diff --git a/packages/nextjs/.eslintrc.js b/packages/nextjs/.eslintrc.js
index 857887cc1c15..4e6b28a60fdf 100644
--- a/packages/nextjs/.eslintrc.js
+++ b/packages/nextjs/.eslintrc.js
@@ -11,4 +11,12 @@ module.exports = {
   rules: {
     '@sentry-internal/sdk/no-async-await': 'off',
   },
+  overrides: [
+    {
+      files: ['scripts/**/*.ts'],
+      parserOptions: {
+        project: ['../../tsconfig.dev.json'],
+      },
+    },
+  ],
 };
diff --git a/packages/nextjs/package.json b/packages/nextjs/package.json
index 99fa45a0ee66..1770224d626e 100644
--- a/packages/nextjs/package.json
+++ b/packages/nextjs/package.json
@@ -45,11 +45,11 @@
   "scripts": {
     "build": "run-p build:rollup build:types",
     "build:dev": "run-s build",
-    "build:rollup": "rollup -c rollup.npm.config.js",
+    "build:rollup": "ts-node scripts/buildRollup.ts",
     "build:types": "tsc -p tsconfig.types.json",
     "build:watch": "run-p build:rollup:watch build:types:watch",
     "build:dev:watch": "run-s build:watch",
-    "build:rollup:watch": "rollup -c rollup.npm.config.js --watch",
+    "build:rollup:watch": "nodemon --ext ts --watch src scripts/buildRollup.ts",
     "build:types:watch": "tsc -p tsconfig.types.json --watch",
     "build:npm": "ts-node ../../scripts/prepack.ts && npm pack ./build",
     "circularDepCheck": "madge --circular src/index.client.ts && madge --circular --exclude 'config/types\\.ts' src/index.server.ts # see https://github.com/pahen/madge/issues/306",
diff --git a/packages/nextjs/rollup.npm.config.js b/packages/nextjs/rollup.npm.config.js
index 88249bb2458a..761b0aba3b83 100644
--- a/packages/nextjs/rollup.npm.config.js
+++ b/packages/nextjs/rollup.npm.config.js
@@ -14,12 +14,12 @@ export default [
   ),
   ...makeNPMConfigVariants(
     makeBaseNPMConfig({
-      entrypoints: ['src/config/prefixLoaderTemplate.ts'],
+      entrypoints: ['src/config/templates/prefixLoaderTemplate.ts'],
 
       packageSpecificConfig: {
         output: {
           // preserve the original file structure (i.e., so that everything is still relative to `src`)
-          entryFileNames: 'config/[name].js',
+          entryFileNames: 'config/templates/[name].js',
 
           // this is going to be add-on code, so it doesn't need the trappings of a full module (and in fact actively
           // shouldn't have them, lest they muck with the module to which we're adding it)
@@ -31,7 +31,7 @@ export default [
   ),
   ...makeNPMConfigVariants(
     makeBaseNPMConfig({
-      entrypoints: ['src/config/prefixLoader.ts'],
+      entrypoints: ['src/config/loaders/prefixLoader.ts'],
 
       packageSpecificConfig: {
         output: {
@@ -39,7 +39,7 @@ export default [
           exports: 'default',
 
           // preserve the original file structure (i.e., so that everything is still relative to `src`)
-          entryFileNames: 'config/[name].js',
+          entryFileNames: 'config/loaders/[name].js',
         },
       },
     }),
diff --git a/packages/nextjs/scripts/buildRollup.ts b/packages/nextjs/scripts/buildRollup.ts
new file mode 100644
index 000000000000..0bf01ba51e4c
--- /dev/null
+++ b/packages/nextjs/scripts/buildRollup.ts
@@ -0,0 +1,24 @@
+import * as childProcess from 'child_process';
+import * as fs from 'fs';
+import * as path from 'path';
+
+/**
+ * Run the given shell command, piping the shell process's `stdin`, `stdout`, and `stderr` to that of the current
+ * process. Returns contents of `stdout`.
+ */
+function run(cmd: string, options?: childProcess.ExecSyncOptions): string | Buffer {
+  return childProcess.execSync(cmd, { stdio: 'inherit', ...options });
+}
+
+run('yarn rollup -c rollup.npm.config.js');
+
+// Regardless of whether nextjs is using the CJS or ESM version of our SDK, we want the code from our templates to be in
+// ESM (since we'll be adding it onto page files which are themselves written in ESM), so copy the ESM versions of the
+// templates over into the CJS build directory. (Building only the ESM version and sticking it in both locations is
+// something which in theory Rollup could do, but it would mean refactoring our Rollup helper functions, which isn't
+// worth it just for this.)
+const cjsTemplateDir = 'build/cjs/config/templates/';
+const esmTemplateDir = 'build/esm/config/templates/';
+fs.readdirSync(esmTemplateDir).forEach(templateFile =>
+  fs.copyFileSync(path.join(esmTemplateDir, templateFile), path.join(cjsTemplateDir, templateFile)),
+);
diff --git a/packages/nextjs/src/config/prefixLoader.ts b/packages/nextjs/src/config/loaders/prefixLoader.ts
similarity index 67%
rename from packages/nextjs/src/config/prefixLoader.ts
rename to packages/nextjs/src/config/loaders/prefixLoader.ts
index 29a1e66c73bd..5e95a32e8342 100644
--- a/packages/nextjs/src/config/prefixLoader.ts
+++ b/packages/nextjs/src/config/loaders/prefixLoader.ts
@@ -1,27 +1,22 @@
 import * as fs from 'fs';
 import * as path from 'path';
 
+import { LoaderThis } from './types';
+
 type LoaderOptions = {
   distDir: string;
 };
-// TODO Use real webpack types
-type LoaderThis = {
-  // Webpack 4
-  query?: LoaderOptions;
-  // Webpack 5
-  getOptions?: () => LoaderOptions;
-  addDependency: (filepath: string) => void;
-};
 
 /**
  * Inject templated code into the beginning of a module.
  */
-function prefixLoader(this: LoaderThis, userCode: string): string {
+function prefixLoader(this: LoaderThis<LoaderOptions>, userCode: string): string {
   // We know one or the other will be defined, depending on the version of webpack being used
   // eslint-disable-next-line @typescript-eslint/no-non-null-assertion
   const { distDir } = this.getOptions ? this.getOptions() : this.query!;
 
-  const templatePath = path.resolve(__dirname, 'prefixLoaderTemplate.js');
+  const templatePath = path.resolve(__dirname, '../templates/prefixLoaderTemplate.js');
+  // make sure the template is included when runing `webpack watch`
   this.addDependency(templatePath);
 
   // Fill in the placeholder
diff --git a/packages/nextjs/src/config/loaders/types.ts b/packages/nextjs/src/config/loaders/types.ts
new file mode 100644
index 000000000000..aa79b5c1d5e7
--- /dev/null
+++ b/packages/nextjs/src/config/loaders/types.ts
@@ -0,0 +1,10 @@
+// TODO Use real webpack types
+export type LoaderThis<Options> = {
+  // Loader options in Webpack 4
+  query?: Options;
+  // Loader options in Webpack 5
+  getOptions?: () => Options;
+
+  // Function to add outside file used by loader to `watch` process
+  addDependency: (filepath: string) => void;
+};
diff --git a/packages/nextjs/src/config/prefixLoaderTemplate.ts b/packages/nextjs/src/config/templates/prefixLoaderTemplate.ts
similarity index 60%
rename from packages/nextjs/src/config/prefixLoaderTemplate.ts
rename to packages/nextjs/src/config/templates/prefixLoaderTemplate.ts
index 7f529262e53f..9bce6accc6be 100644
--- a/packages/nextjs/src/config/prefixLoaderTemplate.ts
+++ b/packages/nextjs/src/config/templates/prefixLoaderTemplate.ts
@@ -1,5 +1,6 @@
 // eslint-disable-next-line @typescript-eslint/no-unsafe-member-access, @typescript-eslint/no-explicit-any
 (global as any).__rewriteFramesDistDir__ = '__DIST_DIR__';
 
-// We need this to make this file an ESM module, which TS requires when using `isolatedModules`.
+// We need this to make this file an ESM module, which TS requires when using `isolatedModules`, but it doesn't affect
+// the end result - Rollup recognizes that it's a no-op and doesn't include it when building our code.
 export {};
diff --git a/packages/nextjs/src/config/webpack.ts b/packages/nextjs/src/config/webpack.ts
index 9432bad34ed5..13c970657811 100644
--- a/packages/nextjs/src/config/webpack.ts
+++ b/packages/nextjs/src/config/webpack.ts
@@ -65,7 +65,7 @@ export function constructWebpackConfigFunction(
                 // Support non-default output directories by making the output path (easy to get here at build-time)
                 // available to the server SDK's default `RewriteFrames` instance (which needs it at runtime), by
                 // injecting code to attach it to `global`.
-                loader: path.resolve(__dirname, 'prefixLoader.js'),
+                loader: path.resolve(__dirname, 'loaders/prefixLoader.js'),
                 options: {
                   distDir: userNextConfig.distDir || '.next',
                 },