diff --git a/CONTRIBUTING.md b/CONTRIBUTING.md
index 769a89eba1..5381a13472 100644
--- a/CONTRIBUTING.md
+++ b/CONTRIBUTING.md
@@ -52,6 +52,7 @@ The Strapi core team will review your pull request and either merge it, request
 **Before submitting your pull request** make sure the following requirements are fulfilled:
 
 - Fork the repository and create your new branch from `main`.
+- Run `yarn install` in the root of the repository.
 - Run `yarn setup` in the root of the repository.
 - If you've fixed a bug or added code that should be tested, please make sure to add tests
 - Ensure the following test suites are passing:
@@ -78,6 +79,7 @@ Go to the root of the repository and run the setup:
 
 ```bash
 cd strapi
+yarn install
 yarn setup
 
 ```
@@ -183,4 +185,4 @@ Before submitting an issue you need to make sure:
   - Make sure your application has a clean `node_modules` directory, meaning:
     - you didn't link any dependencies (e.g., by running `yarn link`)
     - you haven't made any inline changes to files in the `node_modules` directory
-    - you don't have any global dependency loops. If you aren't sure, the easiest way to double-check any of the above is to run: `$ rm -rf node_modules && yarn cache clean && yarn setup`.
+    - you don't have any global dependency loops. If you aren't sure, the easiest way to double-check any of the above is to run: `$ rm -rf node_modules && yarn cache clean && yarn install && yarn setup`.
diff --git a/docs/docs/core/admin/link-strapi-design-system.md b/docs/docs/core/admin/link-strapi-design-system.md
index f08c5f9519..0d9e0bed93 100644
--- a/docs/docs/core/admin/link-strapi-design-system.md
+++ b/docs/docs/core/admin/link-strapi-design-system.md
@@ -2,24 +2,18 @@
 
 Follow these steps to use a local version of the Strapi design system with the Strapi monorepo
 
-First, run `yarn build` in `strapi-design-system/packages/strapi-design-system` to generate the bundle.
+In your copy of the design system run `yarn build` to generate the bundle.
 
-In your copy of Strapi, you can link the design system using either a [relative path](#relative-path) or [yarn link](#yarn-link).
-
-### Relative path
-
-Replace the version number in both `strapi/packages/core/admin/package.json` and `strapi/packages/core/helper-plugin/package.json` with the relative path to your copy of the design system:
+In the Strapi monorepo link your local copy of the design system with [`yarn link`](https://yarnpkg.com/cli/link#gatsby-focus-wrapper):
 
 ```
-"@strapi/design-system": "link:../../../../strapi-design-system/packages/strapi-design-system"
+yarn link -r ../<relative-path-to-strapi-design-system>
 ```
 
-### Yarn link
+Running yarn build in `examples/getstarted` should now use your local version of the design system.
 
-Alternatively, you can use [`yarn link`](https://classic.yarnpkg.com/lang/en/docs/cli/link/) by first running `yarn link` in `strapi-design-system/packages/design-system` and then `yarn link @strapi/design-system` in both `strapi/packages/core/admin` and `strapi/packages/core/helper-plugin`. With this approach, no changes need to be made to the `package.json`
-
-Once the link is setup, run the following command from the root of the monorepo
+To revert back to the released version of the design system use [`yarn unlink`](https://yarnpkg.com/cli/unlink#usage):
 
 ```
-yarn clean && yarn setup
+yarn unlink ../<relative-path-to-strapi-design-system>
 ```
diff --git a/packages/core/admin/admin/src/content-manager/components/RepeatableComponent/components/Component.js b/packages/core/admin/admin/src/content-manager/components/RepeatableComponent/components/Component.js
index aca74533b5..249db3fcad 100644
--- a/packages/core/admin/admin/src/content-manager/components/RepeatableComponent/components/Component.js
+++ b/packages/core/admin/admin/src/content-manager/components/RepeatableComponent/components/Component.js
@@ -97,11 +97,17 @@ const DraggedItem = ({
   const accordionRef = useRef(null);
   const { formatMessage } = useIntl();
 
-  const [parentFieldName] = componentFieldName.split('.');
+  /**
+   * The last item in the fieldName array will be the index of this component.
+   * Drag and drop should be isolated to the parent component so nested repeatable
+   * components are not affected by the drag and drop of the parent component in
+   * their own re-ordering context.
+   */
+  const componentKey = componentFieldName.split('.').slice(0, -1).join('.');
 
   const [{ handlerId, isDragging, handleKeyDown }, boxRef, dropRef, dragRef, dragPreviewRef] =
     useDragAndDrop(!isReadOnly, {
-      type: `${ItemTypes.COMPONENT}_${parentFieldName}`,
+      type: `${ItemTypes.COMPONENT}_${componentKey}`,
       index,
       item: {
         displayedValue,
diff --git a/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/components/ModalForm.js b/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/components/ModalForm.js
index 3b532666bb..157a11827a 100644
--- a/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/components/ModalForm.js
+++ b/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/components/ModalForm.js
@@ -102,7 +102,9 @@ const ModalForm = ({ onMetaChange, onSizeChange }) => {
     );
   });
 
-  const { isResizable } = fieldSizes[attributes[selectedField].type];
+  // Check for a custom input provided by a custom field, or use the default one for that type
+  const { type, customField } = attributes[selectedField];
+  const { isResizable } = fieldSizes[customField] ?? fieldSizes[type];
 
   const sizeField = (
     <GridItem col={6} key="size">
diff --git a/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/reducer.js b/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/reducer.js
index 6b79791202..d9cad8c5f8 100644
--- a/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/reducer.js
+++ b/packages/core/admin/admin/src/content-manager/pages/EditSettingsView/reducer.js
@@ -30,8 +30,14 @@ const reducer = (state = initialState, action) =>
       }
       case 'ON_ADD_FIELD': {
         const newState = cloneDeep(state);
-        const type = get(newState, ['modifiedData', 'attributes', action.name, 'type'], '');
-        const size = action.fieldSizes[type]?.default ?? DEFAULT_FIELD_SIZE;
+        const attribute = get(newState, ['modifiedData', 'attributes', action.name], {});
+
+        // Get the default size, checking custom fields first, then the type and generic defaults
+        const size =
+          action.fieldSizes[attribute?.customField]?.default ??
+          action.fieldSizes[attribute?.type]?.default ??
+          DEFAULT_FIELD_SIZE;
+
         const listSize = get(newState, layoutPathEdit, []).length;
         const actualRowContentPath = [...layoutPathEdit, listSize - 1, 'rowContent'];
         const rowContentToSet = get(newState, actualRowContentPath, []);
diff --git a/packages/core/admin/ee/server/controllers/authentication/middlewares.js b/packages/core/admin/ee/server/controllers/authentication/middlewares.js
index deb669844b..1d2e8a7a03 100644
--- a/packages/core/admin/ee/server/controllers/authentication/middlewares.js
+++ b/packages/core/admin/ee/server/controllers/authentication/middlewares.js
@@ -95,13 +95,14 @@ const redirectWithAuth = (ctx) => {
     params: { provider },
   } = ctx;
   const redirectUrls = utils.getPrefixedRedirectUrls();
+  const domain = strapi.config.get('server.admin.auth.domain');
   const { user } = ctx.state;
 
   const jwt = getService('token').createJwtToken(user);
 
   const isProduction = strapi.config.get('environment') === 'production';
 
-  const cookiesOptions = { httpOnly: false, secure: isProduction, overwrite: true };
+  const cookiesOptions = { httpOnly: false, secure: isProduction, overwrite: true, domain };
 
   const sanitizedUser = getService('user').sanitizeUser(user);
   strapi.eventHub.emit('admin.auth.success', { user: sanitizedUser, provider });
diff --git a/packages/core/content-manager/server/bootstrap.js b/packages/core/content-manager/server/bootstrap.js
index 5d12cbc871..99768e9414 100644
--- a/packages/core/content-manager/server/bootstrap.js
+++ b/packages/core/content-manager/server/bootstrap.js
@@ -6,4 +6,5 @@ module.exports = async () => {
   await getService('components').syncConfigurations();
   await getService('content-types').syncConfigurations();
   await getService('permission').registerPermissions();
+  getService('field-sizes').setCustomFieldInputSizes();
 };
diff --git a/packages/core/content-manager/server/services/__tests__/field-sizes.test.js b/packages/core/content-manager/server/services/__tests__/field-sizes.test.js
index 43c79cc101..0b4e5d3780 100644
--- a/packages/core/content-manager/server/services/__tests__/field-sizes.test.js
+++ b/packages/core/content-manager/server/services/__tests__/field-sizes.test.js
@@ -1,10 +1,36 @@
 'use strict';
 
-const fieldSizesService = require('../field-sizes');
+const { ApplicationError } = require('@strapi/utils').errors;
+const createFieldSizesService = require('../field-sizes');
+
+const strapi = {
+  container: {
+    // Mock container.get('custom-fields')
+    get: jest.fn(() => ({
+      // Mock container.get('custom-fields').getAll()
+      getAll: jest.fn(() => ({
+        'plugin::mycustomfields.color': {
+          name: 'color',
+          plugin: 'mycustomfields',
+          type: 'string',
+        },
+        'plugin::mycustomfields.smallColor': {
+          name: 'smallColor',
+          plugin: 'mycustomfields',
+          type: 'string',
+          inputSize: {
+            default: 4,
+            isResizable: false,
+          },
+        },
+      })),
+    })),
+  },
+};
 
 describe('field sizes service', () => {
   it('should return the correct field sizes', () => {
-    const { getAllFieldSizes } = fieldSizesService();
+    const { getAllFieldSizes } = createFieldSizesService({ strapi });
     const fieldSizes = getAllFieldSizes();
     Object.values(fieldSizes).forEach((fieldSize) => {
       expect(typeof fieldSize.isResizable).toBe('boolean');
@@ -13,21 +39,42 @@ describe('field sizes service', () => {
   });
 
   it('should return the correct field size for a given type', () => {
-    const { getFieldSize } = fieldSizesService();
+    const { getFieldSize } = createFieldSizesService({ strapi });
     const fieldSize = getFieldSize('string');
     expect(fieldSize.isResizable).toBe(true);
     expect(fieldSize.default).toBe(6);
   });
 
   it('should throw an error if the type is not found', () => {
-    const { getFieldSize } = fieldSizesService();
-    expect(() => getFieldSize('not-found')).toThrowError(
-      'Could not find field size for type not-found'
-    );
+    const { getFieldSize } = createFieldSizesService({ strapi });
+
+    try {
+      getFieldSize('not-found');
+    } catch (error) {
+      expect(error instanceof ApplicationError).toBe(true);
+      expect(error.message).toBe('Could not find field size for type not-found');
+    }
   });
 
   it('should throw an error if the type is not provided', () => {
-    const { getFieldSize } = fieldSizesService();
-    expect(() => getFieldSize()).toThrowError('The type is required');
+    const { getFieldSize } = createFieldSizesService({ strapi });
+
+    try {
+      getFieldSize();
+    } catch (error) {
+      expect(error instanceof ApplicationError).toBe(true);
+      expect(error.message).toBe('The type is required');
+    }
+  });
+
+  it('should set the custom fields input sizes', () => {
+    const { setCustomFieldInputSizes, getAllFieldSizes } = createFieldSizesService({ strapi });
+    setCustomFieldInputSizes();
+    const fieldSizes = getAllFieldSizes();
+    console.log(fieldSizes);
+
+    expect(fieldSizes).not.toHaveProperty('plugin::mycustomfields.color');
+    expect(fieldSizes['plugin::mycustomfields.smallColor'].default).toBe(4);
+    expect(fieldSizes['plugin::mycustomfields.smallColor'].isResizable).toBe(false);
   });
 });
diff --git a/packages/core/content-manager/server/services/field-sizes.js b/packages/core/content-manager/server/services/field-sizes.js
index bdbeffe83f..6f87781f45 100644
--- a/packages/core/content-manager/server/services/field-sizes.js
+++ b/packages/core/content-manager/server/services/field-sizes.js
@@ -1,5 +1,7 @@
 'use strict';
 
+const { ApplicationError } = require('@strapi/utils').errors;
+
 const needsFullSize = {
   default: 12,
   isResizable: false,
@@ -44,20 +46,51 @@ const fieldSizes = {
   uid: defaultSize,
 };
 
-module.exports = () => ({
-  getAllFieldSizes() {
-    return fieldSizes;
-  },
-  getFieldSize(type) {
-    if (!type) {
-      throw new Error('The type is required');
-    }
+const createFieldSizesService = ({ strapi }) => {
+  const fieldSizesService = {
+    getAllFieldSizes() {
+      return fieldSizes;
+    },
 
-    const fieldSize = fieldSizes[type];
-    if (!fieldSize) {
-      throw new Error(`Could not find field size for type ${type}`);
-    }
+    getFieldSize(type) {
+      if (!type) {
+        throw new ApplicationError('The type is required');
+      }
 
-    return fieldSize;
-  },
-});
+      const fieldSize = fieldSizes[type];
+      if (!fieldSize) {
+        throw new ApplicationError(`Could not find field size for type ${type}`);
+      }
+
+      return fieldSize;
+    },
+
+    setFieldSize(type, size) {
+      if (!type) {
+        throw new ApplicationError('The type is required');
+      }
+
+      if (!size) {
+        throw new ApplicationError('The size is required');
+      }
+
+      fieldSizes[type] = size;
+    },
+
+    setCustomFieldInputSizes() {
+      // Find all custom fields already registered
+      const customFields = strapi.container.get('custom-fields').getAll();
+
+      // If they have a custom field size, register it
+      Object.entries(customFields).forEach(([uid, customField]) => {
+        if (customField.inputSize) {
+          fieldSizesService.setFieldSize(uid, customField.inputSize);
+        }
+      });
+    },
+  };
+
+  return fieldSizesService;
+};
+
+module.exports = createFieldSizesService;
diff --git a/packages/core/content-manager/server/services/utils/configuration/layouts.js b/packages/core/content-manager/server/services/utils/configuration/layouts.js
index 18dd5f5c6e..03ce8d2854 100644
--- a/packages/core/content-manager/server/services/utils/configuration/layouts.js
+++ b/packages/core/content-manager/server/services/utils/configuration/layouts.js
@@ -20,9 +20,18 @@ const isAllowedFieldSize = (type, size) => {
   return size <= MAX_ROW_SIZE;
 };
 
-const getDefaultFieldSize = (type) => {
+const getDefaultFieldSize = (attribute) => {
+  // Check if it's a custom field with a custom size
+  if (attribute.customField) {
+    const customField = strapi.container.get('custom-fields').get(attribute.customField);
+    if (customField.inputSize) {
+      return customField.inputSize.default;
+    }
+  }
+
+  // Get the default size for the field type
   const { getFieldSize } = getService('field-sizes');
-  return getFieldSize(type).default;
+  return getFieldSize(attribute.type).default;
 };
 
 async function createDefaultLayouts(schema) {
@@ -127,7 +136,7 @@ const appendToEditLayout = (layout = [], keysToAppend, schema) => {
   for (const key of keysToAppend) {
     const attribute = schema.attributes[key];
 
-    const attributeSize = getDefaultFieldSize(attribute.type);
+    const attributeSize = getDefaultFieldSize(attribute);
     const currenRowSize = rowSize(layout[currentRowIndex]);
 
     if (currenRowSize + attributeSize > MAX_ROW_SIZE) {
diff --git a/packages/core/data-transfer/src/engine/__tests__/engine.test.ts b/packages/core/data-transfer/src/engine/__tests__/engine.test.ts
index b08a5259f2..60d9cb889b 100644
--- a/packages/core/data-transfer/src/engine/__tests__/engine.test.ts
+++ b/packages/core/data-transfer/src/engine/__tests__/engine.test.ts
@@ -1,4 +1,4 @@
-import { join } from 'path';
+import { posix, win32 } from 'path';
 import { cloneDeep } from 'lodash/fp';
 import { Readable, Writable } from 'stream-chain';
 import type { Schema } from '@strapi/strapi';
@@ -48,13 +48,13 @@ const getAssetsMockSourceStream = (
   data: Iterable<IAsset> = [
     {
       filename: 'foo.jpg',
-      filepath: join(__dirname, 'foo.jpg'),
+      filepath: posix.join(__dirname, 'foo.jpg'), // test a file with a posix path
       stats: { size: 24 },
       stream: Readable.from([1, 2, 3]),
     },
     {
       filename: 'bar.jpg',
-      filepath: join(__dirname, 'bar.jpg'),
+      filepath: win32.join(__dirname, 'bar.jpg'), // test a file with a win32 path
       stats: { size: 48 },
       stream: Readable.from([4, 5, 6, 7, 8, 9]),
     },
diff --git a/packages/core/data-transfer/src/file/providers/destination/index.ts b/packages/core/data-transfer/src/file/providers/destination/index.ts
index aebec13218..1f6ebd7ebd 100644
--- a/packages/core/data-transfer/src/file/providers/destination/index.ts
+++ b/packages/core/data-transfer/src/file/providers/destination/index.ts
@@ -249,7 +249,8 @@ class LocalFileDestinationProvider implements IDestinationProvider {
     return new Writable({
       objectMode: true,
       write(data: IAsset, _encoding, callback) {
-        const entryPath = path.join('assets', 'uploads', data.filename);
+        // always write tar files with posix paths so we have a standard format for paths regardless of system
+        const entryPath = path.posix.join('assets', 'uploads', data.filename);
 
         const entry = archiveStream.entry({
           name: entryPath,
diff --git a/packages/core/data-transfer/src/file/providers/destination/utils.ts b/packages/core/data-transfer/src/file/providers/destination/utils.ts
index 7149e589f6..90eef24750 100644
--- a/packages/core/data-transfer/src/file/providers/destination/utils.ts
+++ b/packages/core/data-transfer/src/file/providers/destination/utils.ts
@@ -1,5 +1,5 @@
 import { Writable } from 'stream';
-import { join } from 'path';
+import { posix } from 'path';
 import tar from 'tar-stream';
 
 /**
@@ -9,7 +9,8 @@ import tar from 'tar-stream';
 export const createFilePathFactory =
   (type: string) =>
   (fileIndex = 0): string => {
-    return join(
+    // always write tar files with posix paths so we have a standard format for paths regardless of system
+    return posix.join(
       // "{type}" directory
       type,
       // "${type}_XXXXX.jsonl" file
diff --git a/packages/core/data-transfer/src/file/providers/source/__tests__/index.test.ts b/packages/core/data-transfer/src/file/providers/source/__tests__/index.test.ts
index 7de7b2f551..867bc45b61 100644
--- a/packages/core/data-transfer/src/file/providers/source/__tests__/index.test.ts
+++ b/packages/core/data-transfer/src/file/providers/source/__tests__/index.test.ts
@@ -2,9 +2,10 @@ import { Readable } from 'stream';
 import type { ILocalFileSourceProviderOptions } from '..';
 
 import { createLocalFileSourceProvider } from '..';
+import { isFilePathInDirname, isPathEquivalent, unknownPathToPosix } from '../utils';
 
-describe('Stream assets', () => {
-  test('returns a stream', () => {
+describe('File source provider', () => {
+  test('returns assets stream', () => {
     const options: ILocalFileSourceProviderOptions = {
       file: {
         path: './test-file',
@@ -21,4 +22,112 @@ describe('Stream assets', () => {
 
     expect(stream instanceof Readable).toBeTruthy();
   });
+
+  describe('utils', () => {
+    const unknownConversionCases = [
+      ['some/path/on/posix', 'some/path/on/posix'],
+      ['some/path/on/posix/', 'some/path/on/posix/'],
+      ['some/path/on/posix.jpg', 'some/path/on/posix.jpg'],
+      ['file.jpg', 'file.jpg'],
+      ['noextension', 'noextension'],
+      ['some\\windows\\filename.jpg', 'some/windows/filename.jpg'],
+      ['some\\windows\\noendingslash', 'some/windows/noendingslash'],
+      ['some\\windows\\endingslash\\', 'some/windows/endingslash/'],
+      ['some\\windows/mixed', 'some\\windows/mixed'], // improper usage resulting in invalid path if provided mixed windows path, but test expected behaviour
+    ];
+    test.each(unknownConversionCases)('unknownPathToPosix: %p -> %p', (input, expected) => {
+      expect(unknownPathToPosix(input)).toEqual(expected);
+    });
+
+    const isFilePathInDirnameCases: [string, string, boolean][] = [
+      // posix paths
+      ['some/path/on/posix', 'some/path/on/posix/file.jpg', true],
+      ['some/path/on/posix/', 'some/path/on/posix/file.jpg', true],
+      ['./some/path/on/posix', 'some/path/on/posix/file.jpg', true],
+      ['some/path/on/posix/', './some/path/on/posix/file.jpg', true],
+      ['some/path/on/posix/', 'some/path/on/posix/', false], // invalid; second should include a filename
+      ['some/path/on/posix', 'some/path/on/posix', false], // 'posix' in second should be interpreted as a filename
+      ['', './file.jpg', true],
+      ['./', './file.jpg', true],
+      ['noextension', './noextension/file.jpg', true],
+      ['./noextension', './noextension/file.jpg', true],
+      ['./noextension', 'noextension/file.jpg', true],
+      ['noextension', 'noextension/noextension', true],
+      // win32 paths
+      ['some/path/on/win32', 'some\\path\\on\\win32\\file.jpg', true],
+      ['some/path/on/win32/', 'some\\path\\on\\win32\\file.jpg', true],
+      ['some/path/on/win32/', 'some\\path\\on\\win32\\', false], // invalid; second should include a filename
+      ['some/path/on/win32', 'some\\path\\on\\win32', false], // 'win32' in second should be interpreted as a filename
+      ['', '.\\file.jpg', true],
+      ['./', '.\\file.jpg', true],
+      ['noextension', '.\\noextension\\file.jpg', true],
+      ['./noextension', '.\\noextension\\file.jpg', true],
+      ['./noextension', 'noextension\\file.jpg', true],
+      ['noextension', 'noextension\\noextension', true],
+      // no path structure
+      ['', 'file.jpg', true],
+      ['noextension', 'noextension', false], // second case is a file
+    ];
+    test.each(isFilePathInDirnameCases)(
+      'isFilePathInDirname: %p : %p -> %p',
+      (inputA, inputB, expected) => {
+        expect(isFilePathInDirname(inputA, inputB)).toEqual(expected);
+      }
+    );
+
+    const isPathEquivalentCases: [string, string, boolean][] = [
+      // POSITIVES
+      // root level
+      ['file.jpg', 'file.jpg', true],
+      ['file.jpg', '.\\file.jpg', true],
+      ['file.jpg', './file.jpg', true],
+      // cwd root level (posix)
+      ['./file.jpg', 'file.jpg', true],
+      ['./file.jpg', './file.jpg', true],
+      ['./file.jpg', '.\\file.jpg', true],
+      // cwd root level (win32)
+      ['.\\file.jpg', 'file.jpg', true],
+      ['.\\file.jpg', './file.jpg', true],
+      ['.\\file.jpg', '.\\file.jpg', true],
+      // directory with file (posix)
+      ['one/two/file.jpg', 'one/two/file.jpg', true],
+      ['one/two/file.jpg', './one/two/file.jpg', true],
+      ['one/two/file.jpg', 'one\\two\\file.jpg', true],
+      ['one/two/file.jpg', '.\\one\\two\\file.jpg', true],
+      // cwd with file (posix)
+      ['./one/two/file.jpg', 'one/two/file.jpg', true],
+      ['./one/two/file.jpg', './one/two/file.jpg', true],
+      ['./one/two/file.jpg', 'one\\two\\file.jpg', true],
+      ['./one/two/file.jpg', '.\\one\\two\\file.jpg', true],
+      // directory with file (win32)
+      ['one\\two\\file.jpg', 'one/two/file.jpg', true],
+      ['one\\two\\file.jpg', './one/two/file.jpg', true],
+      ['one\\two\\file.jpg', '.\\one\\two\\file.jpg', true],
+      ['one\\two\\file.jpg', 'one\\two\\file.jpg', true],
+      // cwd with file (win32)
+      ['.\\one\\two\\file.jpg', 'one/two/file.jpg', true],
+      ['.\\one\\two\\file.jpg', './one/two/file.jpg', true],
+      ['.\\one\\two\\file.jpg', '.\\one\\two\\file.jpg', true],
+      ['.\\one\\two\\file.jpg', 'one\\two\\file.jpg', true],
+      // special characters
+      [".\\one\\two\\fi ' ^&*() le.jpg", "one/two/fi ' ^&*() le.jpg", true], // valid characters on win32
+      ['test/backslash\\file.jpg', 'test/backslash\\file.jpg', true], // backlash is valid on posix but not win32
+
+      // NEGATIVES
+      ['file.jpg', 'one/file.jpg', false],
+      ['file.jpg', 'one\\file.jpg', false],
+      ['file.jpg', '/file.jpg', false],
+      ['file.jpg', '\\file.jpg', false],
+      ['one/file.jpg', '\\one\\file.jpg', false],
+      ['one/file.jpg', '/one/file.jpg', false],
+      ['one/file.jpg', 'file.jpg', false],
+      ['test/mixedslash\\file.jpg', 'test/mixedslash/file.jpg', false], // windows path with mixed path separators should fail
+    ];
+    test.each(isPathEquivalentCases)(
+      'isPathEquivalent: %p : %p -> %p',
+      (inputA, inputB, expected) => {
+        expect(isPathEquivalent(inputA, inputB)).toEqual(expected);
+      }
+    );
+  });
 });
diff --git a/packages/core/data-transfer/src/file/providers/source/index.ts b/packages/core/data-transfer/src/file/providers/source/index.ts
index 6172f39ba0..80c993f1cc 100644
--- a/packages/core/data-transfer/src/file/providers/source/index.ts
+++ b/packages/core/data-transfer/src/file/providers/source/index.ts
@@ -4,7 +4,7 @@ import fs from 'fs-extra';
 import zip from 'zlib';
 import tar from 'tar';
 import path from 'path';
-import { keyBy } from 'lodash/fp';
+import { isEmpty, keyBy } from 'lodash/fp';
 import { chain } from 'stream-chain';
 import { pipeline, PassThrough } from 'stream';
 import { parser } from 'stream-json/jsonl/Parser';
@@ -15,6 +15,7 @@ import type { IAsset, IMetadata, ISourceProvider, ProviderType } from '../../../
 import { createDecryptionCipher } from '../../../utils/encryption';
 import { collect } from '../../../utils/stream';
 import { ProviderInitializationError, ProviderTransferError } from '../../../errors/providers';
+import { isFilePathInDirname, isPathEquivalent, unknownPathToPosix } from './utils';
 
 type StreamItemArray = Parameters<typeof chain>[0];
 
@@ -72,7 +73,8 @@ class LocalFileSourceProvider implements ISourceProvider {
 
     try {
       // Read the metadata to ensure the file can be parsed
-      this.#metadata = await this.getMetadata();
+      await this.#loadMetadata();
+      // TODO: we might also need to read the schema.jsonl files & implements a custom stream-check
     } catch (e) {
       if (this.options?.encryption?.enabled) {
         throw new ProviderInitializationError(
@@ -81,18 +83,32 @@ class LocalFileSourceProvider implements ISourceProvider {
       }
       throw new ProviderInitializationError(`File '${filePath}' is not a valid Strapi data file.`);
     }
+
+    if (!this.#metadata) {
+      throw new ProviderInitializationError('Could not load metadata from Strapi data file.');
+    }
   }
 
-  getMetadata() {
-    // TODO: need to read the file & extract the metadata json file
-    // => we might also need to read the schema.jsonl files & implements a custom stream-check
+  async #loadMetadata() {
     const backupStream = this.#getBackupStream();
-    return this.#parseJSONFile<IMetadata>(backupStream, METADATA_FILE_PATH);
+    this.#metadata = await this.#parseJSONFile<IMetadata>(backupStream, METADATA_FILE_PATH);
+  }
+
+  async getMetadata() {
+    if (!this.#metadata) {
+      await this.#loadMetadata();
+    }
+
+    return this.#metadata ?? null;
   }
 
   async getSchemas() {
     const schemas = await collect<Schema>(this.createSchemasReadStream());
 
+    if (isEmpty(schemas)) {
+      throw new ProviderInitializationError('Could not load schemas from Strapi data file.');
+    }
+
     return keyBy('uid', schemas);
   }
 
@@ -121,20 +137,21 @@ class LocalFileSourceProvider implements ISourceProvider {
       [
         inStream,
         new tar.Parse({
+          // find only files in the assets/uploads folder
           filter(filePath, entry) {
             if (entry.type !== 'File') {
               return false;
             }
-
-            const parts = filePath.split('/');
-            return parts[0] === 'assets' && parts[1] === 'uploads';
+            return isFilePathInDirname('assets/uploads', filePath);
           },
           onentry(entry) {
             const { path: filePath, size = 0 } = entry;
-            const file = path.basename(filePath);
+            const normalizedPath = unknownPathToPosix(filePath);
+            const file = path.basename(normalizedPath);
+
             const asset: IAsset = {
               filename: file,
-              filepath: filePath,
+              filepath: normalizedPath,
               stats: { size },
               stream: entry as unknown as Readable,
             };
@@ -170,6 +187,7 @@ class LocalFileSourceProvider implements ISourceProvider {
     return chain(streams);
   }
 
+  // `directory` must be posix formatted path
   #streamJsonlDirectory(directory: string) {
     const inStream = this.#getBackupStream();
 
@@ -184,14 +202,7 @@ class LocalFileSourceProvider implements ISourceProvider {
               return false;
             }
 
-            const parts = path.relative('.', filePath).split('/');
-
-            // TODO: this method is limiting us from having additional subdirectories and is requiring us to remove any "./" prefixes (the path.relative line above)
-            if (parts.length !== 2) {
-              return false;
-            }
-
-            return parts[0] === directory;
+            return isFilePathInDirname(directory, filePath);
           },
 
           async onentry(entry) {
@@ -249,7 +260,11 @@ class LocalFileSourceProvider implements ISourceProvider {
              * Filter the parsed entries to only keep the one that matches the given filepath
              */
             filter(entryPath, entry) {
-              return !path.relative(filePath, entryPath).length && entry.type === 'File';
+              if (entry.type !== 'File') {
+                return false;
+              }
+
+              return isPathEquivalent(entryPath, filePath);
             },
 
             async onentry(entry) {
diff --git a/packages/core/data-transfer/src/file/providers/source/utils.ts b/packages/core/data-transfer/src/file/providers/source/utils.ts
new file mode 100644
index 0000000000..60111f5da3
--- /dev/null
+++ b/packages/core/data-transfer/src/file/providers/source/utils.ts
@@ -0,0 +1,58 @@
+import path from 'path';
+
+/**
+ * Note: in versions of the transfer engine <=4.9.0, exports were generated with windows paths
+ * on Windows systems, and posix paths on posix systems.
+ *
+ * We now store all paths as posix, but need to leave a separator conversion for legacy purposes, and to
+ * support manually-created tar files coming from Windows systems (ie, if a user creates a
+ * backup file with a windows tar tool rather than using the `export` command)
+ *
+ * Because of this, export/import files may never contain files with a forward slash in the name, even escaped
+ *
+ * */
+
+/**
+ * Check if the directory of a given filePath (which can be either posix or win32) resolves to the same as the given posix-format path posixDirName
+ * We must be able to assume the first argument is a path to a directory and the second is a path to a file, otherwise path.dirname will interpret a path without any slashes as the filename
+ *
+ * @param {string} posixDirName A posix path pointing to a directory
+ * @param {string} filePath an unknown filesystem path pointing to a file
+ * @returns {boolean} is the file located in the given directory
+ */
+export const isFilePathInDirname = (posixDirName: string, filePath: string) => {
+  const normalizedDir = path.posix.dirname(unknownPathToPosix(filePath));
+  return isPathEquivalent(posixDirName, normalizedDir);
+};
+
+/**
+ *  Check if two paths that can be either in posix or win32 format resolves to the same file
+ *
+ * @param {string} pathA a path that may be either win32 or posix
+ * @param {string} pathB a path that may be either win32 or posix
+ *
+ * @returns {boolean} do paths point to the same place
+ */
+export const isPathEquivalent = (pathA: string, pathB: string) => {
+  // Check if paths appear to be win32 or posix, and if win32 convert to posix
+  const normalizedPathA = path.posix.normalize(unknownPathToPosix(pathA));
+  const normalizedPathB = path.posix.normalize(unknownPathToPosix(pathB));
+
+  return !path.posix.relative(normalizedPathB, normalizedPathA).length;
+};
+
+/**
+ *  Convert an unknown format path (win32 or posix) to a posix path
+ *
+ * @param {string} filePath a path that may be either win32 or posix
+ *
+ * @returns {string} a posix path
+ */
+export const unknownPathToPosix = (filePath: string) => {
+  // if it includes a forward slash, it must be posix already -- we will not support win32 with mixed path separators
+  if (filePath.includes(path.posix.sep)) {
+    return filePath;
+  }
+
+  return path.normalize(filePath).split(path.win32.sep).join(path.posix.sep);
+};
diff --git a/packages/core/database/lib/entity-manager/regular-relations.js b/packages/core/database/lib/entity-manager/regular-relations.js
index 33f780330d..1f90714b1e 100644
--- a/packages/core/database/lib/entity-manager/regular-relations.js
+++ b/packages/core/database/lib/entity-manager/regular-relations.js
@@ -152,7 +152,7 @@ const deleteRelations = async ({
         .transacting(trx)
         .execute();
       done = batchToDelete.length < batchSize;
-      lastId = batchToDelete[batchToDelete.length - 1]?.id;
+      lastId = batchToDelete[batchToDelete.length - 1]?.id || 0;
 
       const batchIds = map(inverseJoinColumn.name, batchToDelete);
 
diff --git a/packages/core/database/lib/metadata/relations.js b/packages/core/database/lib/metadata/relations.js
index dbafdb9f45..ee662b2ec6 100644
--- a/packages/core/database/lib/metadata/relations.js
+++ b/packages/core/database/lib/metadata/relations.js
@@ -244,6 +244,16 @@ const createMorphToMany = (attributeName, attribute, meta, metadata) => {
         name: `${joinTableName}_fk`,
         columns: [joinColumnName],
       },
+      {
+        name: `${joinTableName}_order_index`,
+        columns: ['order'],
+        type: null,
+      },
+      {
+        name: `${joinTableName}_id_column_index`,
+        columns: [idColumnName],
+        type: null,
+      },
     ],
     foreignKeys: [
       {
diff --git a/packages/core/strapi/lib/core/registries/__tests__/custom-fields.test.js b/packages/core/strapi/lib/core/registries/__tests__/custom-fields.test.js
index fd45f4346d..938968d129 100644
--- a/packages/core/strapi/lib/core/registries/__tests__/custom-fields.test.js
+++ b/packages/core/strapi/lib/core/registries/__tests__/custom-fields.test.js
@@ -90,6 +90,28 @@ describe('Custom fields registry', () => {
       );
     });
 
+    it('validates inputSize', () => {
+      const mockCF = {
+        name: 'test',
+        type: 'text',
+      };
+
+      const customFields = customFieldsRegistry(strapi);
+
+      expect(() => customFields.add({ ...mockCF, inputSize: 'small' })).toThrowError(
+        `inputSize should be an object with 'default' and 'isResizable' keys`
+      );
+      expect(() => customFields.add({ ...mockCF, inputSize: ['array'] })).toThrowError(
+        `inputSize should be an object with 'default' and 'isResizable' keys`
+      );
+      expect(() =>
+        customFields.add({ ...mockCF, inputSize: { default: 99, isResizable: true } })
+      ).toThrowError('Custom fields require a valid default input size');
+      expect(() =>
+        customFields.add({ ...mockCF, inputSize: { default: 12, isResizable: 'true' } })
+      ).toThrowError('Custom fields should specify if their input is resizable');
+    });
+
     it('confirms the custom field does not already exist', () => {
       const mockCF = {
         name: 'test',
diff --git a/packages/core/strapi/lib/core/registries/custom-fields.js b/packages/core/strapi/lib/core/registries/custom-fields.js
index 47ad2eaf08..a911819e75 100644
--- a/packages/core/strapi/lib/core/registries/custom-fields.js
+++ b/packages/core/strapi/lib/core/registries/custom-fields.js
@@ -1,6 +1,6 @@
 'use strict';
 
-const { has } = require('lodash/fp');
+const { has, isPlainObject } = require('lodash/fp');
 
 const ALLOWED_TYPES = [
   'biginteger',
@@ -44,7 +44,7 @@ const customFieldsRegistry = (strapi) => {
           throw new Error(`Custom fields require a 'name' and 'type' key`);
         }
 
-        const { name, plugin, type } = cf;
+        const { name, plugin, type, inputSize } = cf;
         if (!ALLOWED_TYPES.includes(type)) {
           throw new Error(
             `Custom field type: '${type}' is not a valid Strapi type or it can't be used with a Custom Field`
@@ -56,6 +56,23 @@ const customFieldsRegistry = (strapi) => {
           throw new Error(`Custom field name: '${name}' is not a valid object key`);
         }
 
+        // Validate inputSize when provided
+        if (inputSize) {
+          if (
+            !isPlainObject(inputSize) ||
+            !has('default', inputSize) ||
+            !has('isResizable', inputSize)
+          ) {
+            throw new Error(`inputSize should be an object with 'default' and 'isResizable' keys`);
+          }
+          if (![4, 6, 8, 12].includes(inputSize.default)) {
+            throw new Error('Custom fields require a valid default input size');
+          }
+          if (typeof inputSize.isResizable !== 'boolean') {
+            throw new Error('Custom fields should specify if their input is resizable');
+          }
+        }
+
         // When no plugin is specified, or it isn't found in Strapi, default to global
         const uid = strapi.plugin(plugin) ? `plugin::${plugin}.${name}` : `global::${name}`;
 
diff --git a/packages/providers/upload-aws-s3/src/index.ts b/packages/providers/upload-aws-s3/src/index.ts
index 5cfdd3ecda..5b886b06ea 100644
--- a/packages/providers/upload-aws-s3/src/index.ts
+++ b/packages/providers/upload-aws-s3/src/index.ts
@@ -27,7 +27,7 @@ interface File {
 // eslint-disable-next-line @typescript-eslint/no-var-requires
 require('aws-sdk/lib/maintenance_mode_message').suppress = true;
 
-function assertUrlProtocol(url: string) {
+function hasUrlProtocol(url: string) {
   // Regex to test protocol like "http://", "https://"
   return /^\w*:\/\//.test(url);
 }
@@ -93,11 +93,13 @@ export = {
           }
 
           // set the bucket file url
-          if (assertUrlProtocol(data.Location)) {
-            file.url = baseUrl ? `${baseUrl}/${fileKey}` : data.Location;
+          if (baseUrl) {
+            // Construct the url with the baseUrl
+            file.url = `${baseUrl}/${fileKey}`;
           } else {
-            // Default protocol to https protocol
-            file.url = `https://${data.Location}`;
+            // Add the protocol if it is missing
+            // Some providers like DigitalOcean Spaces return the url without the protocol
+            file.url = hasUrlProtocol(data.Location) ? data.Location : `https://${data.Location}`;
           }
           resolve();
         };
diff --git a/vercel.json b/vercel.json
index 77f6c2a272..3d53349522 100644
--- a/vercel.json
+++ b/vercel.json
@@ -1,10 +1,6 @@
 {
-  "buildCommand": "cd packages/core/helper-plugin && yarn build-storybook",
   "github": {
     "silent": true,
     "autoJobCancelation": true
-  },
-  "installCommand": "yarn install --immutable",
-  "ignoreCommand": "git diff HEAD^ HEAD --quiet './packages/core/helper-plugin'",
-  "outputDirectory": "packages/core/helper-plugin/storybook-static"
+  }
 }