diff --git a/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.spec.ts b/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.spec.ts
index 5fcc4f78eb3..5927da6c3d2 100644
--- a/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.spec.ts
+++ b/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.spec.ts
@@ -144,6 +144,15 @@ describe("ItemMoreOptionsComponent", () => {
   }
 
   describe("doAutofill", () => {
+    it("calls the passwordService to passwordRepromptCheck", async () => {
+      autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
+      mockConfirmDialogResult(AutofillConfirmationDialogResult.AutofilledOnly);
+
+      await component.doAutofill();
+
+      expect(passwordRepromptService.passwordRepromptCheck).toHaveBeenCalledWith(baseCipher);
+    });
+
     it("calls the autofill service to autofill without showing the confirmation dialog when the feature flag is disabled or search text is not present", async () => {
       autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
 
@@ -160,15 +169,6 @@ describe("ItemMoreOptionsComponent", () => {
       expect(dialogService.openSimpleDialog).not.toHaveBeenCalled();
     });
 
-    it("calls the passwordService to passwordRepromptCheck", async () => {
-      autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
-      mockConfirmDialogResult(AutofillConfirmationDialogResult.AutofilledOnly);
-
-      await component.doAutofill();
-
-      expect(passwordRepromptService.passwordRepromptCheck).toHaveBeenCalledWith(baseCipher);
-    });
-
     it("does nothing if the user fails master password reprompt", async () => {
       baseCipher.reprompt = 2; // Master Password reprompt enabled
       autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
@@ -199,6 +199,15 @@ describe("ItemMoreOptionsComponent", () => {
         passwordRepromptService.passwordRepromptCheck.mockResolvedValue(true);
       });
 
+      it("calls the passwordService to passwordRepromptCheck", async () => {
+        autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
+        mockConfirmDialogResult(AutofillConfirmationDialogResult.AutofilledOnly);
+
+        await component.doAutofill();
+
+        expect(passwordRepromptService.passwordRepromptCheck).toHaveBeenCalledWith(baseCipher);
+      });
+
       it("opens the autofill confirmation dialog with filtered saved URLs when the feature flag is enabled and search text is present", async () => {
         autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com/path" });
         const openSpy = mockConfirmDialogResult(AutofillConfirmationDialogResult.Canceled);
@@ -259,7 +268,16 @@ describe("ItemMoreOptionsComponent", () => {
             uriMatchStrategy$.next(UriMatchStrategy.Exact);
           });
 
-          it("shows the exact match dialog and not the password dialog", async () => {
+          it("calls the passwordService to passwordRepromptCheck", async () => {
+            autofillSvc.currentAutofillTab$.next({ url: "https://page.example.com" });
+            mockConfirmDialogResult(AutofillConfirmationDialogResult.AutofilledOnly);
+
+            await component.doAutofill();
+
+            expect(passwordRepromptService.passwordRepromptCheck).toHaveBeenCalledWith(baseCipher);
+          });
+
+          it("shows the exact match dialog", async () => {
             autofillSvc.currentAutofillTab$.next({ url: "https://no-match.example.com" });
 
             await component.doAutofill();
@@ -273,7 +291,6 @@ describe("ItemMoreOptionsComponent", () => {
               }),
             );
             expect(autofillSvc.doAutofill).not.toHaveBeenCalled();
-            expect(passwordRepromptService.passwordRepromptCheck).not.toHaveBeenCalled();
             expect(autofillSvc.doAutofillAndSave).not.toHaveBeenCalled();
           });
         });
diff --git a/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.ts b/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.ts
index dcdc5583627..1316a0d32b8 100644
--- a/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.ts
+++ b/apps/browser/src/vault/popup/components/vault-v2/item-more-options/item-more-options.component.ts
@@ -202,6 +202,10 @@ export class ItemMoreOptionsComponent {
   async doAutofill() {
     const cipher = await this.cipherService.getFullCipherView(this.cipher);
 
+    if (!(await this.passwordRepromptService.passwordRepromptCheck(this.cipher))) {
+      return;
+    }
+
     const uris = cipher.login?.uris ?? [];
     const cipherHasAllExactMatchLoginUris =
       uris.length > 0 && uris.every((u) => u.uri && u.match === UriMatchStrategy.Exact);
@@ -223,10 +227,6 @@ export class ItemMoreOptionsComponent {
       return;
     }
 
-    if (!(await this.passwordRepromptService.passwordRepromptCheck(this.cipher))) {
-      return;
-    }
-
     if (!showAutofillConfirmation) {
       await this.vaultPopupAutofillService.doAutofill(cipher, true, true);
       return;