diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9b4e704bd..50ad96e52 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -34,6 +34,8 @@ Changes since the last non-beta release.
 
 - Enable `ensure_consistent_versioning` by default [PR 447](https://github.com/shakacode/shakapacker/pull/447) by [G-Rath](https://github.com/g-rath).
 
+- Asset files put in `additional_paths` will have their path stripped just like with the `source_path`. [PR 403](https://github.com/shakacode/shakapacker/pull/403) by [paypro-leon](https://github.com/paypro-leon).
+
 ### Added
 - Emit warnings instead of errors when compilation is success but stderr is not empty. [PR 416](https://github.com/shakacode/shakapacker/pull/416) by [n-rodriguez](https://github.com/n-rodriguez).
 - Allow `webpack-dev-server` v5. [PR 418](https://github.com/shakacode/shakapacker/pull/418) by [G-Rath](https://github.com/g-rath)
diff --git a/README.md b/README.md
index 8efc0c25f..3f7eb11ac 100644
--- a/README.md
+++ b/README.md
@@ -899,6 +899,12 @@ import 'stylesheets/main'
 import 'images/rails.png'
 ```
 
+Assets put in these folders will also have their path stripped just like with the `source_path`.
+
+Example:
+
+A file in `app/assets/images/image.svg` with `additional_paths: ['app/assets']` will result in `static/images/image.svg`
+
 **Note:** Please be careful when adding paths here otherwise it will make the compilation slow, consider adding specific paths instead of the whole parent directory if you just need to reference one or two modules
 
 **Also note:** While importing assets living outside your `source_path` defined in shakapacker.yml (like, for instance, assets under `app/assets`) from within your packs using _relative_ paths like `import '../../assets/javascripts/file.js'` will work in development, Shakapacker won't recompile the bundle in production unless a file that lives in one of it's watched paths has changed (check out `Shakapacker::MtimeStrategy#latest_modified_timestamp` or `Shakapacker::DigestStrategy#watched_files_digest` depending on strategy configured by `compiler_strategy` option in `shakapacker.yml`). That's why you'd need to add `app/assets` to the additional_paths as stated above and use `import 'javascripts/file.js'` instead.
diff --git a/package/rules/__tests__/file.js b/package/rules/__tests__/file.js
index 88a8f245a..60e7905b5 100644
--- a/package/rules/__tests__/file.js
+++ b/package/rules/__tests__/file.js
@@ -1,5 +1,13 @@
 const file = require('../file')
 
+jest.mock("../../config", () => {
+  const original = jest.requireActual("../../config");
+  return {
+    ...original,
+    additional_paths: [...original.additional_paths, "app/assets"],
+  };
+});
+
 describe('file', () => {
   test('test expected file types', () => {
     const types = [
@@ -59,4 +67,14 @@ describe('file', () => {
       'static/images/nested/deeply/[name]-[hash][ext][query]'
     );
   });
+
+  test('correct generated output path is returned for additional_paths', () => {
+    const pathData = {
+      filename: 'app/assets/images/image.svg',
+    };
+
+    expect(file.generator.filename(pathData)).toEqual(
+      'static/images/[name]-[hash][ext][query]'
+    );
+  });
 })
diff --git a/package/rules/file.js b/package/rules/file.js
index 6c5fdde01..2ab1155ea 100644
--- a/package/rules/file.js
+++ b/package/rules/file.js
@@ -1,5 +1,8 @@
 const { dirname } = require('path')
-const { source_path: sourcePath } = require('../config')
+const {
+  additional_paths: additionalPaths,
+  source_path: sourcePath
+} = require('../config')
 
 module.exports = {
   test: /\.(bmp|gif|jpe?g|png|tiff|ico|avif|webp|eot|otf|ttf|woff|woff2|svg)$/,
@@ -7,8 +10,13 @@ module.exports = {
   type: 'asset/resource',
   generator: {
     filename: (pathData) => {
-      const folders = dirname(pathData.filename)
-        .replace(`${sourcePath}`, '')
+      const path = dirname(pathData.filename)
+      const stripPaths = [...additionalPaths, sourcePath]
+
+      const selectedStripPath = stripPaths.find((includePath) => path.includes(includePath))
+
+      const folders = path
+        .replace(`${selectedStripPath}`, '')
         .split('/')
         .filter(Boolean)