diff --git a/.github/workflows/pr-bundlesize-compare.yml b/.github/workflows/pr-bundlesize-compare.yml
index 576bfefc8996..c9fef0021a98 100644
--- a/.github/workflows/pr-bundlesize-compare.yml
+++ b/.github/workflows/pr-bundlesize-compare.yml
@@ -35,7 +35,7 @@ jobs:
       - name: Build
         run: yarn build:client
         env:
-          ANALYZE_BUNDLE: true
+          ANALYZE_BUNDLE_PR: true
 
       - name: Upload stats.json
         uses: actions/upload-artifact@v4
@@ -75,7 +75,7 @@ jobs:
       - name: Build
         run: yarn build:client
         env:
-          ANALYZE_BUNDLE: true
+          ANALYZE_BUNDLE_PR: true
 
       - name: Upload stats.json
         uses: actions/upload-artifact@v4
diff --git a/client/config/webpack.config.js b/client/config/webpack.config.js
index f839f3762044..92906a67a3b3 100644
--- a/client/config/webpack.config.js
+++ b/client/config/webpack.config.js
@@ -22,6 +22,10 @@ import ForkTsCheckerWebpackPlugin from "fork-ts-checker-webpack-plugin";
 // Source maps are resource heavy and can cause out of memory issue for large source files.
 const shouldUseSourceMap = process.env.GENERATE_SOURCEMAP !== "false";
 
+// to compare file sizes in PRs we need them to not include hashes
+const analyzeBundlePR = process.env.ANALYZE_BUNDLE_PR;
+const analyzeBundle = analyzeBundlePR || process.env.ANALYZE_BUNDLE;
+
 // This is the production and development configuration.
 // It is focused on developer experience, fast rebuilds, and a minimal bundle.
 function config(webpackEnv) {
@@ -119,15 +123,20 @@ function config(webpackEnv) {
       // Add /* filename */ comments to generated require()s in the output.
       pathinfo: isEnvDevelopment,
       // There will be one main bundle, and one file per asynchronous chunk.
-      // In development, it does not produce real files.
-      filename: isEnvProduction
-        ? "static/js/[name].[contenthash:8].js"
-        : isEnvDevelopment && "static/js/bundle.js",
+      filename: analyzeBundlePR
+        ? "static/js/[name].js"
+        : isEnvProduction
+          ? "static/js/[name].[contenthash:8].js"
+          : isEnvDevelopment && "static/js/bundle.js",
       // There are also additional JS chunk files if you use code splitting.
-      chunkFilename: isEnvProduction
-        ? "static/js/[name].[contenthash:8].chunk.js"
-        : isEnvDevelopment && "static/js/[name].chunk.js",
-      assetModuleFilename: "static/media/[name].[hash][ext]",
+      chunkFilename: analyzeBundlePR
+        ? "static/js/[name].chunk.js"
+        : isEnvProduction
+          ? "static/js/[name].[contenthash:8].chunk.js"
+          : isEnvDevelopment && "static/js/[name].chunk.js",
+      assetModuleFilename: analyzeBundlePR
+        ? "static/media/[file]"
+        : "static/media/[name].[hash][ext]",
       publicPath: "/",
       // Point sourcemap entries to original disk location (format as URL on Windows)
       devtoolModuleFilenameTemplate: isEnvProduction
@@ -252,7 +261,9 @@ function config(webpackEnv) {
                 {
                   loader: resolve.sync("file-loader"),
                   options: {
-                    name: "static/media/[name].[hash].[ext]",
+                    name: analyzeBundlePR
+                      ? "static/media/[path][name].[ext]"
+                      : "static/media/[name].[hash].[ext]",
                   },
                 },
               ],
@@ -429,8 +440,12 @@ function config(webpackEnv) {
         new MiniCssExtractPlugin({
           // Options similar to the same options in webpackOptions.output
           // both options are optional
-          filename: "static/css/[name].[contenthash:8].css",
-          chunkFilename: "static/css/[name].[contenthash:8].chunk.css",
+          filename: analyzeBundlePR
+            ? "static/css/[name].css"
+            : "static/css/[name].[contenthash:8].css",
+          chunkFilename: analyzeBundlePR
+            ? "static/css/[name].chunk.css"
+            : "static/css/[name].[contenthash:8].chunk.css",
         }),
       // Generate an asset manifest file with the following content:
       // - "files" key: Mapping of all asset filenames to their corresponding
@@ -499,7 +514,7 @@ function config(webpackEnv) {
         extensions: ["js", "mjs", "jsx", "ts", "tsx"],
       }),
       isEnvProduction &&
-        process.env.ANALYZE_BUNDLE &&
+        analyzeBundle &&
         new BundleAnalyzerPlugin({
           analyzerMode: "disabled",
           generateStatsFile: true,
diff --git a/client/src/app.tsx b/client/src/app.tsx
index a64b26a9e056..4cfed0e7ff22 100644
--- a/client/src/app.tsx
+++ b/client/src/app.tsx
@@ -37,12 +37,24 @@ import { Newsletter } from "./newsletter";
 import { Curriculum } from "./curriculum";
 import { useGA } from "./ga-context";
 
-const AllFlaws = React.lazy(() => import("./flaws"));
-const Translations = React.lazy(() => import("./translations"));
-const WritersHomepage = React.lazy(() => import("./writers-homepage"));
-const Sitemap = React.lazy(() => import("./sitemap"));
-const Playground = React.lazy(() => import("./playground"));
-const Observatory = React.lazy(() => import("./observatory"));
+const AllFlaws = React.lazy(
+  () => import(/* webpackChunkName: "flaws" */ "./flaws")
+);
+const Translations = React.lazy(
+  () => import(/* webpackChunkName: "translations" */ "./translations")
+);
+const WritersHomepage = React.lazy(
+  () => import(/* webpackChunkName: "writers-homepage" */ "./writers-homepage")
+);
+const Sitemap = React.lazy(
+  () => import(/* webpackChunkName: "sitemap" */ "./sitemap")
+);
+const Playground = React.lazy(
+  () => import(/* webpackChunkName: "playground" */ "./playground")
+);
+const Observatory = React.lazy(
+  () => import(/* webpackChunkName: "observatory" */ "./observatory")
+);
 
 function Layout({ pageType, children }) {
   const { pathname } = useLocation();
diff --git a/client/src/document/code/ai-explain.ts b/client/src/document/code/ai-explain.ts
index 658d8eff048e..5d6f76caf409 100644
--- a/client/src/document/code/ai-explain.ts
+++ b/client/src/document/code/ai-explain.ts
@@ -160,7 +160,9 @@ export function addExplainButton(
 
     answers.set(highlighted, container);
 
-    const { render } = await import("./render-md");
+    const { render } = await import(
+      /* webpackChunkName: "ai-explain-md" */ "./render-md"
+    );
 
     explain(
       {
diff --git a/client/src/document/index.tsx b/client/src/document/index.tsx
index f67715bfef11..1fd5d8d5421f 100644
--- a/client/src/document/index.tsx
+++ b/client/src/document/index.tsx
@@ -46,8 +46,13 @@ import { CLIENT_SIDE_NAVIGATION } from "../telemetry/constants";
 // import { useUIStatus } from "../ui-context";
 
 // Lazy sub-components
-const Toolbar = React.lazy(() => import("./toolbar"));
-const MathMLPolyfillMaybe = React.lazy(() => import("./mathml-polyfill"));
+const Toolbar = React.lazy(
+  () => import(/* webpackChunkName: "toolbar" */ "./toolbar")
+);
+const MathMLPolyfillMaybe = React.lazy(
+  () =>
+    import(/* webpackChunkName: "mathml-polyfill-maybe" */ "./mathml-polyfill")
+);
 
 export class HTTPError extends Error {
   public readonly status: number;
diff --git a/client/src/document/mathml-polyfill/index.tsx b/client/src/document/mathml-polyfill/index.tsx
index efdb16eb155d..66cd0450030d 100644
--- a/client/src/document/mathml-polyfill/index.tsx
+++ b/client/src/document/mathml-polyfill/index.tsx
@@ -2,7 +2,9 @@ import React from "react";
 
 import "./mathml-font.scss";
 
-const MathMLPolyfill = React.lazy(() => import("./polyfill"));
+const MathMLPolyfill = React.lazy(
+  () => import(/* webpackChunkName: "mathml-polyfill" */ "./polyfill")
+);
 
 // This component gets rendered if the document has MathML in it.
 // But that doesn't mean we necessarily need the CSS polyfill.
diff --git a/client/src/index.tsx b/client/src/index.tsx
index b9cd51c2df86..3405be061cae 100644
--- a/client/src/index.tsx
+++ b/client/src/index.tsx
@@ -52,5 +52,7 @@ if (container.firstElementChild) {
 
 // Initialize mdnWorker if there's a service worker already.
 if (navigator?.serviceWorker?.controller && !window.mdnWorker) {
-  import("./settings/mdn-worker").then(({ getMDNWorker }) => getMDNWorker());
+  import(/* webpackChunkName: "mdn-worker" */ "./settings/mdn-worker").then(
+    ({ getMDNWorker }) => getMDNWorker()
+  );
 }
diff --git a/client/src/page-not-found/index.tsx b/client/src/page-not-found/index.tsx
index 46011ea4d253..d643978270a4 100644
--- a/client/src/page-not-found/index.tsx
+++ b/client/src/page-not-found/index.tsx
@@ -4,7 +4,9 @@ import { useLocation } from "react-router-dom";
 import { MainContentContainer } from "../ui/atoms/page-content";
 import "./index.scss";
 
-const FallbackLink = React.lazy(() => import("./fallback-link"));
+const FallbackLink = React.lazy(
+  () => import(/* webpackChunkName: "fallback-link" */ "./fallback-link")
+);
 
 // NOTE! To hack on this component, you have to use a trick to even get to this
 // unless you use the Express server on localhost:5042.
diff --git a/client/src/plus/index.tsx b/client/src/plus/index.tsx
index 57b9dfcbf9cf..72988d733c54 100644
--- a/client/src/plus/index.tsx
+++ b/client/src/plus/index.tsx
@@ -14,9 +14,15 @@ import { DocParent } from "../../../libs/types/document";
 import "./index.scss";
 import OfferOverview from "./offer-overview";
 
-const AiHelp = React.lazy(() => import("./ai-help"));
-const Collections = React.lazy(() => import("./collections"));
-const Updates = React.lazy(() => import("./updates"));
+const AiHelp = React.lazy(
+  () => import(/* webpackChunkName: "ai-help" */ "./ai-help")
+);
+const Collections = React.lazy(
+  () => import(/* webpackChunkName: "collections" */ "./collections")
+);
+const Updates = React.lazy(
+  () => import(/* webpackChunkName: "updates" */ "./updates")
+);
 
 interface LayoutProps {
   withoutContainer?: boolean;
diff --git a/client/src/plus/offer-overview/offer-overview-subscribe/index.tsx b/client/src/plus/offer-overview/offer-overview-subscribe/index.tsx
index d391d1f4af02..02ec5cfb6660 100644
--- a/client/src/plus/offer-overview/offer-overview-subscribe/index.tsx
+++ b/client/src/plus/offer-overview/offer-overview-subscribe/index.tsx
@@ -17,7 +17,9 @@ import { OFFER_OVERVIEW_CLICK } from "../../../telemetry/constants";
 import LogInLink from "../../../ui/atoms/login-link";
 import React from "react";
 
-const Stripe = React.lazy(() => import("./stripe"));
+const Stripe = React.lazy(
+  () => import(/* webpackChunkName: "stripe" */ "./stripe")
+);
 
 export enum Period {
   Month,
diff --git a/client/src/settings/index.tsx b/client/src/settings/index.tsx
index dfe55eb52082..69e82654fadb 100644
--- a/client/src/settings/index.tsx
+++ b/client/src/settings/index.tsx
@@ -9,7 +9,9 @@ import Newsletter from "./newsletter";
 import { ManageAIHelp } from "./ai-help";
 import { useScrollToAnchor } from "../hooks";
 
-const OfflineSettings = React.lazy(() => import("./offline-settings"));
+const OfflineSettings = React.lazy(
+  () => import(/* webpackChunkName: "offline-settings" */ "./offline-settings")
+);
 
 export function Settings() {
   const pageTitle = "Settings";
diff --git a/client/src/site-search/index.tsx b/client/src/site-search/index.tsx
index 3d32b29653d9..43f13601f276 100644
--- a/client/src/site-search/index.tsx
+++ b/client/src/site-search/index.tsx
@@ -9,8 +9,12 @@ import "./index.scss";
 import { SidePlacement } from "../ui/organisms/placement";
 import { CLIENT_SIDE_NAVIGATION } from "../telemetry/constants";
 
-const SiteSearchForm = React.lazy(() => import("./form"));
-const SearchResults = React.lazy(() => import("./search-results"));
+const SiteSearchForm = React.lazy(
+  () => import(/* webpackChunkName: "search-form" */ "./form")
+);
+const SearchResults = React.lazy(
+  () => import(/* webpackChunkName: "search-results" */ "./search-results")
+);
 
 export function SiteSearch() {
   const isServer = useIsServer();
diff --git a/client/src/user-context.tsx b/client/src/user-context.tsx
index d59b371995c2..59768d55b7d3 100644
--- a/client/src/user-context.tsx
+++ b/client/src/user-context.tsx
@@ -248,7 +248,9 @@ export function UserDataProvider(props: { children: React.ReactNode }) {
 
       // Let's initialize the MDN Worker if applicable.
       if (!window.mdnWorker && data?.offlineSettings?.offline) {
-        import("./settings/mdn-worker").then(({ getMDNWorker }) => {
+        import(
+          /* webpackChunkName: "mdn-worker" */ "./settings/mdn-worker"
+        ).then(({ getMDNWorker }) => {
           const mdnWorker = getMDNWorker();
           if (data?.isSubscriber === false) {
             mdnWorker.clearOfflineSettings();
diff --git a/client/src/writers-homepage/index.tsx b/client/src/writers-homepage/index.tsx
index 9ee57cc5232b..9a39a76d6e36 100644
--- a/client/src/writers-homepage/index.tsx
+++ b/client/src/writers-homepage/index.tsx
@@ -6,7 +6,9 @@ import { useIsServer, useLocale } from "../hooks";
 import "./index.scss";
 
 // Lazy sub-components
-const ViewedDocuments = React.lazy(() => import("./viewed-documents"));
+const ViewedDocuments = React.lazy(
+  () => import(/* webpackChunkName: "viewed-documents" */ "./viewed-documents")
+);
 
 export default function WritersHomepage() {
   const isServer = useIsServer();