diff --git a/.changeset/chilled-seas-refuse.md b/.changeset/chilled-seas-refuse.md
new file mode 100644
index 000000000000..d4066938513d
--- /dev/null
+++ b/.changeset/chilled-seas-refuse.md
@@ -0,0 +1,5 @@
+---
+'@rocket.chat/apps-engine': patch
+---
+
+Fixes the subprocess restarting routine failing to correctly restart apps in some cases
diff --git a/packages/apps-engine/src/server/AppManager.ts b/packages/apps-engine/src/server/AppManager.ts
index aac30d865015..0a6c4de03214 100644
--- a/packages/apps-engine/src/server/AppManager.ts
+++ b/packages/apps-engine/src/server/AppManager.ts
@@ -1033,6 +1033,10 @@ export class AppManager {
             result = false;
 
             await app.setStatus(status, silenceStatus);
+
+            // If some error has happened in initialization, like license or installations invalidation
+            // we need to store this on the DB regardless of what the parameter requests
+            saveToDb = true;
         }
 
         if (saveToDb) {
@@ -1111,6 +1115,10 @@ export class AppManager {
             }
 
             console.error(e);
+
+            // If some error has happened during enabling, like license or installations invalidation
+            // we need to store this on the DB regardless of what the parameter requests
+            saveToDb = true;
         }
 
         if (enable) {
diff --git a/packages/apps-engine/src/server/runtime/deno/AppsEngineDenoRuntime.ts b/packages/apps-engine/src/server/runtime/deno/AppsEngineDenoRuntime.ts
index da23fc82a0e2..61e1fdf3ec4c 100644
--- a/packages/apps-engine/src/server/runtime/deno/AppsEngineDenoRuntime.ts
+++ b/packages/apps-engine/src/server/runtime/deno/AppsEngineDenoRuntime.ts
@@ -5,7 +5,11 @@ import { type Readable, EventEmitter } from 'stream';
 import debugFactory from 'debug';
 import * as jsonrpc from 'jsonrpc-lite';
 
-import { AppStatus } from '../../../definition/AppStatus';
+import { LivenessManager } from './LivenessManager';
+import { ProcessMessenger } from './ProcessMessenger';
+import { bundleLegacyApp } from './bundler';
+import { decoder } from './codec';
+import { AppStatus, AppStatusUtils } from '../../../definition/AppStatus';
 import type { AppMethod } from '../../../definition/metadata';
 import type { AppManager } from '../../AppManager';
 import type { AppBridges } from '../../bridges';
@@ -13,10 +17,6 @@ import type { IParseAppPackageResult } from '../../compiler';
 import { AppConsole, type ILoggerStorageEntry } from '../../logging';
 import type { AppAccessorManager, AppApiManager } from '../../managers';
 import type { AppLogStorage, IAppStorageItem } from '../../storage';
-import { LivenessManager } from './LivenessManager';
-import { ProcessMessenger } from './ProcessMessenger';
-import { bundleLegacyApp } from './bundler';
-import { decoder } from './codec';
 
 const baseDebug = debugFactory('appsEngine:runtime:deno');
 
@@ -107,7 +107,11 @@ export class DenoRuntimeSubprocessController extends EventEmitter {
     private readonly livenessManager: LivenessManager;
 
     // We need to keep the appSource around in case the Deno process needs to be restarted
-    constructor(manager: AppManager, private readonly appPackage: IParseAppPackageResult, private readonly storageItem: IAppStorageItem) {
+    constructor(
+        manager: AppManager,
+        private readonly appPackage: IParseAppPackageResult,
+        private readonly storageItem: IAppStorageItem,
+    ) {
         super();
 
         this.debug = baseDebug.extend(appPackage.info.id);
@@ -286,6 +290,10 @@ export class DenoRuntimeSubprocessController extends EventEmitter {
             await this.sendRequest({ method: 'app:initialize' });
             await this.sendRequest({ method: 'app:setStatus', params: [this.storageItem.status] });
 
+            if (AppStatusUtils.isEnabled(this.storageItem.status)) {
+                await this.sendRequest({ method: 'app:onEnable' });
+            }
+
             this.state = 'ready';
 
             logger.info('Successfully restarted app subprocess');