
-export async function setClipboard(text: string): Promise<string> {
+export type ClipboardResult = {
+  sequence: string
+  success: boolean
+}
+
+export async function setClipboard(text: string): Promise<ClipboardResult> {
   const b64 = Buffer.from(text, 'utf8').toString('base64')
   const raw = osc(OSC.CLIPBOARD, 'c', b64)
   const emitSequence = shouldEmitClipboardSequence(process.env)
@@ -181,20 +194,28 @@ export async function setClipboard(text: string): Promise<string> {
   // (https://anthropic.slack.com/archives/C07VBSHV7EV/p1773943921788829).
   // Gated on SSH_CONNECTION (not SSH_TTY) since tmux panes inherit SSH_TTY
   // forever but SSH_CONNECTION is in tmux's default update-environment and
-  // clears on local attach. Fire-and-forget.
-  if (!process.env['SSH_CONNECTION']) {
-    copyNative(text)
-  }
+  // clears on local attach. Fire-and-forget, but `copyNativeAttempted`
+  // tells us whether ANY native path will be tried on this platform.
+  const nativeAttempted =
+    !process.env['SSH_CONNECTION'] && copyNative(text)
 
   const tmuxBufferLoaded = await tmuxLoadBuffer(text)
 
   // Inner OSC uses BEL directly (not osc()) — ST's ESC would need doubling
   // too, and BEL works everywhere for OSC 52.
-  if (tmuxBufferLoaded) {
-    return emitSequence ? tmuxPassthrough(`${ESC}]52;c;${b64}${BEL}`) : ''
-  }
+  const sequence = tmuxBufferLoaded
+    ? (emitSequence ? tmuxPassthrough(`${ESC}]52;c;${b64}${BEL}`) : '')
+    : (emitSequence ? raw : '')
 
-  return emitSequence ? raw : ''
+  // Success if any path was taken. Native and tmux are fire-and-forget,
+  // so we can't truly confirm the clipboard was written — but if native
+  // was attempted OR tmux buffer loaded OR we emitted OSC 52, the user's
+  // paste is likely to work. The only false case is "we did literally
+  // nothing" (e.g. local-in-tmux with osc52 suppressed and tmux buffer
+  // load failed), in which case reporting failure to the user is honest.
+  const success = nativeAttempted || tmuxBufferLoaded || sequence.length > 0
+
+  return { sequence, success }
 }
 
 // Linux clipboard tool: undefined = not yet probed, null = none available.
@@ -207,16 +228,19 @@ async function probeLinuxCopy(): Promise<'wl-copy' | 'xclip' | 'xsel' | null> {
   const opts = { useCwd: false, timeout: 500 }
 
   const r = await execFileNoThrow('wl-copy', [], opts)
+
   if (r.code === 0) {
     return 'wl-copy'
   }
 
   const r2 = await execFileNoThrow('xclip', ['-selection', 'clipboard'], opts)
+
   if (r2.code === 0) {
     return 'xclip'
   }
 
   const r3 = await execFileNoThrow('xsel', ['--clipboard', '--input'], opts)
+
   return r3.code === 0 ? 'xsel' : null
 }
 
@@ -226,28 +250,37 @@ async function probeLinuxCopy(): Promise<'wl-copy' | 'xclip' | 'xsel' | null> {
  * the remote machine's clipboard — OSC 52 is the right path there).
  * Fire-and-forget: failures are silent since OSC 52 may have succeeded.
  *
+ * Returns true when a native copy path was (or will be) attempted — i.e.
+ * we'll spawn pbcopy on macOS, clip on Windows, or a known-working Linux
+ * tool. Returns false only when we know no native tool is viable (Linux
+ * without DISPLAY/WAYLAND_DISPLAY, or previously-probed-to-null). The
+ * return value is used to decide whether to tell the user the copy
+ * succeeded — spawning is best-effort but good enough to claim success.
+ *
  * Linux behaviour: if DISPLAY and WAYLAND_DISPLAY are both unset, native
  * clipboard tools cannot work (they need a display server). In that case
  * we skip probing entirely and treat linuxCopy as permanently null.
  */
-function copyNative(text: string): void {
+function copyNative(text: string): boolean {
   const opts = { input: text, useCwd: false, timeout: 2000 }
 
   switch (process.platform) {
     case 'darwin':
       void execFileNoThrow('pbcopy', [], opts)
-      return
 
+      return true
     case 'linux': {
       // If we already probed (success or hard-fail), short-circuit.
       if (linuxCopy !== undefined) {
         if (linuxCopy === null) {
           // No working native tool — skip silently.
-          return
+          return false
         }
+
         // linuxCopy is a known-working tool; fire-and-forget.
         void execFileNoThrow(linuxCopy, linuxCopy === 'wl-copy' ? [] : ['-selection', 'clipboard'], opts)
-        return
+
+        return true
       }
 
       // No display server → native tools will fail immediately. Cache null.
@@ -255,12 +288,15 @@ function copyNative(text: string): void {
         if (process.env.HERMES_TUI_DEBUG_CLIPBOARD) {
           console.error('[clipboard] [native] Linux: no DISPLAY or WAYLAND_DISPLAY — native clipboard unavailable')
         }
-        linuxCopy = null
-        return
-      }
 
+        linuxCopy = null
+
+        return false
+      }
       // First call: probe in the background and cache the result for future copies.
-      // We don't await — this is fire-and-forget.
+      // We don't await — this is fire-and-forget. Treat as an attempt:
+      // the probe will discover a tool and spawn it. If probing finds
+      // nothing, the NEXT copy will short-circuit above.
       void (async () => {
         const winner = await probeLinuxCopy()
         linuxCopy = winner
@@ -275,15 +311,18 @@ function copyNative(text: string): void {
         }
       })()
 
-      return
+      return true
     }
 
     case 'win32':
       // clip.exe is always available on Windows. Unicode handling is
       // imperfect (system locale encoding) but good enough for a fallback.
       void execFileNoThrow('clip', [], opts)
-      return
+
+      return true
   }
+
+  return false
 }
 
 /** @internal test-only */
diff --git a/ui-tui/src/__tests__/createSlashHandler.test.ts b/ui-tui/src/__tests__/createSlashHandler.test.ts
index 4bd3503103..01c20bba61 100644
--- a/ui-tui/src/__tests__/createSlashHandler.test.ts
+++ b/ui-tui/src/__tests__/createSlashHandler.test.ts
@@ -363,7 +363,7 @@ const buildComposer = () => ({
   hasSelection: false,
   paste: vi.fn(),
   queueRef: { current: [] as string[] },
-  selection: { copySelection: vi.fn(() => '') },
+  selection: { copySelection: vi.fn(async () => '') },
   setInput: vi.fn()
 })
 
diff --git a/ui-tui/src/app/interfaces.ts b/ui-tui/src/app/interfaces.ts
index 9049c17f9a..5386a4e149 100644
--- a/ui-tui/src/app/interfaces.ts
+++ b/ui-tui/src/app/interfaces.ts
@@ -32,7 +32,7 @@ export type StatusBarMode = 'bottom' | 'off' | 'top'
 
 export interface SelectionApi {
   clearSelection: () => void
-  copySelection: () => string
+  copySelection: () => Promise<string>
 }
 
 export interface CompletionItem {
diff --git a/ui-tui/src/app/slash/commands/core.ts b/ui-tui/src/app/slash/commands/core.ts
index a792fe117c..7aea2fa47a 100644
--- a/ui-tui/src/app/slash/commands/core.ts
+++ b/ui-tui/src/app/slash/commands/core.ts
@@ -256,11 +256,11 @@ export const coreCommands: SlashCommand[] = [
 
       if (!arg && ctx.composer.hasSelection) {
         const text = await ctx.composer.selection.copySelection()
+
         if (text) {
-          // Include character count to match user's reported message format
           return sys(`copied ${text.length} characters`)
         } else {
-          return sys('clipboard copy failed — no OSC 52 emitted; see HERMES_TUI_DEBUG_CLIPBOARD')
+          return sys('clipboard copy failed — try HERMES_TUI_FORCE_OSC52=1 to force the escape sequence; HERMES_TUI_DEBUG_CLIPBOARD=1 for details')
         }
       }
 
diff --git a/ui-tui/src/types/hermes-ink.d.ts b/ui-tui/src/types/hermes-ink.d.ts
index 507be85a34..ad69348486 100644
--- a/ui-tui/src/types/hermes-ink.d.ts
+++ b/ui-tui/src/types/hermes-ink.d.ts
@@ -83,8 +83,8 @@ declare module '@hermes/ink' {
   export function withInkSuspended(run: RunExternalProcess): Promise<void>
   export function useInput(handler: InputHandler, options?: { readonly isActive?: boolean }): void
   export function useSelection(): {
-    readonly copySelection: () => string
-    readonly copySelectionNoClear: () => string
+    readonly copySelection: () => Promise<string>
+    readonly copySelectionNoClear: () => Promise<string>
     readonly clearSelection: () => void
     readonly hasSelection: () => boolean
     readonly getState: () => unknown
diff --git a/web/src/pages/ChatPage.tsx b/web/src/pages/ChatPage.tsx
index cd5afcbb3b..525739b192 100644
--- a/web/src/pages/ChatPage.tsx
+++ b/web/src/pages/ChatPage.tsx
@@ -290,23 +290,31 @@ export default function ChatPage() {
     term.attachCustomKeyEventHandler((ev) => {
       if (ev.type !== "keydown") return true;
 
-      // Copy: Cmd+C on macOS, Ctrl+C on other platforms (when selection exists)
-      // Paste: Cmd+Shift+V on macOS, Ctrl+Shift+V on others
-      const copyModifier = isMac ? ev.metaKey : ev.ctrlKey;
+      // Copy: Cmd+C on macOS, Ctrl+Shift+C on other platforms. Bare Ctrl+C
+      // is reserved for SIGINT to the TUI child — matches xterm / gnome-terminal /
+      // konsole / Windows Terminal. Ctrl+Shift+C only copies if a selection exists;
+      // without a selection it passes through to the TUI so agents can still
+      // react to the keypress.
+      // Paste: Cmd+Shift+V on macOS, Ctrl+Shift+V on others.
+      const copyModifier = isMac ? ev.metaKey : ev.ctrlKey && ev.shiftKey;
       const pasteModifier = isMac ? ev.metaKey : ev.ctrlKey && ev.shiftKey;
 
       if (copyModifier && ev.key.toLowerCase() === "c") {
         const sel = term.getSelection();
         if (sel) {
+          // Direct writeText inside the keydown handler preserves the user
+          // gesture — async round-trips through OSC 52 can lose activation
+          // and fail with "Document is not focused".
           navigator.clipboard.writeText(sel).catch((err) => {
             console.warn("[dashboard clipboard] direct copy failed:", err.message);
           });
-          // Send Escape to the TUI to clear its selection overlay
-          term.write("\x1b");
+          // Clear xterm.js's highlight after copy (matches gnome-terminal).
+          term.clearSelection();
           ev.preventDefault();
           return false;
         }
-        // No selection → let Ctrl+C pass through as interrupt
+        // No selection → fall through so the TUI receives Ctrl+Shift+C
+        // (or the bare ev if the user used a different modifier).
       }
 
       if (pasteModifier && ev.key.toLowerCase() === "v") {