diff --git a/gateway/platforms/base.py b/gateway/platforms/base.py
index 3c76ac04d02e..5d5134589412 100644
--- a/gateway/platforms/base.py
+++ b/gateway/platforms/base.py
@@ -3512,11 +3512,28 @@ class BasePlatformAdapter(ABC):
         override this for a richer UX.
         """
         if choices:
+            # Multi-select clarifies register their flag on the pending entry;
+            # look it up by id so the signature stays adapter-compatible.
+            _is_multi = False
+            try:
+                from tools import clarify_gateway as _cg
+                with _cg._lock:
+                    _entry = _cg._entries.get(clarify_id)
+                _is_multi = bool(_entry and getattr(_entry, "multi_select", False))
+            except Exception:
+                _is_multi = False
             lines = [f"❓ {question}", ""]
             for i, choice in enumerate(choices, start=1):
                 lines.append(f"  {i}. {choice}")
             lines.append("")
-            lines.append("Reply with the number, the option text, or your own answer.")
+            if _is_multi:
+                lines.append(
+                    "Multiple selections allowed — reply with the numbers "
+                    "separated by commas or spaces (e.g. \"1, 3\"), the option "
+                    "text, or your own answer."
+                )
+            else:
+                lines.append("Reply with the number, the option text, or your own answer.")
             text = "\n".join(lines)
             # Text fallback: enable text-capture so the gateway intercept
             # picks up the user's typed reply (e.g. "2" or choice text).
diff --git a/gateway/run.py b/gateway/run.py
index b14b4cdda81a..dbf5eee34d96 100644
--- a/gateway/run.py
+++ b/gateway/run.py
@@ -21877,7 +21877,7 @@ class GatewayRunner(GatewayAuthorizationMixin, GatewayKanbanWatchersMixin, Gatew
             # explaining that no response arrived (so the agent can adapt
             # rather than hang forever).
             # ------------------------------------------------------------------
-            def _clarify_callback_sync(question: str, choices) -> str:
+            def _clarify_callback_sync(question: str, choices, multi_select: bool = False) -> str:
                 from tools import clarify_gateway as _clarify_mod
                 import uuid as _uuid
 
@@ -21890,6 +21890,7 @@ class GatewayRunner(GatewayAuthorizationMixin, GatewayKanbanWatchersMixin, Gatew
                     session_key=session_key or "",
                     question=question,
                     choices=list(choices) if choices else None,
+                    multi_select=bool(multi_select),
                 )
 
                 # Pause typing — like approval, we don't want a "thinking..."
diff --git a/tests/tools/test_clarify_gateway.py b/tests/tools/test_clarify_gateway.py
index fab1ebedcc96..c8f2a432e0e5 100644
--- a/tests/tools/test_clarify_gateway.py
+++ b/tests/tools/test_clarify_gateway.py
@@ -439,3 +439,120 @@ class TestUnlimitedWait:
         t.join(timeout=5.0)
         assert not t.is_alive()
         assert result_box["r"] == "B"
+
+
+class TestMultiSelectTextFallback:
+    """Multi-select clarifies via the gateway text fallback.
+
+    The adapter's numbered-list fallback asks the user to reply with
+    comma/space-separated numbers; _coerce_text_response must map those to a
+    JSON array of choice labels (which _parse_multi_select_response on the
+    tool side decodes into a list).
+    """
+
+    def setup_method(self):
+        _clear_clarify_state()
+
+    def _register_multi(self, cid="m1", choices=("A", "B", "C")):
+        from tools import clarify_gateway as cm
+        entry = cm.register(cid, "sk", "Pick some", list(choices), multi_select=True)
+        # Text fallback path always flips awaiting_text on.
+        cm.mark_awaiting_text(cid)
+        return entry
+
+    def test_register_stores_multi_select_flag(self):
+        entry = self._register_multi()
+        assert entry.multi_select is True
+        assert entry.signature()["multi_select"] is True
+
+    def test_register_default_multi_select_false(self):
+        from tools import clarify_gateway as cm
+        entry = cm.register("s1", "sk", "Q?", ["A"])
+        assert entry.multi_select is False
+        assert entry.signature()["multi_select"] is False
+
+    def test_multi_select_without_choices_is_ignored(self):
+        """multi_select on an open-ended clarify is meaningless — dropped."""
+        from tools import clarify_gateway as cm
+        entry = cm.register("s2", "sk", "Q?", None, multi_select=True)
+        assert entry.multi_select is False
+
+    def test_comma_separated_numbers(self):
+        import json
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        coerced = cm._coerce_text_response(entry, "1, 3")
+        assert json.loads(coerced) == ["A", "C"]
+
+    def test_space_separated_numbers(self):
+        import json
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        coerced = cm._coerce_text_response(entry, "1 3")
+        assert json.loads(coerced) == ["A", "C"]
+
+    def test_single_number(self):
+        import json
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        coerced = cm._coerce_text_response(entry, "2")
+        assert json.loads(coerced) == ["B"]
+
+    def test_choice_labels_comma_separated(self):
+        import json
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        coerced = cm._coerce_text_response(entry, "a, C")
+        assert json.loads(coerced) == ["A", "C"]
+
+    def test_out_of_range_number_rejected_but_custom_text_kept(self):
+        """Out-of-range numbers don't parse as a selection; awaiting_text
+        mode falls back to accepting the raw text as a custom answer."""
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        assert cm._coerce_multi_select_text(entry, "1, 9") is None
+        # awaiting_text (text fallback) keeps the raw reply as custom text
+        assert cm._coerce_text_response(entry, "1, 9") == "1, 9"
+
+    def test_out_of_range_rejected_for_native_button_ui(self):
+        """Without awaiting_text (button UI), a bad selection rejects the
+        reply entirely so it flows through as a normal message."""
+        from tools import clarify_gateway as cm
+        entry = cm.register("m2", "sk", "Pick some", ["A", "B"], multi_select=True)
+        assert cm._coerce_text_response(entry, "5") is None
+        assert cm._coerce_text_response(entry, "random prose") is None
+
+    def test_duplicate_selections_deduped(self):
+        import json
+        from tools import clarify_gateway as cm
+        entry = self._register_multi()
+        coerced = cm._coerce_text_response(entry, "1, 1, 2")
+        assert json.loads(coerced) == ["A", "B"]
+
+    def test_resolve_text_response_end_to_end(self):
+        """resolve_text_response_for_session delivers the JSON array to the waiter."""
+        import json
+        from tools import clarify_gateway as cm
+        self._register_multi(cid="m3")
+        result_box = {}
+
+        def waiter():
+            result_box["r"] = cm.wait_for_response("m3", timeout=5)
+
+        t = threading.Thread(target=waiter)
+        t.start()
+        time.sleep(0.05)
+        assert cm.resolve_text_response_for_session("sk", "1,2") is True
+        t.join(timeout=5)
+        assert json.loads(result_box["r"]) == ["A", "B"]
+
+    def test_single_select_regression_numeric(self):
+        """Single-select coercion unchanged: '2' maps to the choice label string."""
+        from tools import clarify_gateway as cm
+        entry = cm.register("s3", "sk", "Q?", ["A", "B", "C"])
+        assert cm._coerce_text_response(entry, "2") == "B"
+
+    def test_single_select_regression_label(self):
+        from tools import clarify_gateway as cm
+        entry = cm.register("s4", "sk", "Q?", ["A", "B"])
+        assert cm._coerce_text_response(entry, "b") == "B"
diff --git a/tools/clarify_gateway.py b/tools/clarify_gateway.py
index bb7ed4a97070..76bb3b4d09d3 100644
--- a/tools/clarify_gateway.py
+++ b/tools/clarify_gateway.py
@@ -51,6 +51,7 @@ class _ClarifyEntry:
     session_key: str
     question: str
     choices: Optional[List[str]]
+    multi_select: bool = False
     event: threading.Event = field(default_factory=threading.Event)
     response: Optional[str] = None
     awaiting_text: bool = False  # set when user picked "Other" or clarify is open-ended
@@ -61,6 +62,7 @@ class _ClarifyEntry:
             "session_key": self.session_key,
             "question": self.question,
             "choices": list(self.choices) if self.choices else None,
+            "multi_select": bool(self.multi_select),
         }
 
 
@@ -80,6 +82,7 @@ def register(
     session_key: str,
     question: str,
     choices: Optional[List[str]],
+    multi_select: bool = False,
 ) -> _ClarifyEntry:
     """Register a pending clarify request and return the entry.
 
@@ -91,6 +94,7 @@ def register(
         session_key=session_key,
         question=question,
         choices=list(choices) if choices else None,
+        multi_select=bool(multi_select) and bool(choices),
         # Open-ended (no choices) → next message IS the response, no buttons needed.
         awaiting_text=not bool(choices),
     )
@@ -205,6 +209,14 @@ def _coerce_text_response(entry: _ClarifyEntry, response: str) -> Optional[str]:
       - Accept exact choice label matches (case-insensitive)
       - Reject arbitrary prose (return None) so the message continues as a normal turn
 
+    For multi-select clarifies (entry.multi_select=True):
+      - Accept several numbers separated by commas and/or spaces ("1,3" / "1 3")
+      - Accept exact choice label matches (single or comma-separated)
+      - Out-of-range numbers reject the whole reply (return None) so the user
+        can retry instead of silently getting a partial selection
+      - Selections are returned as a JSON array string, which the clarify
+        tool's ``_parse_multi_select_response`` decodes back into a list
+
     For text fallback or awaiting_text mode:
       - Accept any text (numeric/label/custom) after passing through coercion
 
@@ -219,6 +231,14 @@ def _coerce_text_response(entry: _ClarifyEntry, response: str) -> Optional[str]:
         # Open-ended: accept any text
         return text
 
+    if entry.multi_select:
+        coerced = _coerce_multi_select_text(entry, text)
+        if coerced is not None:
+            return coerced
+        # Not a parseable selection — accept as custom text only in
+        # awaiting_text mode (the "Other" path); otherwise reject.
+        return text if entry.awaiting_text else None
+
     # Try numeric selection first (always valid for multi-choice)
     try:
         idx = int(text) - 1
@@ -241,6 +261,58 @@ def _coerce_text_response(entry: _ClarifyEntry, response: str) -> Optional[str]:
     return None
 
 
+def _coerce_multi_select_text(entry: _ClarifyEntry, text: str) -> Optional[str]:
+    """Parse a typed multi-select reply into a JSON array of choice labels.
+
+    Accepts numbers and/or exact labels separated by commas (and, for
+    all-numeric replies, bare spaces): "1,3", "1 3", "staging, prod".
+    Returns ``None`` when any token is out of range or unrecognised so the
+    caller can reject the reply cleanly instead of resolving a partial or
+    wrong selection.
+    """
+    import json as _json
+
+    if not text:
+        return None
+    choices = entry.choices or []
+
+    # Split on commas first; if no commas and every whitespace-separated
+    # token is numeric, treat spaces as separators too ("1 3").
+    if "," in text:
+        tokens = [t.strip() for t in text.split(",") if t.strip()]
+    else:
+        parts = text.split()
+        if len(parts) > 1 and all(p.strip().isdigit() for p in parts):
+            tokens = [p.strip() for p in parts]
+        else:
+            tokens = [text]
+
+    selected: List[str] = []
+    for token in tokens:
+        if token.isdigit():
+            idx = int(token) - 1
+            if 0 <= idx < len(choices):
+                label = str(choices[idx]).strip()
+                if label not in selected:
+                    selected.append(label)
+                continue
+            return None  # out-of-range number → reject whole reply
+        # Exact label match (case-insensitive)
+        matched = None
+        for choice in choices:
+            if token.casefold() == str(choice).strip().casefold():
+                matched = str(choice).strip()
+                break
+        if matched is None:
+            return None
+        if matched not in selected:
+            selected.append(matched)
+
+    if not selected:
+        return None
+    return _json.dumps(selected, ensure_ascii=False)
+
+
 def resolve_text_response_for_session(session_key: str, response: str) -> bool:
     """Resolve the oldest pending clarify in ``session_key`` from typed text.
 
diff --git a/tui_gateway/server.py b/tui_gateway/server.py
index 622097bbd1a1..c4b499cd8603 100644
--- a/tui_gateway/server.py
+++ b/tui_gateway/server.py
@@ -5034,10 +5034,14 @@ def _agent_cbs(sid: str) -> dict:
         "notice_clear_callback": lambda key: _emit(
             "notification.clear", sid, {"key": key}
         ),
-        "clarify_callback": lambda q, c: _block(
+        "clarify_callback": lambda q, c, multi_select=False: _block(
             "clarify.request",
             sid,
-            {"question": q, "choices": c},
+            # multi_select is a pass-through hint: renderers with checkbox
+            # support can honor it; older renderers ignore the extra field
+            # and stay single-select (a single answer still parses as a
+            # one-element list on the tool side).
+            {"question": q, "choices": c, "multi_select": bool(multi_select)},
             timeout=_clarify_timeout_seconds(),
         ),
         # read_terminal tool (desktop GUI): same blocking bridge as clarify — the