diff --git a/extensions/mssql/config.json b/extensions/mssql/config.json
index 6b32f4ae06..be3bb944e8 100644
--- a/extensions/mssql/config.json
+++ b/extensions/mssql/config.json
@@ -1,6 +1,6 @@
 {
 	"downloadUrl": "https://github.com/Microsoft/sqltoolsservice/releases/download/{#version#}/microsoft.sqltools.servicelayer-{#fileName#}",
-	"version": "4.8.1.3",
+	"version": "4.8.1.5",
 	"downloadFileNames": {
 		"Windows_86": "win-x86-net7.0.zip",
 		"Windows_64": "win-x64-net7.0.zip",
diff --git a/src/sql/platform/connection/common/connectionConfig.ts b/src/sql/platform/connection/common/connectionConfig.ts
index 59d9020cbf..379dcaf2aa 100644
--- a/src/sql/platform/connection/common/connectionConfig.ts
+++ b/src/sql/platform/connection/common/connectionConfig.ts
@@ -14,6 +14,7 @@ import * as nls from 'vs/nls';
 import { ConfigurationTarget, IConfigurationService } from 'vs/platform/configuration/common/configuration';
 import { deepClone } from 'vs/base/common/objects';
 import { isDisposable } from 'vs/base/common/lifecycle';
+import { isUndefinedOrNull } from 'vs/base/common/types';
 
 export const GROUPS_CONFIG_KEY = 'datasource.connectionGroups';
 export const CONNECTIONS_CONFIG_KEY = 'datasource.connections';
@@ -241,6 +242,11 @@ export class ConnectionConfig {
 				profile.id = generateUuid();
 				changed = true;
 			}
+			// SSMS 19 requires "user", fix any profiles created without user property.
+			if (profile.providerName === 'MSSQL' && isUndefinedOrNull(profile.options.user)) {
+				profile.options.user = '';
+				changed = true;
+			}
 			idsCache[profile.id] = true;
 		}
 		return changed;
diff --git a/src/sql/platform/connection/common/connectionProfile.ts b/src/sql/platform/connection/common/connectionProfile.ts
index a8836d0142..cf0d47ff66 100644
--- a/src/sql/platform/connection/common/connectionProfile.ts
+++ b/src/sql/platform/connection/common/connectionProfile.ts
@@ -9,7 +9,7 @@ import { ProviderConnectionInfo } from 'sql/platform/connection/common/providerC
 import * as interfaces from 'sql/platform/connection/common/interfaces';
 import { generateUuid } from 'vs/base/common/uuid';
 import { ICapabilitiesService } from 'sql/platform/capabilities/common/capabilitiesService';
-import { isString } from 'vs/base/common/types';
+import { isString, isUndefinedOrNull } from 'vs/base/common/types';
 import { deepClone } from 'vs/base/common/objects';
 import * as Constants from 'sql/platform/connection/common/constants';
 import { URI } from 'vs/base/common/uri';
@@ -359,7 +359,9 @@ export class ConnectionProfile extends ProviderConnectionInfo implements interfa
 		};
 
 		Object.keys(connectionInfo.options).forEach(element => {
-			if (connectionInfo.options[element] && connectionInfo.options[element] !== null && connectionInfo.options[element] !== '') {
+			// Allow empty strings to ensure "user": "" is populated if empty << Required by SSMS 19.2
+			// Do not change this design until SSMS 19 goes out of support.
+			if (!isUndefinedOrNull(connectionInfo.options[element])) {
 				profile.options[element] = connectionInfo.options[element];
 			}
 		});