diff --git a/src/libs/ReportActionsUtils.js b/src/libs/ReportActionsUtils.js
index df55ae49faee..7c60e65eda3c 100644
--- a/src/libs/ReportActionsUtils.js
+++ b/src/libs/ReportActionsUtils.js
@@ -41,8 +41,19 @@ function isDeletedAction(reportAction) {
 }
 
 /**
- * Sort an array of reportActions by their created timestamp first, and reportActionID second
- * This gives us a stable order even in the case of multiple reportActions created on the same millisecond
+ * @param {Object} reportAction
+ * @returns {Boolean}
+ */
+function isOptimisticAction(reportAction) {
+    return lodashGet(reportAction, 'pendingAction') === CONST.RED_BRICK_ROAD_PENDING_ACTION.ADD;
+}
+
+/**
+ * Sort an array of reportActions by:
+ *
+ * - Finalized actions always are "later" than optimistic actions
+ * - then sort by created timestamp
+ * - then sort by reportActionID. This gives us a stable order even in the case of multiple reportActions created on the same millisecond
  *
  * @param {Array} reportActions
  * @param {Boolean} shouldSortInDescendingOrder
@@ -57,6 +68,11 @@ function getSortedReportActions(reportActions, shouldSortInDescendingOrder = fal
     return _.chain(reportActions)
         .compact()
         .sort((first, second) => {
+            // First, make sure that optimistic reportActions appear at the end
+            if (isOptimisticAction(second) && !isOptimisticAction(first)) {
+                return -1 * invertedMultiplier;
+            }
+
             // First sort by timestamp
             if (first.created !== second.created) {
                 return (first.created < second.created ? -1 : 1) * invertedMultiplier;
diff --git a/src/libs/ReportUtils.js b/src/libs/ReportUtils.js
index 15000bbb87e8..f33dd0e243b4 100644
--- a/src/libs/ReportUtils.js
+++ b/src/libs/ReportUtils.js
@@ -21,6 +21,7 @@ import linkingConfig from './Navigation/linkingConfig';
 import * as defaultAvatars from '../components/Icon/DefaultAvatars';
 import isReportMessageAttachment from './isReportMessageAttachment';
 import * as defaultWorkspaceAvatars from '../components/Icon/WorkspaceDefaultAvatars';
+import * as CollectionUtils from './CollectionUtils';
 
 let sessionEmail;
 Onyx.connect({
@@ -71,6 +72,21 @@ Onyx.connect({
     callback: val => allReports = val,
 });
 
+const lastReportActions = {};
+Onyx.connect({
+    key: ONYXKEYS.COLLECTION.REPORT_ACTIONS,
+    callback: (actions, key) => {
+        if (!key || !actions) {
+            return;
+        }
+        const reportID = CollectionUtils.extractCollectionItemID(key);
+        lastReportActions[reportID] = _.find(
+            ReportActionsUtils.getSortedReportActionsForDisplay(_.toArray(actions)),
+            reportAction => reportAction.pendingAction !== CONST.RED_BRICK_ROAD_PENDING_ACTION.DELETE,
+        );
+    },
+});
+
 let doesDomainHaveApprovedAccountant;
 Onyx.connect({
     key: ONYXKEYS.ACCOUNT,
@@ -434,6 +450,31 @@ function canShowReportRecipientLocalTime(personalDetails, report) {
         && isReportParticipantValidated);
 }
 
+/**
+ * Gets the last message text from the report.
+ * Looks at reportActions data as the "best source" for information, because the front-end may have optimistic reportActions that the server is not yet aware of.
+ * If reportActions are not loaded for the report, then there can't be any optimistic reportActions, and the lastMessageText rNVP will be accurate as a fallback.
+ *
+ * @param {Object} report
+ * @returns {String}
+ */
+function getLastMessageText(report) {
+    if (!report) {
+        return '';
+    }
+
+    const lastReportAction = lastReportActions[report.reportID];
+    let lastReportActionText = report.lastMessageText;
+    let lastReportActionHtml = report.lastMessageHtml;
+    if (lastReportAction && lastReportAction.actionName === CONST.REPORT.ACTIONS.TYPE.ADDCOMMENT) {
+        lastReportActionText = lodashGet(lastReportAction, 'message[0].text', report.lastMessageText);
+        lastReportActionHtml = lodashGet(lastReportAction, 'message[0].html', report.lastMessageHtml);
+    }
+    return isReportMessageAttachment({text: lastReportActionText, html: lastReportActionHtml})
+        ? `[${Localize.translateLocal('common.attachment')}]`
+        : Str.htmlDecode(lastReportActionText);
+}
+
 /**
  * Trim the last message text to a fixed limit.
  * @param {String} lastMessageText
@@ -1669,6 +1710,7 @@ export {
     isIOUOwnedByCurrentUser,
     getIOUTotal,
     canShowReportRecipientLocalTime,
+    getLastMessageText,
     formatReportLastMessageText,
     chatIncludesConcierge,
     isPolicyExpenseChat,
diff --git a/src/libs/SidebarUtils.js b/src/libs/SidebarUtils.js
index 3e6fd500c98e..eaa6d3929c5d 100644
--- a/src/libs/SidebarUtils.js
+++ b/src/libs/SidebarUtils.js
@@ -5,6 +5,7 @@ import lodashOrderBy from 'lodash/orderBy';
 import Str from 'expensify-common/lib/str';
 import ONYXKEYS from '../ONYXKEYS';
 import * as ReportUtils from './ReportUtils';
+import * as ReportActionsUtils from './ReportActionsUtils';
 import * as Localize from './Localize';
 import CONST from '../CONST';
 import * as OptionsListUtils from './OptionsListUtils';
@@ -61,7 +62,7 @@ Onyx.connect({
             return;
         }
         const reportID = CollectionUtils.extractCollectionItemID(key);
-        lastReportActions[reportID] = _.last(_.toArray(actions));
+        lastReportActions[reportID] = _.first(ReportActionsUtils.getSortedReportActionsForDisplay(_.toArray(actions)));
         reportActions[key] = actions;
     },
 });
@@ -243,12 +244,7 @@ function getOptionData(reportID) {
     // We only create tooltips for the first 10 users or so since some reports have hundreds of users, causing performance to degrade.
     const displayNamesWithTooltips = ReportUtils.getDisplayNamesWithTooltips((participantPersonalDetailList || []).slice(0, 10), hasMultipleParticipants);
 
-    let lastMessageTextFromReport = '';
-    if (ReportUtils.isReportMessageAttachment({text: report.lastMessageText, html: report.lastMessageHtml})) {
-        lastMessageTextFromReport = `[${Localize.translateLocal('common.attachment')}]`;
-    } else {
-        lastMessageTextFromReport = Str.htmlDecode(report ? report.lastMessageText : '');
-    }
+    const lastMessageTextFromReport = ReportUtils.getLastMessageText(report);
 
     // If the last actor's details are not currently saved in Onyx Collection,
     // then try to get that from the last report action.
@@ -263,7 +259,7 @@ function getOptionData(reportID) {
     let lastMessageText = hasMultipleParticipants && lastActorDetails && (lastActorDetails.login !== currentUserLogin.email)
         ? `${lastActorDetails.displayName}: `
         : '';
-    lastMessageText += report ? lastMessageTextFromReport : '';
+    lastMessageText += lastMessageTextFromReport;
 
     if (result.isPolicyExpenseChat && result.isArchivedRoom) {
         const archiveReason = (lastReportActions[report.reportID] && lastReportActions[report.reportID].originalMessage && lastReportActions[report.reportID].originalMessage.reason)
diff --git a/tests/unit/ReportActionsUtilsTest.js b/tests/unit/ReportActionsUtilsTest.js
index 20bf389969b7..ad473647dc60 100644
--- a/tests/unit/ReportActionsUtilsTest.js
+++ b/tests/unit/ReportActionsUtilsTest.js
@@ -6,7 +6,15 @@ describe('ReportActionsUtils', () => {
         const cases = [
             [
                 [
-                    // This is the highest created timestamp, so should appear last
+                    // This is the lowest created timestamp, but because it's an optimistic action it should appear last
+                    {
+                        created: '2022-11-09 20:00:00.000',
+                        reportActionID: '395268342',
+                        actionName: CONST.REPORT.ACTIONS.TYPE.ADDCOMMENT,
+                        pendingAction: CONST.RED_BRICK_ROAD_PENDING_ACTION.ADD,
+                    },
+
+                    // This is the highest created timestamp, so should appear 2nd-to-last
                     {
                         created: '2022-11-09 22:27:01.825',
                         reportActionID: '8401445780099176',
@@ -61,6 +69,12 @@ describe('ReportActionsUtils', () => {
                         reportActionID: '8401445780099176',
                         actionName: CONST.REPORT.ACTIONS.TYPE.ADDCOMMENT,
                     },
+                    {
+                        created: '2022-11-09 20:00:00.000',
+                        reportActionID: '395268342',
+                        actionName: CONST.REPORT.ACTIONS.TYPE.ADDCOMMENT,
+                        pendingAction: CONST.RED_BRICK_ROAD_PENDING_ACTION.ADD,
+                    },
                 ],
             ],
             [