From e18e3acadbc8760deef2fe595e0191ebe335f243 Mon Sep 17 00:00:00 2001
From: CR29-22-2805 <266851988+CR29-22-2805@users.noreply.github.com>
Date: Sun, 19 Jul 2026 21:46:35 -0500
Subject: [PATCH] Preserve duplicate WebView asset paths

---
 packages/cli/src/util/AssetUploader.test.ts | 80 +++++++++++++++++++++
 packages/cli/src/util/AssetUploader.ts      | 24 ++++++-
 2 files changed, 102 insertions(+), 2 deletions(-)

diff --git a/packages/cli/src/util/AssetUploader.test.ts b/packages/cli/src/util/AssetUploader.test.ts
index 7c49eab0..754c8383 100644
--- a/packages/cli/src/util/AssetUploader.test.ts
+++ b/packages/cli/src/util/AssetUploader.test.ts
@@ -9,6 +9,26 @@ import {
 import { JSDOM } from 'jsdom';
 import { afterEach, describe, expect, it, vi } from 'vitest';
 
+const appClient = vi.hoisted(() => ({
+  CheckIfMediaExists: vi.fn(),
+  UploadNewMedia: vi.fn(),
+}));
+
+vi.mock('./clientGenerators.js', () => ({
+  createAppClient: () => appClient,
+}));
+
+vi.mock('@oclif/core', () => ({
+  ux: {
+    action: {
+      start: vi.fn(),
+      stop: vi.fn(),
+    },
+    error: vi.fn(),
+    info: vi.fn(),
+  },
+}));
+
 import { AssetUploader, queryAssets, transformHTML } from './AssetUploader.js';
 import type { DevvitCommand } from './commands/DevvitCommand.js';
 
@@ -165,6 +185,66 @@ describe('assertAssetCanBeAnIcon', () => {
   }
 });
 
+describe('syncAssets()', () => {
+  let tmpDir: string;
+
+  beforeEach(() => {
+    tmpDir = fs.mkdtempSync(path.join(os.tmpdir(), 'devvit-assets-test-'));
+    fs.writeFileSync(path.join(tmpDir, 'header-logo.svg'), '<svg></svg>');
+    fs.writeFileSync(path.join(tmpDir, 'footer-logo.svg'), '<svg></svg>');
+
+    appClient.CheckIfMediaExists.mockImplementation(
+      async ({ signatures }: { signatures: { filePath: string }[] }) => ({
+        statuses: signatures.map((signature, index) => ({
+          ...signature,
+          isNew: true,
+          uploadUrl: `https://uploads.example.com/assets/${index}?signature=test`,
+          uploadHeaders: {},
+        })),
+      })
+    );
+    vi.stubGlobal(
+      'fetch',
+      vi.fn().mockResolvedValue({
+        ok: true,
+      })
+    );
+  });
+
+  afterEach(() => {
+    fs.rmSync(tmpDir, { recursive: true, force: true });
+    vi.clearAllMocks();
+    vi.unstubAllGlobals();
+  });
+
+  it('maps duplicate WebView asset paths to the same uploaded URL', async () => {
+    const cmd = {
+      project: {
+        root: tmpDir,
+        mediaDir: undefined,
+        clientDir: '.',
+        appConfig: undefined,
+      },
+      error: vi.fn((message: string) => {
+        throw new Error(message);
+      }),
+      log: vi.fn(),
+      warn: vi.fn(),
+    };
+    const assetUploader = new AssetUploader(cmd as unknown as DevvitCommand, 'some-slug', {
+      verbose: false,
+    });
+
+    const result = await assetUploader.syncAssets();
+
+    expect(fetch).toHaveBeenCalledTimes(1);
+    expect(result.webViewAssetMap).toEqual({
+      'footer-logo.svg': 'https://uploads.example.com/assets/0',
+      'header-logo.svg': 'https://uploads.example.com/assets/0',
+    });
+  });
+});
+
 describe('queryAssets()', () => {
   let tmpDir: string;
 
diff --git a/packages/cli/src/util/AssetUploader.ts b/packages/cli/src/util/AssetUploader.ts
index 58e77b04..ab85f85c 100644
--- a/packages/cli/src/util/AssetUploader.ts
+++ b/packages/cli/src/util/AssetUploader.ts
@@ -54,6 +54,10 @@ type MediaSignatureWithContentsAndUploadInfo = MediaSignatureWithContents & {
   uploadHeaders: { [key: string]: string };
 };
 
+function getAssetSignature(asset: Pick<MediaSignature, 'hash' | 'size'>): string {
+  return `${asset.hash}:${asset.size}`;
+}
+
 type SyncAssetsResult = {
   assetMap: AssetMap | undefined;
   webViewAssetMap: AssetMap | undefined;
@@ -457,6 +461,7 @@ export class AssetUploader {
     ux.action.start(
       `Uploading new WebView assets, ${assetsRemaining} remaining (${prettyPrintSize(sizeRemaining)})`
     );
+    const uploadedUrlsBySignature = new Map<string, string>();
 
     await mapAsyncWithMaxConcurrency(
       newAssets,
@@ -487,12 +492,24 @@ export class AssetUploader {
         }
 
         const uploadUrl = new URL(newAsset.uploadUrl);
-        assetMap[newAsset.filePath] = uploadUrl.origin + uploadUrl.pathname;
+        const publicUploadUrl = uploadUrl.origin + uploadUrl.pathname;
+        assetMap[newAsset.filePath] = publicUploadUrl;
+        uploadedUrlsBySignature.set(getAssetSignature(newAsset), publicUploadUrl);
         updateUploadMsg(newAsset.size);
       },
       PARALLEL_UPLOADS
     );
 
+    for (const duplicateAsset of duplicateAssets) {
+      const uploadedUrl = uploadedUrlsBySignature.get(getAssetSignature(duplicateAsset));
+      if (!uploadedUrl) {
+        throw new Error(
+          `Could not find the uploaded WebView asset matching duplicate ${duplicateAsset.filePath}.`
+        );
+      }
+      assetMap[duplicateAsset.filePath] = uploadedUrl;
+    }
+
     ux.action.stop(`${newAssets.length} new WebView assets uploaded.`);
     ux.action.start(`Finishing upload`);
 
@@ -536,6 +553,7 @@ export class AssetUploader {
 
     const newAssets: (MediaSignatureWithContents | MediaSignatureWithContentsAndUploadInfo)[] = [];
     const duplicateAssets: MediaSignatureWithContents[] = [];
+    const newAssetSignatures = new Set<string>();
     const existingAssets: AssetMap = {};
     statuses.forEach((status) => {
       const asset = assetsByFilePath[status.filePath];
@@ -547,9 +565,11 @@ export class AssetUploader {
       if (status.isNew) {
         // The user may have the same asset in multiple places, but we need to
         // only upload it once
-        if (newAssets.find((a) => a.hash === asset.hash && a.size === asset.size)) {
+        const signature = getAssetSignature(asset);
+        if (newAssetSignatures.has(signature)) {
           duplicateAssets.push(asset);
         } else {
+          newAssetSignatures.add(signature);
           if (!areWebviewAssets) {
             newAssets.push(asset);
             return;