diff --git a/CHANGELOG.md b/CHANGELOG.md
index f1a14b317e024..7e3ca9e1e61c1 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -9,6 +9,7 @@
 - [workspace] Implement CanonicalUriProvider API #12743 (https://github.com/eclipse-theia/theia/pull/12743 - Contributed on behalf of STMicroelectronics
 - Show command shortcuts in toolbar item tooltips. #12660 (https://github.com/eclipse-theia/theia/pull/12660) - Contributed on behalf of STMicroelectronics
 - [cli] added `check:theia-extensions` which checks the uniqueness of Theia extension versions [#12596](https://github.com/eclipse-theia/theia/pull/12596) - Contributed on behalf of STMicroelectronics
+- [vscode] Support AuthenticationForceNewSessionOptions and detail message [#12752](https://github.com/eclipse-theia/theia/pull/12752) - Contributed on behalf of STMicroelectronics
 
 <a name="breaking_changes_1.40.0">[Breaking Changes:](#breaking_changes_1.40.0)</a>
 
diff --git a/packages/plugin-ext/src/main/browser/authentication-main.ts b/packages/plugin-ext/src/main/browser/authentication-main.ts
index d058ba2577b2e..087b1c0893177 100644
--- a/packages/plugin-ext/src/main/browser/authentication-main.ts
+++ b/packages/plugin-ext/src/main/browser/authentication-main.ts
@@ -34,6 +34,7 @@ import { QuickPickService } from '@theia/core/lib/common/quick-pick-service';
 import * as theia from '@theia/plugin';
 import { QuickPickValue } from '@theia/core/lib/browser/quick-input/quick-input-service';
 import { nls } from '@theia/core/lib/common/nls';
+import { isObject } from '@theia/core';
 
 export function getAuthenticationProviderActivationEvent(id: string): string { return `onAuthenticationRequest:${id}`; }
 
@@ -117,7 +118,7 @@ export class AuthenticationMainImpl implements AuthenticationMain {
         // We may need to prompt because we don't have a valid session modal flows
         if (options.createIfNone || options.forceNewSession) {
             const providerName = this.authenticationService.getLabel(providerId);
-            const detail = (typeof options.forceNewSession === 'object') ? options.forceNewSession!.detail : undefined;
+            const detail = isAuthenticationForceNewSessionOptions(options.forceNewSession) ? options.forceNewSession!.detail : undefined;
             const isAllowed = await this.loginPrompt(providerName, extensionName, !!options.forceNewSession, detail);
             if (!isAllowed) {
                 throw new Error('User did not consent to login.');
@@ -197,10 +198,12 @@ export class AuthenticationMainImpl implements AuthenticationMain {
         return allow;
     }
 
-    protected async loginPrompt(providerName: string, extensionName: string, recreatingSession: boolean, _detail?: string): Promise<boolean> {
-        const message = recreatingSession
+    protected async loginPrompt(providerName: string, extensionName: string, recreatingSession: boolean, detail?: string): Promise<boolean> {
+        let message = recreatingSession
             ? nls.localizeByDefault("The extension '{0}' wants you to sign in again using {1}.", extensionName, providerName)
             : nls.localizeByDefault("The extension '{0}' wants to sign in using {1}.", extensionName, providerName);
+
+        message = detail ? message + ' ' + detail : message;
         const choice = await this.messageService.info(message, 'Allow', 'Cancel');
         return choice === 'Allow';
     }
@@ -224,6 +227,10 @@ export class AuthenticationMainImpl implements AuthenticationMain {
     }
 }
 
+function isAuthenticationForceNewSessionOptions(arg: unknown): arg is theia.AuthenticationForceNewSessionOptions {
+    return isObject<theia.AuthenticationForceNewSessionOptions>(arg) && typeof arg.detail === 'string';
+}
+
 async function addAccountUsage(storageService: StorageService, providerId: string, accountName: string, extensionId: string, extensionName: string): Promise<void> {
     const accountKey = `authentication-${providerId}-${accountName}-usages`;
     const usages = await readAccountUsages(storageService, providerId, accountName);
diff --git a/packages/plugin-ext/src/plugin/authentication-ext.ts b/packages/plugin-ext/src/plugin/authentication-ext.ts
index b8977bf33509c..25dba1325d0ab 100644
--- a/packages/plugin-ext/src/plugin/authentication-ext.ts
+++ b/packages/plugin-ext/src/plugin/authentication-ext.ts
@@ -42,12 +42,12 @@ export class AuthenticationExtImpl implements AuthenticationExt {
     }
 
     async getSession(requestingExtension: InternalPlugin, providerId: string, scopes: readonly string[],
-        options: theia.AuthenticationGetSessionOptions & ({ createIfNone: true } | { forceNewSession: true } | { forceNewSession: { detail: string } })):
+        options: theia.AuthenticationGetSessionOptions & ({ createIfNone: true } | { forceNewSession: true } | { forceNewSession: theia.AuthenticationForceNewSessionOptions })):
         Promise<theia.AuthenticationSession>;
     async getSession(requestingExtension: InternalPlugin, providerId: string, scopes: readonly string[],
         options: theia.AuthenticationGetSessionOptions & { forceNewSession: true }): Promise<theia.AuthenticationSession>;
     async getSession(requestingExtension: InternalPlugin, providerId: string, scopes: readonly string[],
-        options: theia.AuthenticationGetSessionOptions & { forceNewSession: { detail: string } }): Promise<theia.AuthenticationSession>;
+        options: theia.AuthenticationGetSessionOptions & { forceNewSession: theia.AuthenticationForceNewSessionOptions }): Promise<theia.AuthenticationSession>;
     async getSession(requestingExtension: InternalPlugin, providerId: string, scopes: readonly string[],
         options: theia.AuthenticationGetSessionOptions): Promise<theia.AuthenticationSession | undefined>;
     async getSession(requestingExtension: InternalPlugin, providerId: string, scopes: readonly string[],
diff --git a/packages/plugin/src/theia.d.ts b/packages/plugin/src/theia.d.ts
index a8e0bc8b3b075..ef2a5fe88d07c 100644
--- a/packages/plugin/src/theia.d.ts
+++ b/packages/plugin/src/theia.d.ts
@@ -13666,6 +13666,17 @@ export module '@theia/plugin' {
         readonly label: string;
     }
 
+    /**
+     * Optional options to be used when calling {@link authentication.getSession} with the flag `forceNewSession`.
+     */
+    export interface AuthenticationForceNewSessionOptions {
+        /**
+         * An optional message that will be displayed to the user when we ask to re-authenticate. Providing additional context
+         * as to why you are asking a user to re-authenticate can help increase the odds that they will accept.
+         */
+        detail?: string;
+    }
+
     /**
      * Options to be used when getting an {@link AuthenticationSession AuthenticationSession} from an {@link AuthenticationProvider AuthenticationProvider}.
      */
@@ -13700,7 +13711,7 @@ export module '@theia/plugin' {
          *
          * Defaults to false.
          */
-        forceNewSession?: boolean | { detail: string };
+        forceNewSession?: boolean | AuthenticationForceNewSessionOptions;
 
         /**
          * Whether we should show the indication to sign in in the Accounts menu.