diff --git a/src/libs/actions/Report.ts b/src/libs/actions/Report.ts
index 9e06930afa7c..baf3daaa8e28 100644
--- a/src/libs/actions/Report.ts
+++ b/src/libs/actions/Report.ts
@@ -842,12 +842,43 @@ function addActions(reportID: string, notifyReportID: string, timezoneParam: Tim
     notifyNewAction(notifyReportID, lastAction?.actorAccountID, lastAction);
 }
 
-/** Add an attachment and optional comment. */
-function addAttachment(reportID: string, notifyReportID: string, file: FileObject, timezoneParam: Timezone, text = '', shouldPlaySound?: boolean) {
-    if (shouldPlaySound) {
+/** Add an attachment with an optional comment to a report */
+function addAttachmentWithComment(
+    reportID: string,
+    notifyReportID: string,
+    attachments: FileObject | FileObject[],
+    text = '',
+    timezone: Timezone = CONST.DEFAULT_TIME_ZONE,
+    shouldPlaySound = false,
+) {
+    if (!reportID) {
+        return;
+    }
+
+    const handlePlaySound = () => {
+        if (!shouldPlaySound) {
+            return;
+        }
         playSound(SOUNDS.DONE);
+    };
+
+    // Single attachment
+    if (!Array.isArray(attachments)) {
+        addActions(reportID, notifyReportID, timezone, text, attachments);
+        handlePlaySound();
+        return;
     }
-    addActions(reportID, notifyReportID, timezoneParam, text, file);
+
+    // Multiple attachments - first: combine text + first attachment as a single action
+    addActions(reportID, notifyReportID, timezone, text, attachments?.at(0));
+
+    // Remaining: attachment-only actions (no text duplication)
+    for (let i = 1; i < attachments?.length; i += 1) {
+        addActions(reportID, notifyReportID, timezone, '', attachments?.at(i));
+    }
+
+    // Play sound once
+    handlePlaySound();
 }
 
 /** Add a single comment to a report */
@@ -6106,7 +6137,7 @@ function resolveConciergeCategoryOptions(
 export type {Video, GuidedSetupData, TaskForParameters, IntroSelected};
 
 export {
-    addAttachment,
+    addAttachmentWithComment,
     addComment,
     addPolicyReport,
     broadcastUserIsLeavingRoom,
diff --git a/src/pages/Share/ShareDetailsPage.tsx b/src/pages/Share/ShareDetailsPage.tsx
index 5e7352be78b7..faa42e5705d5 100644
--- a/src/pages/Share/ShareDetailsPage.tsx
+++ b/src/pages/Share/ShareDetailsPage.tsx
@@ -19,7 +19,7 @@ import useCurrentUserPersonalDetails from '@hooks/useCurrentUserPersonalDetails'
 import useLocalize from '@hooks/useLocalize';
 import useOnyx from '@hooks/useOnyx';
 import useThemeStyles from '@hooks/useThemeStyles';
-import {addAttachment, addComment, getCurrentUserAccountID, openReport} from '@libs/actions/Report';
+import {addAttachmentWithComment, addComment, getCurrentUserAccountID, openReport} from '@libs/actions/Report';
 import {canUseTouchScreen} from '@libs/DeviceCapabilities';
 import {getFileName, readFileAsync} from '@libs/fileDownload/FileUtils';
 import Navigation from '@libs/Navigation/Navigation';
@@ -128,7 +128,7 @@ function ShareDetailsPage({
                     );
                 }
                 if (report.reportID) {
-                    addAttachment(report.reportID, report.reportID, file, personalDetail.timezone ?? CONST.DEFAULT_TIME_ZONE, message);
+                    addAttachmentWithComment(report.reportID, report.reportID, file, message, personalDetail.timezone);
                 }
 
                 const routeToNavigate = ROUTES.REPORT_WITH_ID.getRoute(reportOrAccountID);
diff --git a/src/pages/home/report/ReportActionCompose/ReportActionCompose.tsx b/src/pages/home/report/ReportActionCompose/ReportActionCompose.tsx
index 4074ba0413ff..429792640235 100644
--- a/src/pages/home/report/ReportActionCompose/ReportActionCompose.tsx
+++ b/src/pages/home/report/ReportActionCompose/ReportActionCompose.tsx
@@ -62,7 +62,7 @@ import ReportTypingIndicator from '@pages/home/report/ReportTypingIndicator';
 import type {FileObject} from '@pages/media/AttachmentModalScreen/types';
 import {hideEmojiPicker, isActive as isActiveEmojiPickerAction} from '@userActions/EmojiPickerAction';
 import {initMoneyRequest, replaceReceipt, setMoneyRequestParticipantsFromReport, setMoneyRequestReceipt} from '@userActions/IOU';
-import {addAttachment as addAttachmentReportActions, setIsComposerFullSize} from '@userActions/Report';
+import {addAttachmentWithComment, setIsComposerFullSize} from '@userActions/Report';
 import Timing from '@userActions/Timing';
 import {buildOptimisticTransactionAndCreateDraft} from '@userActions/TransactionEdit';
 import {isBlockedFromConcierge as isBlockedFromConciergeUserAction} from '@userActions/User';
@@ -326,22 +326,7 @@ function ReportActionCompose({
             const newCommentTrimmed = newComment.trim();
 
             if (attachmentFileRef.current) {
-                if (Array.isArray(attachmentFileRef.current)) {
-                    // Handle multiple files
-                    attachmentFileRef.current.forEach((file) => {
-                        addAttachmentReportActions(transactionThreadReportID ?? reportID, reportID, file, personalDetail.timezone ?? CONST.DEFAULT_TIME_ZONE, newCommentTrimmed, true);
-                    });
-                } else {
-                    // Handle single file
-                    addAttachmentReportActions(
-                        transactionThreadReportID ?? reportID,
-                        reportID,
-                        attachmentFileRef.current,
-                        personalDetail.timezone ?? CONST.DEFAULT_TIME_ZONE,
-                        newCommentTrimmed,
-                        true,
-                    );
-                }
+                addAttachmentWithComment(transactionThreadReportID ?? reportID, reportID, attachmentFileRef.current, newCommentTrimmed, personalDetail.timezone, true);
                 attachmentFileRef.current = null;
             } else {
                 Performance.markStart(CONST.TIMING.SEND_MESSAGE, {message: newCommentTrimmed});
diff --git a/src/pages/settings/AboutPage/ShareLogList/index.native.tsx b/src/pages/settings/AboutPage/ShareLogList/index.native.tsx
index d511e827f4a0..d132c72fa5ed 100644
--- a/src/pages/settings/AboutPage/ShareLogList/index.native.tsx
+++ b/src/pages/settings/AboutPage/ShareLogList/index.native.tsx
@@ -1,8 +1,7 @@
 import React from 'react';
 import useCurrentUserPersonalDetails from '@hooks/useCurrentUserPersonalDetails';
 import Navigation from '@libs/Navigation/Navigation';
-import {addAttachment} from '@userActions/Report';
-import CONST from '@src/CONST';
+import {addAttachmentWithComment} from '@userActions/Report';
 import ROUTES from '@src/ROUTES';
 import BaseShareLogList from './BaseShareLogList';
 import type {ShareLogListProps} from './types';
@@ -14,7 +13,7 @@ function ShareLogList({logSource}: ShareLogListProps) {
             return;
         }
         const src = `file://${logSource}`;
-        addAttachment(reportID, reportID, {name: filename, source: src, uri: src, type: 'text/plain'} as File, personalDetail.timezone ?? CONST.DEFAULT_TIME_ZONE);
+        addAttachmentWithComment(reportID, reportID, {name: filename, source: src, uri: src, type: 'text/plain'} as File, undefined, personalDetail.timezone);
 
         const routeToNavigate = ROUTES.REPORT_WITH_ID.getRoute(reportID);
         Navigation.navigate(routeToNavigate);
diff --git a/src/pages/settings/AboutPage/ShareLogList/index.tsx b/src/pages/settings/AboutPage/ShareLogList/index.tsx
index e45d4aeff905..9d127bc355aa 100644
--- a/src/pages/settings/AboutPage/ShareLogList/index.tsx
+++ b/src/pages/settings/AboutPage/ShareLogList/index.tsx
@@ -2,8 +2,7 @@ import React from 'react';
 import useCurrentUserPersonalDetails from '@hooks/useCurrentUserPersonalDetails';
 import {readFileAsync} from '@libs/fileDownload/FileUtils';
 import Navigation from '@libs/Navigation/Navigation';
-import {addAttachment} from '@userActions/Report';
-import CONST from '@src/CONST';
+import {addAttachmentWithComment} from '@userActions/Report';
 import ROUTES from '@src/ROUTES';
 import BaseShareLogList from './BaseShareLogList';
 import type {ShareLogListProps} from './types';
@@ -15,7 +14,7 @@ function ShareLogList({logSource}: ShareLogListProps) {
             logSource,
             filename,
             (file) => {
-                addAttachment(reportID, reportID, file, personalDetail?.timezone ?? CONST.DEFAULT_TIME_ZONE);
+                addAttachmentWithComment(reportID, reportID, file, undefined, personalDetail?.timezone);
                 const routeToNavigate = ROUTES.REPORT_WITH_ID.getRoute(reportID);
                 Navigation.navigate(routeToNavigate);
             },
diff --git a/tests/actions/ReportTest.ts b/tests/actions/ReportTest.ts
index 88b4d946bd0f..9accc97833ba 100644
--- a/tests/actions/ReportTest.ts
+++ b/tests/actions/ReportTest.ts
@@ -10,6 +10,7 @@ import {WRITE_COMMANDS} from '@libs/API/types';
 import HttpUtils from '@libs/HttpUtils';
 import {buildNextStep} from '@libs/NextStepUtils';
 import {getOriginalMessage} from '@libs/ReportActionsUtils';
+import playSound, {SOUNDS} from '@libs/Sound';
 import CONST from '@src/CONST';
 import OnyxUpdateManager from '@src/libs/actions/OnyxUpdateManager';
 import * as PersistedRequests from '@src/libs/actions/PersistedRequests';
@@ -74,6 +75,12 @@ jest.mock('@hooks/useScreenWrapperTransitionStatus', () => ({
     }),
 }));
 
+jest.mock('@libs/Sound', () => ({
+    __esModule: true,
+    default: jest.fn(),
+    SOUNDS: {DONE: 'DONE'},
+}));
+
 const originalXHR = HttpUtils.xhr;
 OnyxUpdateManager();
 describe('actions/Report', () => {
@@ -1078,7 +1085,7 @@ describe('actions/Report', () => {
         await Onyx.set(ONYXKEYS.NETWORK, {isOffline: true});
 
         const file = new File([''], 'test.txt', {type: 'text/plain'});
-        Report.addAttachment(REPORT_ID, REPORT_ID, file, CONST.DEFAULT_TIME_ZONE);
+        Report.addAttachmentWithComment(REPORT_ID, REPORT_ID, file);
 
         // Need the reportActionID to delete the comments
         const newComment = PersistedRequests.getAll().at(0);
@@ -1147,7 +1154,7 @@ describe('actions/Report', () => {
 
         await Onyx.set(ONYXKEYS.NETWORK, {isOffline: true});
 
-        Report.addAttachment(REPORT_ID, REPORT_ID, file, CONST.DEFAULT_TIME_ZONE, 'Attachment with comment');
+        Report.addAttachmentWithComment(REPORT_ID, REPORT_ID, file, 'Attachment with comment');
 
         // Need the reportActionID to delete the comments
         const newComment = PersistedRequests.getAll().at(0);
@@ -1205,6 +1212,103 @@ describe('actions/Report', () => {
         TestHelper.expectAPICommandToHaveBeenCalled(WRITE_COMMANDS.DELETE_COMMENT, 0);
     });
 
+    it('should post text + attachment as first action then attachment only for remaining attachments when adding multiple attachments with a comment', async () => {
+        global.fetch = TestHelper.getGlobalFetchMock();
+        const playSoundMock = playSound as jest.MockedFunction<typeof playSound>;
+        await Onyx.set(ONYXKEYS.NETWORK, {isOffline: true});
+        await waitForBatchedUpdates();
+
+        const relevantPromise = new Promise((resolve) => {
+            const conn = Onyx.connect({
+                key: ONYXKEYS.PERSISTED_REQUESTS,
+                callback: (persisted) => {
+                    const relevant = (persisted ?? []).filter((r) => r?.command === WRITE_COMMANDS.ADD_ATTACHMENT || r?.command === WRITE_COMMANDS.ADD_TEXT_AND_ATTACHMENT);
+                    if (relevant.length >= 3) {
+                        Onyx.disconnect(conn);
+                        resolve(relevant);
+                    }
+                },
+            });
+        });
+
+        const REPORT_ID = '1';
+        const shouldPlaySound = true;
+        const fileA = new File(['a'], 'a.txt', {type: 'text/plain'});
+        const fileB = new File(['b'], 'b.txt', {type: 'text/plain'});
+        const fileC = new File(['c'], 'c.txt', {type: 'text/plain'});
+
+        Report.addAttachmentWithComment(REPORT_ID, REPORT_ID, [fileA, fileB, fileC], 'Hello world', CONST.DEFAULT_TIME_ZONE, shouldPlaySound);
+        const relevant = (await relevantPromise) as OnyxTypes.Request[];
+
+        expect(playSoundMock).toHaveBeenCalledTimes(1);
+        expect(playSoundMock).toHaveBeenCalledWith(SOUNDS.DONE);
+        expect(relevant.at(0)?.command).toBe(WRITE_COMMANDS.ADD_TEXT_AND_ATTACHMENT);
+        expect(relevant.slice(1).every((r) => r.command === WRITE_COMMANDS.ADD_ATTACHMENT)).toBe(true);
+    });
+
+    it('should create attachment only actions when adding multiple attachments without a comment', async () => {
+        global.fetch = TestHelper.getGlobalFetchMock();
+        const playSoundMock = playSound as jest.MockedFunction<typeof playSound>;
+        await Onyx.set(ONYXKEYS.NETWORK, {isOffline: true});
+        await waitForBatchedUpdates();
+
+        const relevantPromise = new Promise((resolve) => {
+            const conn = Onyx.connect({
+                key: ONYXKEYS.PERSISTED_REQUESTS,
+                callback: (persisted) => {
+                    const relevant = (persisted ?? []).filter((r) => r?.command === WRITE_COMMANDS.ADD_ATTACHMENT || r?.command === WRITE_COMMANDS.ADD_TEXT_AND_ATTACHMENT);
+                    if (relevant.length >= 2) {
+                        Onyx.disconnect(conn);
+                        resolve(relevant);
+                    }
+                },
+            });
+        });
+
+        const REPORT_ID = '1';
+        const shouldPlaySound = true;
+        const fileA = new File(['a'], 'a.txt', {type: 'text/plain'});
+        const fileB = new File(['b'], 'b.txt', {type: 'text/plain'});
+
+        Report.addAttachmentWithComment(REPORT_ID, REPORT_ID, [fileA, fileB], undefined, CONST.DEFAULT_TIME_ZONE, shouldPlaySound);
+        const relevant = (await relevantPromise) as OnyxTypes.Request[];
+
+        expect(playSoundMock).toHaveBeenCalledTimes(1);
+        expect(playSoundMock).toHaveBeenCalledWith(SOUNDS.DONE);
+        expect(relevant.at(0)?.command).toBe(WRITE_COMMANDS.ADD_ATTACHMENT);
+        expect(relevant.slice(1).every((r) => r.command === WRITE_COMMANDS.ADD_ATTACHMENT)).toBe(true);
+        expect(relevant.some((r) => r.command === WRITE_COMMANDS.ADD_TEXT_AND_ATTACHMENT)).toBe(false);
+    });
+
+    it('should create attachment only action & not play sound when adding attachment without a comment & shouldPlaySound not passed', async () => {
+        global.fetch = TestHelper.getGlobalFetchMock();
+        const playSoundMock = playSound as jest.MockedFunction<typeof playSound>;
+        await Onyx.set(ONYXKEYS.NETWORK, {isOffline: true});
+        await waitForBatchedUpdates();
+
+        const relevantPromise = new Promise((resolve) => {
+            const conn = Onyx.connect({
+                key: ONYXKEYS.PERSISTED_REQUESTS,
+                callback: (persisted) => {
+                    const relevant = (persisted ?? []).filter((r) => r?.command === WRITE_COMMANDS.ADD_ATTACHMENT);
+                    if (relevant.length >= 1) {
+                        Onyx.disconnect(conn);
+                        resolve(relevant);
+                    }
+                },
+            });
+        });
+
+        const REPORT_ID = '1';
+        const file = new File(['a'], 'a.txt', {type: 'text/plain'});
+
+        Report.addAttachmentWithComment(REPORT_ID, REPORT_ID, file);
+        const relevant = (await relevantPromise) as OnyxTypes.Request[];
+
+        expect(playSoundMock).toHaveBeenCalledTimes(0);
+        expect(relevant.at(0)?.command).toBe(WRITE_COMMANDS.ADD_ATTACHMENT);
+    });
+
     it('should not send DeleteComment request and remove any Reactions accordingly', async () => {
         global.fetch = TestHelper.getGlobalFetchMock();
         // eslint-disable-next-line @typescript-eslint/no-unsafe-return