diff --git a/vscode/src/repository/http-utils.ts b/vscode/src/repository/http-utils.ts
index 7b9a8b6f..de3fbf14 100644
--- a/vscode/src/repository/http-utils.ts
+++ b/vscode/src/repository/http-utils.ts
@@ -67,6 +67,7 @@ export async function refreshAccessToken(refreshToken: string): Promise<string>
 
 
 export async function downloadFile(url: string, destinationPath: string, onProgress: (progress: number) => void): Promise<void> {
+    /// First download on a temp path. This prevents from converting partial downloaded files (due to interruption) into executables.
     const tempFilePath = `${destinationPath}.tmp`;
 
     const response = await axios({
@@ -97,6 +98,6 @@ export async function downloadFile(url: string, destinationPath: string, onProgr
         writer.on('finish', resolve);
         writer.on('error', reject);
     });
-
-    fs.renameSync(tempFilePath, destinationPath); // Only write file to destination path once download finishes
-}
+    // Downloaded executable is saved as a pre-downloaded file which will be renamed in the next session.
+    fs.renameSync(tempFilePath, `${destinationPath}.pre-downloaded`);
+}
\ No newline at end of file
diff --git a/vscode/src/utilities/commanddash-integration/dart-cli-client.ts b/vscode/src/utilities/commanddash-integration/dart-cli-client.ts
index b75e8407..33683f99 100644
--- a/vscode/src/utilities/commanddash-integration/dart-cli-client.ts
+++ b/vscode/src/utilities/commanddash-integration/dart-cli-client.ts
@@ -2,7 +2,7 @@ import * as child_process from 'child_process';
 import { EventEmitter } from 'events';
 import { Task } from './task';
 import { join } from 'path';
-import { chmod, existsSync, unlink } from 'fs';
+import { chmod, chmodSync, existsSync, renameSync, unlink } from 'fs';
 import { downloadFile, makeHttpRequest } from '../../repository/http-utils';
 import { AxiosRequestConfig } from 'axios';
 import * as vscode from 'vscode';
@@ -26,16 +26,6 @@ async function setupExecutable(clientVersion: string, executablePath: string, ex
     return;
   }
   await downloadFile(response['url'], executablePath, onProgress);
-  if (platform === 'darwin' || platform === 'linux') {
-    // Downloaded file is required to be coverted to an executable.
-    return new Promise<void>((resolve, reject) => {
-      chmod(executablePath, '755', (err) => {
-        if (err) { reject(err); }
-        console.log('The permissions for the executable have been set');
-        resolve();
-      });
-    });
-  }
 }
 
 export async function deleteExecutable(executablePath: string): Promise<void> {
@@ -115,8 +105,24 @@ export class DartCLIClient {
     await deleteExecutable(this.executablePath);
   }
 
+  private renameTempToExecutable(tempFilePath: string) {
+    renameSync(tempFilePath, this.executablePath);
+    const platform = os.platform();
+    if (platform === 'darwin' || platform === 'linux') {
+      // Downloaded file is required to be coverted to an executable.
+      chmodSync(this.executablePath, '755');
+    }
+  }
 
   public connect() {
+    // Verify the presence of the temporary file, indicating a downloaded update during the last IDE session. 
+    // Proceed with updating the executable if applicable.
+    const tempFilePath = `${this.executablePath}.pre-downloaded`;
+    if (existsSync(tempFilePath)) {
+      this.renameTempToExecutable(tempFilePath);
+    }
+
+
     this.proc = child_process.spawn(this.executablePath, ['process']);
 
     let buffer = '';