diff --git a/src/components/MoneyReportHeader.tsx b/src/components/MoneyReportHeader.tsx
index 8883c246e821..e33a2431f66f 100644
--- a/src/components/MoneyReportHeader.tsx
+++ b/src/components/MoneyReportHeader.tsx
@@ -1231,7 +1231,7 @@ function MoneyReportHeader({
 
                 duplicateExpenseTransaction([transaction]);
             },
-            shouldCloseModalOnSelect: false,
+            shouldCloseModalOnSelect: activePolicyExpenseChat?.iouReportID === moneyRequestReport?.reportID,
         },
         [CONST.REPORT.SECONDARY_ACTIONS.CHANGE_WORKSPACE]: {
             text: translate('iou.changeWorkspace'),
diff --git a/src/components/PopoverMenu.tsx b/src/components/PopoverMenu.tsx
index cbb34e0ac02d..ea703609f0a9 100644
--- a/src/components/PopoverMenu.tsx
+++ b/src/components/PopoverMenu.tsx
@@ -309,19 +309,19 @@ function BasePopoverMenu({
             setEnteredSubMenuIndexes([...enteredSubMenuIndexes, index]);
             const selectedSubMenuItemIndex = selectedItem?.subMenuItems.findIndex((option) => option.isSelected);
             setFocusedIndex(selectedSubMenuItemIndex);
+        } else if (selectedItem.shouldCloseModalOnSelect === false) {
+            onItemSelected?.(selectedItem, index, event);
+            selectedItem.onSelected?.();
+            setFocusedIndex(-1);
         } else if (selectedItem.shouldCallAfterModalHide && (!isSafari() || shouldAvoidSafariException)) {
             onItemSelected?.(selectedItem, index, event);
-            if (selectedItem.shouldCloseModalOnSelect !== false) {
-                close(
-                    () => {
-                        selectedItem.onSelected?.();
-                    },
-                    undefined,
-                    selectedItem.shouldCloseAllModals,
-                );
-            } else {
-                selectedItem.onSelected?.();
-            }
+            close(
+                () => {
+                    selectedItem.onSelected?.();
+                },
+                undefined,
+                selectedItem.shouldCloseAllModals,
+            );
         } else {
             onItemSelected?.(selectedItem, index, event);
             selectedItem.onSelected?.();
diff --git a/src/libs/ReportSecondaryActionUtils.ts b/src/libs/ReportSecondaryActionUtils.ts
index d8b3ff80303e..ecc197349d48 100644
--- a/src/libs/ReportSecondaryActionUtils.ts
+++ b/src/libs/ReportSecondaryActionUtils.ts
@@ -767,8 +767,7 @@ function getSecondaryReportActions({
         options.push(CONST.REPORT.SECONDARY_ACTIONS.MERGE);
     }
 
-    // Disabled for now to fix deploy blockers. Will be re-enabled in https://github.com/Expensify/App/pull/77343
-    if (isDuplicateAction(report, reportTransactions) && false) {
+    if (isDuplicateAction(report, reportTransactions)) {
         options.push(CONST.REPORT.SECONDARY_ACTIONS.DUPLICATE);
     }
 
@@ -848,8 +847,7 @@ function getSecondaryTransactionThreadActions(
         options.push(CONST.REPORT.TRANSACTION_SECONDARY_ACTIONS.MERGE);
     }
 
-    // Disabled for now to fix deploy blockers. Will be re-enabled in https://github.com/Expensify/App/pull/77343
-    if (isDuplicateAction(parentReport, [reportTransaction]) && false) {
+    if (isDuplicateAction(parentReport, [reportTransaction])) {
         options.push(CONST.REPORT.TRANSACTION_SECONDARY_ACTIONS.DUPLICATE);
     }
 
diff --git a/src/libs/actions/IOU.ts b/src/libs/actions/IOU.ts
index c3381b0b394a..9bab1d4d9f93 100644
--- a/src/libs/actions/IOU.ts
+++ b/src/libs/actions/IOU.ts
@@ -6924,13 +6924,13 @@ function duplicateExpenseTransaction(
             ...transaction,
             ...transactionDetails,
             attendees: transactionDetails?.attendees as Attendee[] | undefined,
-            comment: transactionDetails?.comment,
+            comment: Parser.htmlToMarkdown(transactionDetails?.comment ?? ''),
             created: format(new Date(), CONST.DATE.FNS_FORMAT_STRING),
             customUnitRateID: transaction?.comment?.customUnit?.customUnitRateID,
             isTestDrive: transaction?.receipt?.isTestDriveReceipt,
             merchant: transaction?.modifiedMerchant ? transaction.modifiedMerchant : (transaction?.merchant ?? ''),
             modifiedAmount: undefined,
-            originalTransactionID: transaction?.comment?.originalTransactionID,
+            originalTransactionID: undefined,
             receipt: undefined,
             source: undefined,
             waypoints: transactionDetails?.waypoints as WaypointCollection | undefined,
@@ -6945,12 +6945,6 @@ function duplicateExpenseTransaction(
 
     // If no workspace is provided the expense should be unreported
     if (!targetPolicy) {
-        const selfDMReport = allReports?.[`${ONYXKEYS.COLLECTION.REPORT}${findSelfDMReportID()}`];
-
-        if (!selfDMReport) {
-            return;
-        }
-
         const trackExpenseParams: CreateTrackExpenseParams = {
             ...params,
             participantParams: {
@@ -6961,7 +6955,7 @@ function duplicateExpenseTransaction(
                 ...(params.transactionParams ?? {}),
                 validWaypoints: transactionDetails?.waypoints as WaypointCollection | undefined,
             },
-            report: selfDMReport,
+            report: undefined,
             isDraftPolicy: false,
         };
         return trackExpense(trackExpenseParams);
diff --git a/tests/unit/ReportSecondaryActionUtilsTest.ts b/tests/unit/ReportSecondaryActionUtilsTest.ts
index af5c782e03b9..0510967f30cf 100644
--- a/tests/unit/ReportSecondaryActionUtilsTest.ts
+++ b/tests/unit/ReportSecondaryActionUtilsTest.ts
@@ -1721,50 +1721,49 @@ describe('getSecondaryAction', () => {
         expect(result).not.toContain(CONST.REPORT.SECONDARY_ACTIONS.REMOVE_HOLD);
     });
 
-    // Will be re-enabled in https://github.com/Expensify/App/pull/77343
-    // it('include DUPLICATE option for single-transaction expense report', () => {
-    //     const report = {
-    //         reportID: REPORT_ID,
-    //         type: CONST.REPORT.TYPE.EXPENSE,
-    //         ownerAccountID: EMPLOYEE_ACCOUNT_ID,
-    //         statusNum: CONST.REPORT.STATUS_NUM.SUBMITTED,
-    //         stateNum: CONST.REPORT.STATE_NUM.SUBMITTED,
-    //     } as unknown as Report;
-
-    //     const TRANSACTION_ID = 'TRANSACTION_ID';
-
-    //     const transaction1 = {
-    //         transactionID: TRANSACTION_ID,
-    //         reportID: REPORT_ID,
-    //     } as unknown as Transaction;
-
-    //     const reportActions = [
-    //         {
-    //             reportActionID: '1',
-    //             actorAccountID: EMPLOYEE_ACCOUNT_ID,
-    //             actionName: CONST.REPORT.ACTIONS.TYPE.IOU,
-    //             originalMessage: {
-    //                 IOUTransactionID: TRANSACTION_ID,
-    //                 IOUReportID: REPORT_ID,
-    //             },
-    //         },
-    //     ] as unknown as ReportAction[];
-
-    //     const policy = {} as unknown as Policy;
-
-    //     const result = getSecondaryReportActions({
-    //         currentUserEmail: EMPLOYEE_EMAIL,
-    //         currentUserAccountID: EMPLOYEE_ACCOUNT_ID,
-    //         report,
-    //         chatReport,
-    //         reportTransactions: [transaction1],
-    //         originalTransaction: {} as Transaction,
-    //         violations: {},
-    //         policy,
-    //         reportActions,
-    //     });
-    //     expect(result.includes(CONST.REPORT.SECONDARY_ACTIONS.DUPLICATE)).toBe(true);
-    // });
+    it('include DUPLICATE option for single-transaction expense report', () => {
+        const report = {
+            reportID: REPORT_ID,
+            type: CONST.REPORT.TYPE.EXPENSE,
+            ownerAccountID: EMPLOYEE_ACCOUNT_ID,
+            statusNum: CONST.REPORT.STATUS_NUM.SUBMITTED,
+            stateNum: CONST.REPORT.STATE_NUM.SUBMITTED,
+        } as unknown as Report;
+
+        const TRANSACTION_ID = 'TRANSACTION_ID';
+
+        const transaction1 = {
+            transactionID: TRANSACTION_ID,
+            reportID: REPORT_ID,
+        } as unknown as Transaction;
+
+        const reportActions = [
+            {
+                reportActionID: '1',
+                actorAccountID: EMPLOYEE_ACCOUNT_ID,
+                actionName: CONST.REPORT.ACTIONS.TYPE.IOU,
+                originalMessage: {
+                    IOUTransactionID: TRANSACTION_ID,
+                    IOUReportID: REPORT_ID,
+                },
+            },
+        ] as unknown as ReportAction[];
+
+        const policy = {} as unknown as Policy;
+
+        const result = getSecondaryReportActions({
+            currentUserEmail: EMPLOYEE_EMAIL,
+            currentUserAccountID: EMPLOYEE_ACCOUNT_ID,
+            report,
+            chatReport,
+            reportTransactions: [transaction1],
+            originalTransaction: {} as Transaction,
+            violations: {},
+            policy,
+            reportActions,
+        });
+        expect(result.includes(CONST.REPORT.SECONDARY_ACTIONS.DUPLICATE)).toBe(true);
+    });
 
     it('does not include DUPLICATE option if there are no transactions', async () => {
         const report = {