diff --git a/app-config.yaml b/app-config.yaml
index d3dad59c2f..913a72dbab 100644
--- a/app-config.yaml
+++ b/app-config.yaml
@@ -26,7 +26,8 @@ backend:
   # Used for enabling authentication, secret is shared by all backend plugins
   # See backend-to-backend-auth.md in the docs for information on the format
   # auth:
-  #   secret: ${BACKEND_SECRET}
+  #   keys:
+  #     - secret: ${BACKEND_SECRET}
   baseUrl: http://localhost:7007
   listen:
     port: 7007
diff --git a/packages/backend-common/config.d.ts b/packages/backend-common/config.d.ts
index 3ba3d83ebc..bdc7740c13 100644
--- a/packages/backend-common/config.d.ts
+++ b/packages/backend-common/config.d.ts
@@ -22,13 +22,16 @@ export interface Config {
   backend: {
     /** Backend configuration for when request authentication is enabled */
     auth?: {
-      /**
-       * Secret shared by all backends for generating tokens. Should be
-       * a base64 string, recommended length is 24 bytes.
-       *
-       * @visibility secret
-       */
-      secret: string;
+      /** Keys shared by all backends for signing and validating backend tokens. */
+      keys: {
+        /**
+         * Secret for generating tokens. Should be a base64 string, recommended
+         * length is 24 bytes.
+         *
+         * @visibility secret
+         */
+        secret: string;
+      }[];
     };
 
     baseUrl: string; // defined in core, but repeated here without doc
diff --git a/packages/backend-common/src/tokens/ServerTokenManager.test.ts b/packages/backend-common/src/tokens/ServerTokenManager.test.ts
index 20e18e9080..c00f708179 100644
--- a/packages/backend-common/src/tokens/ServerTokenManager.test.ts
+++ b/packages/backend-common/src/tokens/ServerTokenManager.test.ts
@@ -18,7 +18,7 @@ import { ServerTokenManager } from './ServerTokenManager';
 
 const emptyConfig = new ConfigReader({});
 const configWithSecret = new ConfigReader({
-  backend: { auth: { secret: 'a-secret-key' } },
+  backend: { auth: { keys: [{ secret: 'a-secret-key' }] } },
 });
 
 describe('ServerTokenManager', () => {
@@ -61,12 +61,42 @@ describe('ServerTokenManager', () => {
       expect(() => tokenManager2.validateToken(token)).not.toThrow();
     });
 
-    it('should throw for server tokens created using a different secret', async () => {
+    it('should validate server tokens created using any of the secrets', async () => {
       const tokenManager1 = ServerTokenManager.fromConfig(
-        new ConfigReader({ backend: { auth: { secret: 'a1b2c3' } } }),
+        new ConfigReader({
+          backend: { auth: { keys: [{ secret: 'a1b2c3' }] } },
+        }),
       );
       const tokenManager2 = ServerTokenManager.fromConfig(
-        new ConfigReader({ backend: { auth: { secret: 'd4e5f6' } } }),
+        new ConfigReader({
+          backend: { auth: { keys: [{ secret: 'd4e5f6' }] } },
+        }),
+      );
+      const tokenManager3 = ServerTokenManager.fromConfig(
+        new ConfigReader({
+          backend: {
+            auth: { keys: [{ secret: 'a1b2c3' }, { secret: 'd4e5f6' }] },
+          },
+        }),
+      );
+
+      const { token: token1 } = await tokenManager1.getToken();
+      expect(() => tokenManager3.validateToken(token1)).not.toThrow();
+
+      const { token: token2 } = await tokenManager2.getToken();
+      expect(() => tokenManager3.validateToken(token2)).not.toThrow();
+    });
+
+    it('should throw for server tokens created using a different secret', async () => {
+      const tokenManager1 = ServerTokenManager.fromConfig(
+        new ConfigReader({
+          backend: { auth: { keys: [{ secret: 'a1b2c3' }] } },
+        }),
+      );
+      const tokenManager2 = ServerTokenManager.fromConfig(
+        new ConfigReader({
+          backend: { auth: { keys: [{ secret: 'd4e5f6' }] } },
+        }),
       );
 
       const { token } = await tokenManager1.getToken();
diff --git a/packages/backend-common/src/tokens/ServerTokenManager.ts b/packages/backend-common/src/tokens/ServerTokenManager.ts
index e4afc2997e..ea79497b42 100644
--- a/packages/backend-common/src/tokens/ServerTokenManager.ts
+++ b/packages/backend-common/src/tokens/ServerTokenManager.ts
@@ -14,7 +14,7 @@
  * limitations under the License.
  */
 
-import { JWK, JWT } from 'jose';
+import { JWKS, JWK, JWT } from 'jose';
 import { Config } from '@backstage/config';
 import { AuthenticationError } from '@backstage/errors';
 import { TokenManager } from './types';
@@ -26,40 +26,47 @@ import { TokenManager } from './types';
  * @public
  */
 export class ServerTokenManager implements TokenManager {
-  private key: JWK.OctKey | JWK.NoneKey;
+  private readonly keyStore: JWKS.KeyStore;
 
   static noop() {
     return new ServerTokenManager();
   }
 
   static fromConfig(config: Config) {
-    const secret = config.getString('backend.auth.secret');
-
-    return new ServerTokenManager(secret);
+    return new ServerTokenManager(
+      config
+        .getConfigArray('backend.auth.keys')
+        .map(key => key.getString('secret')),
+    );
   }
 
-  private constructor(secret: string = '') {
-    this.key = secret ? JWK.asKey({ kty: 'oct', k: secret }) : JWK.None;
+  private constructor(secrets?: string[]) {
+    this.keyStore = new JWKS.KeyStore(
+      secrets?.length
+        ? secrets.map(secret => JWK.asKey({ kty: 'oct', k: secret }))
+        : [],
+    );
   }
 
   async getToken(): Promise<{ token: string }> {
-    if (this.key === JWK.None) {
+    if (this.keyStore.size === 0) {
       return { token: '' };
     }
 
-    const jwt = JWT.sign({ sub: 'backstage-server' }, this.key, {
+    const jwt = JWT.sign({ sub: 'backstage-server' }, this.keyStore.all()[0], {
       algorithm: 'HS256',
     });
+
     return { token: jwt };
   }
 
   validateToken(token: string): void {
-    if (this.key === JWK.None) {
+    if (this.keyStore.size === 0) {
       return;
     }
 
     try {
-      JWT.verify(token, this.key);
+      JWT.verify(token, this.keyStore);
       return;
     } catch (e) {
       throw new AuthenticationError('Invalid server token');