diff --git a/scripts/upload-source-maps.ts b/scripts/upload-source-maps.ts
new file mode 100644
index 0000000000..370979f6e3
--- /dev/null
+++ b/scripts/upload-source-maps.ts
@@ -0,0 +1,66 @@
+/**
+ * Copyright (c) HashiCorp, Inc.
+ * SPDX-License-Identifier: MPL-2.0
+ */
+import { execSync } from 'child_process'
+
+/**
+ * Set up constants based on environment variables
+ *
+ * Note that dd stands for DataDog, many constants are used for DataDog.
+ * Docs on Vercel System Environment Variables:
+ * https://vercel.com/docs/projects/environment-variables/system-environment-variables
+ */
+const VERCEL_ENV = process.env.VERCEL_ENV
+const IS_DEV = VERCEL_ENV === 'development'
+const COMMIT_SHA = IS_DEV
+	? execSync('git rev-parse HEAD')
+	: process.env.VERCEL_GIT_COMMIT_SHA
+const DD_SERVICE_MAP = {
+	development: 'non-prod.developer.hashicorp.com',
+	preview: 'non-prod.developer.hashicorp.com',
+	production: 'developer.hashicorp.com',
+}
+const DD_API_KEY = process.env.DD_API_KEY
+const DD_DRY_RUN = IS_DEV ? '--dry-run' : ''
+const DD_SERVICE = DD_SERVICE_MAP[VERCEL_ENV]
+
+/**
+ * Upload source maps to DataDog using the `datadog-ci` CLI.
+ *
+ * The DataDog service to which we upload source maps will vary based on
+ * the environment we're in, to correspond with the DataDog setup we have
+ * in our `config` directory.
+ *
+ * - If we're in development, we'll execute a "dry run", no upload will occur.
+ * - If we're in preview, we'll use `non-prod.developer.hashicorp.com`
+ * - If we're in production, we'll use `developer.hashicorp.com`
+ */
+function main() {
+	try {
+		/**
+		 * For some reason, in Vercel build contexts, there don't seem to be any
+		 * git remotes available, and we get a warning from DataDog, and no links
+		 * back to source in the DataDog UI. To fix this, we manually add the
+		 * expected git remote here, solely for the purpose of DataDog.
+		 *
+		 * Note: we could in theory construct this from Vercel System env variables,
+		 * but it feels a little easier to hard-code it.
+		 */
+		execSync(
+			`git remote add origin https://github.com/hashicorp/dev-portal.git`
+		)
+		// Run the upload command
+		execSync(
+			`DATADOG_API_KEY=${DD_API_KEY} ./node_modules/.bin/datadog-ci sourcemaps upload .next/static/ --service="${DD_SERVICE}" --release-version="${COMMIT_SHA}" --minified-path-prefix="/_next/static/" ${DD_DRY_RUN}`,
+			{ stdio: 'inherit' }
+		)
+		// Remove source maps after uploading
+		execSync(`rm -f .next/static/**/*.map`)
+	} catch (error) {
+		console.error('Error: Failed to upload and then remove source maps.')
+		console.error(error)
+	}
+}
+
+main()