diff --git a/src/hooks/sync-sites/use-sync-push.ts b/src/hooks/sync-sites/use-sync-push.ts
index c2c3e07e77..9b809501e8 100644
--- a/src/hooks/sync-sites/use-sync-push.ts
+++ b/src/hooks/sync-sites/use-sync-push.ts
@@ -139,8 +139,11 @@ export function useSyncPush( {
 					status: pushStatesProgressInfo.failed,
 				} );
 				getIpcApi().showErrorMessageBox( {
-					title: sprintf( __( 'Error exporting site to %s' ), connectedSite.name ),
-					message: __( 'Studio was unable to export the site.' ),
+					title: sprintf( __( 'Error pushing to %s' ), connectedSite.name ),
+					message: __(
+						'An error occurred while pushing the site. If this problem persists, please contact support.'
+					),
+					error,
 				} );
 				return;
 			}
diff --git a/src/hooks/use-chat-context.tsx b/src/hooks/use-chat-context.tsx
index 58b4ef6542..fbca2cc9d6 100644
--- a/src/hooks/use-chat-context.tsx
+++ b/src/hooks/use-chat-context.tsx
@@ -53,7 +53,6 @@ const parseWpCliOutput = ( stdout: string, defaultValue: string[] ): string[] =>
 		const data = JSON.parse( stdout );
 		return data?.map( ( item: { name: string } ) => item.name ) || [];
 	} catch ( error ) {
-		console.error( error, stdout );
 		Sentry.captureException( error, {
 			extra: { stdout },
 		} );
diff --git a/src/lib/import-export/export/export-database.ts b/src/lib/import-export/export/export-database.ts
index 4db209a969..ddea88d337 100644
--- a/src/lib/import-export/export/export-database.ts
+++ b/src/lib/import-export/export/export-database.ts
@@ -47,7 +47,7 @@ export async function exportDatabaseToMultipleFiles(
 	}
 
 	const tablesResult = await server.executeWpCliCommand(
-		`sqlite tables --format=csv --require=/tmp/sqlite-command/command.php`
+		`sqlite tables --format=json --require=/tmp/sqlite-command/command.php`
 	);
 	if ( tablesResult.stderr ) {
 		throw new Error( `Database export failed: ${ tablesResult.stderr }` );
@@ -55,7 +55,17 @@ export async function exportDatabaseToMultipleFiles(
 	if ( tablesResult.exitCode ) {
 		throw new Error( 'Database export failed' );
 	}
-	const tables = tablesResult.stdout.split( ',' );
+
+	let tables;
+
+	try {
+		tables = JSON.parse( tablesResult.stdout );
+	} catch ( error ) {
+		console.error(
+			`Could not get list of database tables. The WP CLI output: ${ tablesResult.stdout }`
+		);
+		throw new Error( 'Could not get list of database tables to export.' );
+	}
 
 	const tmpFiles: string[] = [];
 
diff --git a/src/lib/import-export/export/exporters/default-exporter.ts b/src/lib/import-export/export/exporters/default-exporter.ts
index 2ab339e54d..6e3eff2c2f 100644
--- a/src/lib/import-export/export/exporters/default-exporter.ts
+++ b/src/lib/import-export/export/exporters/default-exporter.ts
@@ -273,10 +273,19 @@ export class DefaultExporter extends EventEmitter implements Exporter {
 
 		if ( stderr ) {
 			console.error( `Could not get information about plugins: ${ stderr }` );
-			return [];
+			throw new Error(
+				'Could not get information about installed plugins to create meta.json file.'
+			);
 		}
 
-		return JSON.parse( stdout );
+		try {
+			return JSON.parse( stdout );
+		} catch ( error ) {
+			console.error( `Could not parse plugins list. The WP CLI output: ${ stdout }` );
+			throw new Error(
+				'Could not parse information about installed plugins to create meta.json file.'
+			);
+		}
 	}
 
 	private async getSiteThemes( site_id: string ) {
@@ -292,9 +301,18 @@ export class DefaultExporter extends EventEmitter implements Exporter {
 
 		if ( stderr ) {
 			console.error( `Could not get information about themes: ${ stderr }` );
-			return [];
+			throw new Error(
+				'Could not get information about installed themes to create meta.json file.'
+			);
 		}
 
-		return JSON.parse( stdout );
+		try {
+			return JSON.parse( stdout );
+		} catch ( error ) {
+			console.error( `Could not parse themes list. The WP CLI output: ${ stdout }` );
+			throw new Error(
+				'Could not parse information about installed themes to create meta.json file.'
+			);
+		}
 	}
 }
diff --git a/src/lib/import-export/tests/export/exporters/default-exporter.test.ts b/src/lib/import-export/tests/export/exporters/default-exporter.test.ts
index 2be3b60449..948fcf2ee3 100644
--- a/src/lib/import-export/tests/export/exporters/default-exporter.test.ts
+++ b/src/lib/import-export/tests/export/exporters/default-exporter.test.ts
@@ -116,7 +116,7 @@ describe( 'DefaultExporter', () => {
 					case /theme list/.test( command ):
 						return { stdout: '[{"name":"twentytwentyfour","status":"active","version":"1.0"}]' };
 					case /tables/.test( command ):
-						return { stdout: defaultTableNames.join( ',' ) };
+						return { stdout: JSON.stringify( defaultTableNames ) };
 					default:
 						return { stderr: null };
 				}
@@ -323,7 +323,7 @@ describe( 'DefaultExporter', () => {
 		expect( canHandle ).toBe( false );
 	} );
 
-	it( 'should not fail when can not get plugin or theme details', async () => {
+	it( 'should fail when can not get plugin or theme details', async () => {
 		( SiteServer.get as jest.Mock ).mockReturnValue( {
 			details: { path: '/path/to/site' },
 			executeWpCliCommand: jest.fn( function ( command: string ) {
@@ -338,10 +338,9 @@ describe( 'DefaultExporter', () => {
 		} );
 
 		const exporter = new DefaultExporter( mockOptions );
-		await exporter.export();
 
-		expect( mockArchiver.file ).toHaveBeenCalledWith( '/tmp/studio_export_123/meta.json', {
-			name: 'meta.json',
-		} );
+		await expect( exporter.export() ).rejects.toThrow(
+			'Could not get information about installed plugins to create meta.json file.'
+		);
 	} );
 } );