diff --git a/client/my-sites/backup/rewind-flow/progress-bar.tsx b/client/my-sites/backup/rewind-flow/progress-bar.tsx
index 23a23eb3a925e..00245a6d9edb2 100644
--- a/client/my-sites/backup/rewind-flow/progress-bar.tsx
+++ b/client/my-sites/backup/rewind-flow/progress-bar.tsx
@@ -10,16 +10,40 @@ import React, { FunctionComponent } from 'react';
 import { ProgressBar } from '@automattic/components';
 
 interface Props {
+	isReady: boolean;
 	percent: number | null;
+	message?: string;
+	entry?: string;
 }
 
-const RewindFlowProgressBar: FunctionComponent< Props > = ( { percent } ) => {
+const RewindFlowProgressBar: FunctionComponent< Props > = ( {
+	isReady,
+	percent,
+	message,
+	entry,
+} ) => {
 	const translate = useTranslate();
 	const filteredPercent = percent !== null ? percent : 0;
+
 	return (
 		<div className="rewind-flow__progress-bar">
-			<p>{ translate( '%(filteredPercent)d%% complete', { args: { filteredPercent } } ) }</p>
+			<div className="rewind-flow__progress-bar-header">
+				<p className="rewind-flow__progress-bar-message">
+					{ isReady ? message : translate( 'Initializing the restore process' ) }
+				</p>
+				<p className="rewind-flow__progress-bar-percent">
+					{ translate( '%(filteredPercent)d%% complete', { args: { filteredPercent } } ) }
+				</p>
+			</div>
 			<ProgressBar value={ filteredPercent } total={ 100 } />
+			<p className="rewind-flow__progress-bar-entry">
+				{ isReady &&
+					entry &&
+					translate( 'Currently restoring: %s', {
+						args: entry,
+						comment: '%s entry is the file, table, etc. being restored',
+					} ) }
+			</p>
 		</div>
 	);
 };
diff --git a/client/my-sites/backup/rewind-flow/restore.tsx b/client/my-sites/backup/rewind-flow/restore.tsx
index 1f0670ac21d41..c96b79939006a 100644
--- a/client/my-sites/backup/rewind-flow/restore.tsx
+++ b/client/my-sites/backup/rewind-flow/restore.tsx
@@ -14,6 +14,7 @@ import { rewindRestore } from 'calypso/state/activity-log/actions';
 import CheckYourEmail from './rewind-flow-notice/check-your-email';
 import Error from './error';
 import getInProgressRewindPercentComplete from 'calypso/state/selectors/get-in-progress-rewind-percent-complete';
+import getInProgressRewindEntryDetails from 'calypso/state/selectors/get-in-progress-rewind-entry-details';
 import getInProgressRewindStatus from 'calypso/state/selectors/get-in-progress-rewind-status';
 import getRewindState from 'calypso/state/selectors/get-rewind-state';
 import Gridicon from 'calypso/components/gridicon';
@@ -23,6 +24,11 @@ import QueryRewindState from 'calypso/components/data/query-rewind-state';
 import RewindConfigEditor from './rewind-config-editor';
 import RewindFlowNotice, { RewindFlowNoticeLevel } from './rewind-flow-notice';
 
+/**
+ * Type dependencies
+ */
+import { RewindState } from 'calypso/state/data-layer/wpcom/sites/rewind/type';
+
 interface Props {
 	backupDisplayDate: string;
 	rewindId: string;
@@ -30,14 +36,6 @@ interface Props {
 	siteUrl: string;
 }
 
-//todo: move to dedicated types file
-interface RewindState {
-	state: string;
-	rewind?: {
-		status: 'queued' | 'running' | 'finished' | 'fail';
-	};
-}
-
 const BackupRestoreFlow: FunctionComponent< Props > = ( {
 	backupDisplayDate,
 	rewindId,
@@ -51,25 +49,27 @@ const BackupRestoreFlow: FunctionComponent< Props > = ( {
 	const [ userHasRequestedRestore, setUserHasRequestedRestore ] = useState< boolean >( false );
 
 	const rewindState = useSelector( ( state ) => getRewindState( state, siteId ) ) as RewindState;
-
-	const loading = rewindState.state === 'uninitialized';
-
 	const inProgressRewindStatus = useSelector( ( state ) =>
 		getInProgressRewindStatus( state, siteId, rewindId )
 	);
 	const inProgressRewindPercentComplete = useSelector( ( state ) =>
 		getInProgressRewindPercentComplete( state, siteId, rewindId )
 	);
+	const inProgressRewindEntryDetails = useSelector( ( state ) =>
+		getInProgressRewindEntryDetails( state, siteId, rewindId )
+	);
 
 	const requestRestore = useCallback(
 		() => dispatch( rewindRestore( siteId, rewindId, rewindConfig ) ),
 		[ dispatch, rewindConfig, rewindId, siteId ]
 	);
-
-	const onConfirm = () => {
+	const onConfirm = useCallback( () => {
 		setUserHasRequestedRestore( true );
 		requestRestore();
-	};
+	}, [ setUserHasRequestedRestore, requestRestore ] );
+
+	const loading = rewindState.state === 'uninitialized';
+	const { message, currentEntry } = inProgressRewindEntryDetails;
 
 	const renderConfirm = () => (
 		<>
@@ -114,7 +114,12 @@ const BackupRestoreFlow: FunctionComponent< Props > = ( {
 				<Gridicon icon="history" size={ 48 } />
 			</div>
 			<h3 className="rewind-flow__title">{ translate( 'Currently restoring your site' ) }</h3>
-			<ProgressBar percent={ inProgressRewindPercentComplete } />
+			<ProgressBar
+				isReady={ 'running' === inProgressRewindStatus }
+				message={ message }
+				entry={ currentEntry }
+				percent={ inProgressRewindPercentComplete }
+			/>
 			<p className="rewind-flow__info">
 				{ translate(
 					'We are restoring your site back to {{strong}}%(backupDisplayDate)s{{/strong}}.',
diff --git a/client/my-sites/backup/rewind-flow/style.scss b/client/my-sites/backup/rewind-flow/style.scss
index 58e3ed48df37d..0030d26f11aba 100644
--- a/client/my-sites/backup/rewind-flow/style.scss
+++ b/client/my-sites/backup/rewind-flow/style.scss
@@ -139,12 +139,29 @@ a.rewind-flow-notice__title-warning:visited {
 	margin-bottom: 22.5px;
 
 	p {
-		color: var( --color-neutral-light );
-		font-size: $font-body-extra-small;
+		font-size: $font-body-small;
 		margin: 0;
 	}
 }
 
+.rewind-flow__progress-bar-header {
+	display: flex;
+	justify-content: space-between;
+	flex-wrap: wrap;
+}
+
+.rewind-flow__progress-bar-percent {
+	color: var( --studio-gray-50 );
+}
+
+.rewind-flow__progress-bar-message {
+	font-weight: 700;
+}
+
+.rewind-flow__progress-bar-entry {
+	color: var( --studio-gray-50 );
+}
+
 .rewind-flow__info {
 	font-size: $font-body;
 }
diff --git a/client/state/data-layer/wpcom/sites/rewind/api-transformer.js b/client/state/data-layer/wpcom/sites/rewind/api-transformer.js
index 2ad401ddd7fa8..302de15402b41 100644
--- a/client/state/data-layer/wpcom/sites/rewind/api-transformer.js
+++ b/client/state/data-layer/wpcom/sites/rewind/api-transformer.js
@@ -50,6 +50,8 @@ const transformRewind = ( data ) =>
 			startedAt: new Date( data.started_at ),
 			status: data.status,
 		},
+		data.message && { message: data.message },
+		data.current_entry && { currentEntry: data.current_entry },
 		data.progress && { progress: data.progress },
 		data.reason && { reason: data.reason },
 		data.links && data.links.dismiss && { dismiss: makeRewindDismisser( data.links.dismiss ) }
diff --git a/client/state/data-layer/wpcom/sites/rewind/schema.js b/client/state/data-layer/wpcom/sites/rewind/schema.js
index 37f81fbdd983e..73c4800987d79 100644
--- a/client/state/data-layer/wpcom/sites/rewind/schema.js
+++ b/client/state/data-layer/wpcom/sites/rewind/schema.js
@@ -49,6 +49,13 @@ export const rewind = {
 		started_at: { type: 'string' },
 		progress: { type: 'integer' },
 		reason: { type: 'string' },
+		/**
+		 * Commenting these out temporarily because API is returning a null value for current_entry,
+		 * triggering a schema validation error. Once this is corrected on the backend (soon), we
+		 * will activate these properties again.
+		 **/
+		// message: { type: 'string' },
+		// current_entry: { type: 'string' },
 	},
 	required: [ 'restore_id', 'rewind_id', 'status' ],
 };
diff --git a/client/state/data-layer/wpcom/sites/rewind/type.ts b/client/state/data-layer/wpcom/sites/rewind/type.ts
new file mode 100644
index 0000000000000..c1e03b68b5d3f
--- /dev/null
+++ b/client/state/data-layer/wpcom/sites/rewind/type.ts
@@ -0,0 +1,7 @@
+export interface RewindState {
+	state: string;
+	rewind?: {
+		status: 'queued' | 'running' | 'finished' | 'fail';
+		restoreId?: number;
+	};
+}
diff --git a/client/state/selectors/get-in-progress-rewind-entry-details.js b/client/state/selectors/get-in-progress-rewind-entry-details.js
new file mode 100644
index 0000000000000..af75ce4b1bf63
--- /dev/null
+++ b/client/state/selectors/get-in-progress-rewind-entry-details.js
@@ -0,0 +1,33 @@
+/**
+ * External dependencies
+ */
+import { pick } from 'lodash';
+
+/**
+ * Internal dependencies
+ */
+import getRewindState from './get-rewind-state';
+
+/**
+ * @typedef {Object} EntryDetails
+ * @property {string} message - The description of current action taking place
+ * @property {string} currentEntry - The value (filename/tablename) being processed
+ */
+
+/**
+ * Returns object containing rewind status current entry and message
+ *
+ * @param {object} globalState Global state tree
+ * @param {?number|string} siteId the site ID
+ * @param {string} rewindId the id of the rewind to get the rewind status entry and message
+ * @returns {EntryDetails} Details of the current rewind action
+ */
+export default function getInProgressRewindEntryDetails( globalState, siteId, rewindId ) {
+	const { state, rewind } = getRewindState( globalState, siteId );
+
+	if ( 'active' === state && rewind?.rewindId === rewindId ) {
+		return pick( rewind, [ 'message', 'currentEntry' ] );
+	}
+
+	return {};
+}