diff --git a/packages/init/src/index.ts b/packages/init/src/index.ts
index 70a72177b9d..4812f07e68b 100644
--- a/packages/init/src/index.ts
+++ b/packages/init/src/index.ts
@@ -2,7 +2,7 @@ import { initGenerator } from '@webpack-cli/generators';
 import { modifyHelperUtil, npmPackagesExists } from '@webpack-cli/utils';
 
 const AUTO_PREFIX = '--auto';
-
+const CONFIG_PREFIX = '--force';
 /**
  *
  * First function to be called after running the init flag. This is a check,
@@ -17,8 +17,9 @@ const AUTO_PREFIX = '--auto';
 export default function initializeInquirer(...args: string[]): Function | void {
     const packages = args;
     const includesDefaultPrefix = packages.includes(AUTO_PREFIX);
-    if (packages.length === 0 || includesDefaultPrefix) {
-        return modifyHelperUtil('init', initGenerator, null, null, includesDefaultPrefix);
+    const generateConfig = packages.includes(CONFIG_PREFIX);
+    if (packages.length === 0 || includesDefaultPrefix || generateConfig) {
+        return modifyHelperUtil('init', initGenerator, null, null, includesDefaultPrefix, generateConfig);
     }
     return npmPackagesExists(packages);
 }
diff --git a/packages/utils/src/modify-config-helper.ts b/packages/utils/src/modify-config-helper.ts
index 1aa8f6e9f47..ab67a5bdaeb 100644
--- a/packages/utils/src/modify-config-helper.ts
+++ b/packages/utils/src/modify-config-helper.ts
@@ -51,6 +51,7 @@ export function modifyHelperUtil(
     configFile: string = DEFAULT_WEBPACK_CONFIG_FILENAME,
     packages?: string[],
     autoSetDefaults = false,
+    generateConfig = false,
 ): void {
     const configPath: string | null = null;
 
@@ -145,8 +146,9 @@ export function modifyHelperUtil(
                 const successMessage = `\nYou can now run ${chalk.green(runCommand)} to bundle your application!\n\n`;
                 process.stdout.write(`\n${successMessage}`);
             }
+
             // scaffold webpack config file from using .yo-rc.json
-            return runTransform(transformConfig, 'init');
+            return runTransform(transformConfig, 'init', generateConfig);
         })
         .catch((err): void => {
             console.error(
diff --git a/packages/utils/src/scaffold.ts b/packages/utils/src/scaffold.ts
index 97c0813815b..bc1e8455fda 100644
--- a/packages/utils/src/scaffold.ts
+++ b/packages/utils/src/scaffold.ts
@@ -35,10 +35,13 @@ function mapOptionsToTransform(config: Config): string[] {
  * and writes the file
  */
 
-export function runTransform(transformConfig: TransformConfig, action: string): void {
+export function runTransform(transformConfig: TransformConfig, action: string, generateConfig: boolean): void {
     // webpackOptions.name sent to nameTransform if match
     const webpackConfig = Object.keys(transformConfig).filter((p: string): boolean => {
-        return p !== 'configFile' && p !== 'configPath' && p !== 'usingDefaults';
+        if (p == 'usingDefaults') {
+            return generateConfig;
+        }
+        return p !== 'configFile' && p !== 'configPath';
     });
     const initActionNotDefined = action && action !== 'init' ? true : false;
 
diff --git a/test/init/force/init-force.test.js b/test/init/force/init-force.test.js
new file mode 100644
index 00000000000..a22fb47577a
--- /dev/null
+++ b/test/init/force/init-force.test.js
@@ -0,0 +1,53 @@
+'use strict';
+
+const fs = require('fs');
+const { join, resolve } = require('path');
+const rimraf = require('rimraf');
+const { runPromptWithAnswers } = require('../../utils/test-utils');
+const firstPrompt = 'Will your application have multiple bundles?';
+
+const ENTER = '\x0D';
+const genPath = join(__dirname, 'test-assets');
+
+jest.setTimeout(100000);
+
+describe('init force flag', () => {
+    beforeAll(() => {
+        rimraf.sync(genPath);
+        fs.mkdirSync(genPath);
+    });
+
+    afterAll(() => {
+        rimraf.sync(genPath);
+    });
+
+    it('should scaffold webpack config', async () => {
+        const { stdout } = await runPromptWithAnswers(genPath, ['init', '--force'], [`N${ENTER}`, ENTER, ENTER, ENTER, ENTER, ENTER]);
+
+        expect(stdout).toBeTruthy();
+        expect(stdout).toContain(firstPrompt);
+
+        // Skip test in case installation fails
+        if (!fs.existsSync(resolve(genPath, './yarn.lock'))) {
+            return;
+        }
+
+        // Test regressively files are scaffolded
+        const files = ['./sw.js', './package.json', './src/index.js', './webpack.config.js'];
+
+        // eslint-disable-next-line prettier/prettier
+        files.forEach((file) => {
+            expect(fs.existsSync(resolve(genPath, file))).toBeTruthy();
+        });
+
+        // Check package json is correctly configured
+        const pkgJsonTests = () => {
+            const pkgJson = require(join(genPath, './package.json'));
+            expect(pkgJson).toBeTruthy();
+            expect(pkgJson['devDependencies']).toBeTruthy();
+            expect(pkgJson['devDependencies']['webpack']).toBeTruthy();
+            expect(pkgJson['scripts']['build'] == 'webpack').toBeTruthy();
+        };
+        expect(pkgJsonTests).not.toThrow();
+    });
+});