diff --git a/packages/cli/src/lib/commands/push.ts b/packages/cli/src/lib/commands/push.ts
index af331490..f30884e7 100644
--- a/packages/cli/src/lib/commands/push.ts
+++ b/packages/cli/src/lib/commands/push.ts
@@ -1,6 +1,11 @@
 import { Container } from 'typedi';
 import pino from 'pino';
-import { ConfigService, MigrationClient, SnapshotClient } from '../services';
+import {
+  ConfigService,
+  MigrationClient,
+  PingClient,
+  SnapshotClient,
+} from '../services';
 import { loadCollections } from '../loader';
 import { LOGGER } from '../constants';
 
@@ -16,6 +21,10 @@ export async function runPush() {
 
   // Snapshot
   if (snapshotConfig.enabled) {
+    // Test if the directus extension is installed
+    // At this point, it could be not installed and cause an issue with the snapshot push
+    await Container.get(PingClient).test();
+
     logger.info(`---- Push schema ----`);
     await Container.get(SnapshotClient).push();
   } else {
diff --git a/packages/cli/src/lib/services/collections/base/id-mapper-client.ts b/packages/cli/src/lib/services/collections/base/id-mapper-client.ts
index 5893b26a..4aba687d 100644
--- a/packages/cli/src/lib/services/collections/base/id-mapper-client.ts
+++ b/packages/cli/src/lib/services/collections/base/id-mapper-client.ts
@@ -1,5 +1,5 @@
 import { MigrationClient } from '../../migration-client';
-import { ExtensionClient } from '../../extension-client';
+import { ExtensionClient, NO_ID_MAP_MESSAGE } from '../../extension-client';
 import pino from 'pino';
 
 export interface IdMap {
@@ -40,7 +40,7 @@ export abstract class IdMapperClient extends ExtensionClient {
     const idMap = await this.fetch<IdMap>(
       `/table/${this.table}/sync_id/${syncId}`,
     ).catch((error) => {
-      if (error.message === 'No id map found') {
+      if (error.message === NO_ID_MAP_MESSAGE) {
         return undefined;
       }
       throw error;
@@ -62,7 +62,7 @@ export abstract class IdMapperClient extends ExtensionClient {
     const idMap = await this.fetch<IdMap>(
       `/table/${this.table}/local_id/${localId}`,
     ).catch((error) => {
-      if (error.message === 'No id map found') {
+      if (error.message === NO_ID_MAP_MESSAGE) {
         return undefined;
       }
       throw error;
diff --git a/packages/cli/src/lib/services/extension-client.ts b/packages/cli/src/lib/services/extension-client.ts
index dab2d7c0..42571baa 100644
--- a/packages/cli/src/lib/services/extension-client.ts
+++ b/packages/cli/src/lib/services/extension-client.ts
@@ -2,6 +2,8 @@ import createHttpError from 'http-errors';
 import { MigrationClient } from './migration-client';
 import { Cacheable } from 'typescript-cacheable';
 
+export const NO_ID_MAP_MESSAGE = 'No id map found';
+
 /**
  * This class provides an interface to interact with the Directus extension sync endpoints.
  */
diff --git a/packages/cli/src/lib/services/index.ts b/packages/cli/src/lib/services/index.ts
index 7bcab2fb..c5604499 100644
--- a/packages/cli/src/lib/services/index.ts
+++ b/packages/cli/src/lib/services/index.ts
@@ -1,6 +1,7 @@
 export * from './config';
 export * from './migration-client';
 export * from './extension-client';
+export * from './ping-client';
 export * from './helpers-client';
 export * from './snapshot';
 export * from './specifications';
diff --git a/packages/cli/src/lib/services/ping-client.ts b/packages/cli/src/lib/services/ping-client.ts
new file mode 100644
index 00000000..0d0a840b
--- /dev/null
+++ b/packages/cli/src/lib/services/ping-client.ts
@@ -0,0 +1,30 @@
+import { ExtensionClient, NO_ID_MAP_MESSAGE } from './extension-client';
+import { MigrationClient } from './migration-client';
+import { Service } from 'typedi';
+
+@Service()
+export class PingClient extends ExtensionClient {
+  constructor(migrationClient: MigrationClient) {
+    super(migrationClient);
+  }
+
+  /** Try to get a fake id map in order to check if the server is up and the extension is installed */
+  async test() {
+    const response = await this.fetch<unknown>(
+      `/table/__ping_test__/sync_id/__ping_test__`,
+      'GET',
+    )
+      .then(() => ({ success: true }))
+      .catch((error: Error) => ({ error }));
+
+    if ('success' in response) {
+      return; // Should not happen
+    }
+
+    if (response.error.message === NO_ID_MAP_MESSAGE) {
+      return;
+    }
+
+    throw response.error;
+  }
+}
diff --git a/packages/e2e/spec/config/config-path-info.ts b/packages/e2e/spec/config/config-path-info.ts
index 72e5c1cb..ccb6160c 100644
--- a/packages/e2e/spec/config/config-path-info.ts
+++ b/packages/e2e/spec/config/config-path-info.ts
@@ -9,10 +9,10 @@ export const configPathInfo = (context: Context) => {
     );
 
     const output = await sync.diff();
-    const first = output.shift();
+    const log = output.find((l) => l.msg.includes('No config file found'));
 
-    expect(first?.msg).toContain('No config file found');
-    expect(first?.msg).toContain('wrong-path/directus-sync.config.cjs');
+    expect(log).toBeDefined();
+    expect(log?.msg).toContain('wrong-path/directus-sync.config.cjs');
   });
 
   it('ensure log shows info about missing config file for default files', async () => {
@@ -20,12 +20,12 @@ export const configPathInfo = (context: Context) => {
     const sync = await context.getSync('sources/empty-collections');
 
     const output = await sync.diff();
-    const first = output.shift();
+    const log = output.find((l) => l.msg.includes('No config file found'));
 
-    expect(first?.msg).toContain('No config file found');
-    expect(first?.msg).toContain('e2e/directus-sync.config.cjs');
-    expect(first?.msg).toContain('e2e/directus-sync.config.js');
-    expect(first?.msg).toContain('e2e/directus-sync.config.json');
+    expect(log).toBeDefined();
+    expect(log?.msg).toContain('e2e/directus-sync.config.cjs');
+    expect(log?.msg).toContain('e2e/directus-sync.config.js');
+    expect(log?.msg).toContain('e2e/directus-sync.config.json');
   });
 
   it('ensure logs show info when config path exists', async () => {
@@ -36,9 +36,8 @@ export const configPathInfo = (context: Context) => {
     );
 
     const output = await sync.diff();
-    const first = output.shift();
+    const log = output.find((l) => l.msg.includes('Loaded config file from'));
 
-    expect(first?.msg).toContain('Loaded config file from');
-    expect(first?.msg).toContain('config-path-info/directus-sync.config.cjs');
+    expect(log?.msg).toContain('config-path-info/directus-sync.config.cjs');
   });
 };