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+/**
+ * External dependencies
+ */
+const fs = require( 'fs' );
+const path = require( 'path' );
+const { test, expect } = require( './fixtures' );
+
+/**
+ * Internal dependencies
+ */
+const { ensureCloudinaryConnected } = require( './utils/connection' );
+const { expectCloudinaryUrl } = require( './utils/delivery' );
+const { wpCli } = require( './utils/wizard' );
+
+const FIXTURE_PATH = path.join( __dirname, 'fixtures', 'test-image.jpg' );
+
+const OVERLAY_TEXT = 'CldE2EOverlay';
+const CROP = 'c_crop,h_120,w_160';
+
+let cloudName;
+
+/**
+ * State shared by the tests in this file. Every test edits the same
+ * attachment, so the tests run in order (see `mode: 'serial'`).
+ *
+ * @type {{ postId: number, postLink: string, attachmentId: number }|null}
+ */
+let created = null;
+
+/**
+ * Locate an Edit Asset field by its setting slug. The plugin's UI builds
+ * IDs such as `edit_asset.edit_affects.text_overlay_text`, which contain
+ * dots, so an attribute selector is used instead of `#id`.
+ *
+ * @param {import('@playwright/test').Page} page
+ * @param {string}                          slug Setting slug.
+ * @return {import('@playwright/test').Locator} The input.
+ */
+function assetField( page, slug ) {
+	return page.locator( `[id="edit_asset.edit_affects.${ slug }"]` );
+}
+
+/**
+ * Open the Edit Asset page for the test attachment and wait for the
+ * preview script to initialise.
+ *
+ * @param {import('@playwright/test').Page} page
+ */
+async function openEditAsset( page ) {
+	await page.goto(
+		`/wp-admin/admin.php?page=cloudinary&section=edit-asset&asset=${ created.attachmentId }`
+	);
+
+	// `asset-edit.js` appends the preview image on `window.load`; once it
+	// is there, the save handlers are bound.
+	await expect(
+		page.locator( '#cld-asset-edit img' ),
+		'the asset preview should render'
+	).toBeVisible();
+}
+
+/**
+ * Click a save button on the Edit Asset page and wait for the REST call.
+ *
+ * @param {import('@playwright/test').Page}    page
+ * @param {import('@playwright/test').Locator} button
+ * @return {Promise<Object>} The `save_asset` response body.
+ */
+async function saveAsset( page, button ) {
+	const [ response ] = await Promise.all( [
+		page.waitForResponse(
+			( res ) =>
+				res.url().includes( 'save_asset' ) &&
+				res.request().method() === 'POST'
+		),
+		button.click(),
+	] );
+	expect( response.ok(), 'save_asset should succeed' ).toBe( true );
+
+	const body = await response.json();
+	expect(
+		body.note,
+		'the plugin should accept the transformation as valid'
+	).toBeUndefined();
+
+	return body;
+}
+
+/**
+ * Open the published post and read the delivery attributes of the inline
+ * image once the lazy-loader has swapped in the Cloudinary URL. `src` in
+ * the result is the URL the browser loaded.
+ *
+ * @param {import('@playwright/test').Page} page
+ * @return {Promise<{ src: string, transformations: string }>} Delivery data.
+ */
+async function readDelivery( page ) {
+	await page.goto( created.postLink );
+
+	const img = page
+		.locator( `.wp-block-image img.wp-image-${ created.attachmentId }` )
+		.first();
+	await expect( img, 'the inline image should render' ).toBeVisible();
+	await img.scrollIntoViewIfNeeded();
+
+	// The lazy-loader either writes the delivery URL to `src` or, when the
+	// theme emits a srcset, restores `data-srcset` and leaves the SVG
+	// placeholder in `src`. `currentSrc` is the URL the browser picked in
+	// both cases.
+	const currentSrc = () => img.evaluate( ( node ) => node.currentSrc );
+	await expect
+		.poll( currentSrc, {
+			message: 'the lazy-loader should swap in the Cloudinary URL',
+		} )
+		.toMatch( /^https:\/\/res\.cloudinary\.com\// );
+
+	const src = await currentSrc();
+	expectCloudinaryUrl( src, cloudName );
+
+	return {
+		src,
+		transformations:
+			( await img.getAttribute( 'data-transformations' ) ) || '',
+	};
+}
+
+// @serial: needs real credentials in `cloudinary_connect` to sync assets,
+// while every analytics spec overwrites that option with fake ones.
+test.describe( 'Cloudinary per-asset editing', { tag: '@serial' }, () => {
+	test.describe.configure( { mode: 'serial' } );
+
+	test.beforeAll( async ( { requestUtils } ) => {
+		( { cloudName } = ensureCloudinaryConnected() );
+
+		const media = await requestUtils.rest( {
+			method: 'POST',
+			path: '/wp/v2/media',
+			headers: {
+				'Content-Type': 'image/jpeg',
+				'Content-Disposition': `attachment; filename="asset-edit-e2e-${ Date.now() }.jpg"`,
+			},
+			data: fs.readFileSync( FIXTURE_PATH ),
+		} );
+
+		const content =
+			`<!-- wp:image {"id":${ media.id }} -->\n` +
+			`<figure class="wp-block-image"><img src="${ media.source_url }" alt="" class="wp-image-${ media.id }"/></figure>\n` +
+			`<!-- /wp:image -->`;
+
+		const post = await requestUtils.rest( {
+			method: 'POST',
+			path: '/wp/v2/posts',
+			data: {
+				status: 'publish',
+				title: `Cloudinary asset edit e2e ${ Date.now() }`,
+				content,
+			},
+		} );
+
+		created = {
+			postId: post.id,
+			postLink: post.link,
+			attachmentId: media.id,
+		};
+
+		// The Edit Asset page and the front-end rewrite both need the
+		// asset to be synced to Cloudinary.
+		wpCli( [ 'cloudinary', 'sync' ] );
+	} );
+
+	test.afterAll( () => {
+		if ( ! created ) {
+			return;
+		}
+		const { postId, attachmentId } = created;
+		created = null;
+
+		// WP-CLI rather than REST for the same reason as the image delivery
+		// spec: `force=true` on a `?rest_route=` URL is fragile.
+		for ( const id of [ postId, attachmentId ] ) {
+			try {
+				wpCli( [ 'post', 'delete', String( id ), '--force' ] );
+			} catch ( e ) {
+				console.warn( `Cleanup of post ${ id } failed:`, e.message );
+			}
+		}
+	} );
+
+	test( 'text overlay updates the delivery URL and reverts when removed', async ( {
+		page,
+	} ) => {
+		const baseline = await readDelivery( page );
+		expect( baseline.src ).not.toContain( 'l_text:' );
+
+		await openEditAsset( page );
+		await assetField( page, 'text_overlay_text' ).fill( OVERLAY_TEXT );
+		const saved = await saveAsset(
+			page,
+			page.locator( '#cld-asset-save-text-overlay' )
+		);
+		expect( saved.text_overlay ).toContain( OVERLAY_TEXT );
+
+		const withOverlay = await readDelivery( page );
+		for ( const value of [
+			withOverlay.transformations,
+			withOverlay.src,
+		] ) {
+			expect( value ).toContain( `l_text:Arial_20:${ OVERLAY_TEXT }` );
+			expect( value ).toContain( 'fl_layer_apply' );
+		}
+
+		// "Reset All" only clears the form; saving persists the empty overlay.
+		await openEditAsset( page );
+		await expect( assetField( page, 'text_overlay_text' ) ).toHaveValue(
+			OVERLAY_TEXT
+		);
+		await page.locator( '#cld-asset-remove-text-overlay' ).click();
+		await expect( assetField( page, 'text_overlay_text' ) ).toHaveValue(
+			''
+		);
+		const cleared = await saveAsset(
+			page,
+			page.locator( '#cld-asset-save-text-overlay' )
+		);
+		expect( cleared.text_overlay ).toBe( '' );
+
+		expect( await readDelivery( page ) ).toEqual( baseline );
+	} );
+
+	test( 'crop updates the delivery URL and reverts when removed', async ( {
+		page,
+	} ) => {
+		const baseline = await readDelivery( page );
+		expect( baseline.src ).not.toContain( CROP );
+
+		await openEditAsset( page );
+		const input = assetField( page, 'transformations' );
+		await input.fill( CROP );
+		const saved = await saveAsset(
+			page,
+			page.locator( '#cld-asset-edit-save' )
+		);
+		expect( saved.transformations ).toBe( CROP );
+
+		const withCrop = await readDelivery( page );
+		expect( withCrop.transformations ).toContain( CROP );
+		expect( withCrop.src ).toContain( CROP );
+
+		await openEditAsset( page );
+		await expect( input ).toHaveValue( CROP );
+		await input.fill( '' );
+		const cleared = await saveAsset(
+			page,
+			page.locator( '#cld-asset-edit-save' )
+		);
+		expect( cleared.transformations ).toBe( '' );
+
+		expect( await readDelivery( page ) ).toEqual( baseline );
+	} );
+} );