diff --git a/frontend/public/locales/en-GB/translation.toml b/frontend/public/locales/en-GB/translation.toml
index beae38e178..16220a0c01 100644
--- a/frontend/public/locales/en-GB/translation.toml
+++ b/frontend/public/locales/en-GB/translation.toml
@@ -251,6 +251,8 @@ title = "How to add images"
 move = "Move Image"
 pause = "Pause placement"
 place = "Place Image"
+placeMultiple = "Stay in placement mode after each placement"
+placeMultipleDesc = "Place several images in a row instead of exiting after the first."
 resume = "Resume placement"
 
 [addImage.results]
@@ -440,6 +442,8 @@ title = "How to add text"
 move = "Move Text"
 pause = "Pause placement"
 place = "Place Text"
+placeMultiple = "Stay in placement mode after each placement"
+placeMultipleDesc = "Place several text stamps in a row instead of exiting after the first."
 resume = "Resume placement"
 
 [addText.results]
@@ -7127,6 +7131,8 @@ title = "How to add signature"
 move = "Move Signature"
 pause = "Pause placement"
 place = "Place Signature"
+placeMultiple = "Stay in placement mode after each placement"
+placeMultipleDesc = "Place several signatures in a row instead of exiting after the first."
 resume = "Resume placement"
 
 [sign.results]
diff --git a/frontend/src/core/components/tools/sign/SignSettings.tsx b/frontend/src/core/components/tools/sign/SignSettings.tsx
index 17a348ed82..8090b743e7 100644
--- a/frontend/src/core/components/tools/sign/SignSettings.tsx
+++ b/frontend/src/core/components/tools/sign/SignSettings.tsx
@@ -11,6 +11,7 @@ import {
   Tooltip,
   Group,
   Box,
+  Checkbox,
 } from "@mantine/core";
 import { SignParameters } from "@app/hooks/tools/sign/useSignParameters";
 import { SuggestedToolsSection } from "@app/components/tools/shared/SuggestedToolsSection";
@@ -92,7 +93,13 @@ const SignSettings = ({
   defaultSignatureSource,
 }: SignSettingsProps) => {
   const { t } = useTranslation();
-  const { isPlacementMode, signaturesApplied, historyApiRef } = useSignature();
+  const {
+    isPlacementMode,
+    signaturesApplied,
+    historyApiRef,
+    placeMultiple,
+    setPlaceMultiple,
+  } = useSignature();
   const { activeFileIndex } = useViewer();
   const [historyAvailability, setHistoryAvailability] = useState({
     canUndo: false,
@@ -1215,6 +1222,20 @@ const SignSettings = ({
           <Box style={{ marginLeft: "auto" }}>{placementToggleControl}</Box>
         </Group>
 
+        <Checkbox
+          checked={placeMultiple}
+          onChange={(event) => setPlaceMultiple(event.currentTarget.checked)}
+          label={translate(
+            "mode.placeMultiple",
+            "Stay in placement mode after each placement",
+          )}
+          description={translate(
+            "mode.placeMultipleDesc",
+            "Place several stamps in a row instead of exiting after the first.",
+          )}
+          disabled={disabled}
+        />
+
         <Alert color={placementAlert.color} title={placementAlert.title}>
           <Text size="sm">{placementAlert.message}</Text>
         </Alert>
diff --git a/frontend/src/core/components/viewer/SignatureAPIBridge.tsx b/frontend/src/core/components/viewer/SignatureAPIBridge.tsx
index b585eb8d31..dab1ada887 100644
--- a/frontend/src/core/components/viewer/SignatureAPIBridge.tsx
+++ b/frontend/src/core/components/viewer/SignatureAPIBridge.tsx
@@ -185,7 +185,16 @@ export const SignatureAPIBridge = forwardRef<
     isPlacementMode,
     placementPreviewSize,
     setSignaturesApplied,
+    placeMultiple,
+    setPlacementMode,
   } = useSignature();
+  // Track latest placeMultiple in a ref so the long-lived onAnnotationEvent
+  // subscription always reads the current value without re-subscribing on every
+  // toggle change (which would race with mid-flight create events).
+  const placeMultipleRef = useRef(placeMultiple);
+  useEffect(() => {
+    placeMultipleRef.current = placeMultiple;
+  }, [placeMultiple]);
   const { getZoomState, registerImmediateZoomUpdate } = useViewer();
   const documentReady = useDocumentReady();
   const [currentZoom, setCurrentZoom] = useState(
@@ -555,6 +564,18 @@ export const SignatureAPIBridge = forwardRef<
       // Mark signatures as not applied when a new signature is placed
       if (event.type === "create") {
         setSignaturesApplied(false);
+
+        // Auto-exit placement mode after a single STAMP placement unless the
+        // user opted into "place multiple". Only stamps trigger this — ink
+        // strokes (signatureInk) are also create events but a multi-stroke
+        // signature would break if we deactivated after the first stroke.
+        const annotationType =
+          annotation?.type ?? annotation?.object?.type ?? null;
+        const isStamp = annotationType === PdfAnnotationSubtype.STAMP;
+        if (isStamp && !placeMultipleRef.current) {
+          annotationApi.setActiveTool(null);
+          setPlacementMode(false);
+        }
       }
 
       const directData =
@@ -576,7 +597,13 @@ export const SignatureAPIBridge = forwardRef<
     return () => {
       unsubscribe?.();
     };
-  }, [annotationApi, storeImageData, setSignaturesApplied, documentReady]);
+  }, [
+    annotationApi,
+    storeImageData,
+    setSignaturesApplied,
+    setPlacementMode,
+    documentReady,
+  ]);
 
   useEffect(() => {
     if (!isPlacementMode || !documentReady) {
diff --git a/frontend/src/core/contexts/SignatureContext.tsx b/frontend/src/core/contexts/SignatureContext.tsx
index 1c1a53e05f..0c7263a513 100644
--- a/frontend/src/core/contexts/SignatureContext.tsx
+++ b/frontend/src/core/contexts/SignatureContext.tsx
@@ -23,6 +23,10 @@ interface SignatureState {
   signaturesApplied: boolean;
   // Size (in screen units) we want newly placed signatures to use
   placementPreviewSize: { width: number; height: number } | null;
+  // When false (default), placement mode auto-exits after a single stamp is
+  // dropped so users don't accidentally place duplicates. When true, the user
+  // opted into staying in placement mode and can drop multiple stamps in a row.
+  placeMultiple: boolean;
 }
 
 // Signature actions interface
@@ -42,6 +46,7 @@ interface SignatureActions {
   setPlacementPreviewSize: (
     size: { width: number; height: number } | null,
   ) => void;
+  setPlaceMultiple: (enabled: boolean) => void;
 }
 
 // Combined context interface
@@ -62,6 +67,7 @@ const initialState: SignatureState = {
   isPlacementMode: false,
   signaturesApplied: true, // Start as true (no signatures placed yet)
   placementPreviewSize: null,
+  placeMultiple: false,
 };
 
 // Provider component
@@ -174,6 +180,13 @@ export const SignatureProvider: React.FC<{ children: ReactNode }> = ({
     [],
   );
 
+  const setPlaceMultiple = useCallback((enabled: boolean) => {
+    setState((prev) => ({
+      ...prev,
+      placeMultiple: enabled,
+    }));
+  }, []);
+
   // No auto-activation - all modes use manual buttons
 
   const contextValue: SignatureContextValue = {
@@ -194,6 +207,7 @@ export const SignatureProvider: React.FC<{ children: ReactNode }> = ({
     getImageData,
     setSignaturesApplied,
     setPlacementPreviewSize,
+    setPlaceMultiple,
   };
 
   return (