diff --git a/.changeset/fair-actors-appear.md b/.changeset/fair-actors-appear.md
new file mode 100644
index 000000000000..41766d67a3c6
--- /dev/null
+++ b/.changeset/fair-actors-appear.md
@@ -0,0 +1,5 @@
+---
+"wrangler": minor
+---
+
+Add duration and sourcemap size to upload metrics event
diff --git a/packages/wrangler/src/deploy/deploy.ts b/packages/wrangler/src/deploy/deploy.ts
index 108c922aa61c..b83f8bff9693 100644
--- a/packages/wrangler/src/deploy/deploy.ts
+++ b/packages/wrangler/src/deploy/deploy.ts
@@ -305,7 +305,9 @@ Update them to point to this script instead?`;
 	return domains.map((domain) => renderRoute(domain));
 }
 
-export default async function deploy(props: Props): Promise<void> {
+export default async function deploy(
+	props: Props
+): Promise<{ sourceMapSize?: number }> {
 	// TODO: warn if git/hg has uncommitted changes
 	const { config, accountId, name } = props;
 	if (!props.dispatchNamespace && accountId && name) {
@@ -324,14 +326,14 @@ export default async function deploy(props: Props): Promise<void> {
 					`You are about to publish a Workers Service that was last published via the Cloudflare Dashboard.\nEdits that have been made via the dashboard will be overridden by your local code and config.`
 				);
 				if (!(await confirm("Would you like to continue?"))) {
-					return;
+					return {};
 				}
 			} else if (default_environment.script.last_deployed_from === "api") {
 				logger.warn(
 					`You are about to publish a Workers Service that was last updated via the script API.\nEdits that have been made via the script API will be overridden by your local code and config.`
 				);
 				if (!(await confirm("Would you like to continue?"))) {
-					return;
+					return {};
 				}
 			}
 		} catch (e) {
@@ -441,7 +443,7 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 		const yes = await confirmLatestDeploymentOverwrite(accountId, scriptName);
 		if (!yes) {
 			cancel("Aborting deploy...");
-			return;
+			return {};
 		}
 	}
 
@@ -473,6 +475,8 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 		);
 	}
 
+	let sourceMapSize;
+
 	try {
 		if (props.noBundle) {
 			// if we're not building, let's just copy the entry to the destination directory
@@ -676,6 +680,11 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 			limits: config.limits,
 		};
 
+		sourceMapSize = worker.sourceMaps?.reduce(
+			(acc, m) => acc + m.content.length,
+			0
+		);
+
 		await printBundleSize(
 			{ name: path.basename(resolvedEntryPointPath), content: content },
 			modules
@@ -810,7 +819,7 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 
 	if (props.dryRun) {
 		logger.log(`--dry-run: exiting now.`);
-		return;
+		return {};
 	}
 	assert(accountId, "Missing accountId");
 
@@ -821,7 +830,7 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 	// Early exit for WfP since it doesn't need the below code
 	if (props.dispatchNamespace !== undefined) {
 		deployWfpUserWorker(props.dispatchNamespace, deploymentId);
-		return;
+		return {};
 	}
 
 	// deploy triggers
@@ -831,6 +840,8 @@ See https://developers.cloudflare.com/workers/platform/compatibility-dates for m
 	logger.log("Current Version ID:", deploymentId);
 
 	logVersionIdChange();
+
+	return { sourceMapSize };
 }
 
 function deployWfpUserWorker(
diff --git a/packages/wrangler/src/deploy/index.ts b/packages/wrangler/src/deploy/index.ts
index 4bf5b6bbe244..070753e0590b 100644
--- a/packages/wrangler/src/deploy/index.ts
+++ b/packages/wrangler/src/deploy/index.ts
@@ -217,6 +217,7 @@ export function deployOptions(yargs: CommonYargsArgv) {
 export async function deployHandler(
 	args: StrictYargsOptionsToInterface<typeof deployOptions>
 ) {
+	const beforeUpload = Date.now();
 	await printWranglerBanner();
 
 	// Check for deprecated `wrangler publish` command
@@ -231,15 +232,6 @@ export async function deployHandler(
 	const projectRoot = configPath && path.dirname(configPath);
 	const config = readConfig(configPath, args);
 	const entry = await getEntry(args, config, "deploy");
-	await metrics.sendMetricsEvent(
-		"deploy worker script",
-		{
-			usesTypeScript: /\.tsx?$/.test(entry.file),
-		},
-		{
-			sendMetrics: config.send_metrics,
-		}
-	);
 
 	if (args.public) {
 		throw new UserError("The --public field has been renamed to --assets");
@@ -287,7 +279,7 @@ export async function deployHandler(
 		await standardPricingWarning(config);
 	}
 
-	await deploy({
+	const { sourceMapSize } = await deploy({
 		config,
 		accountId,
 		name: getScriptName(args, config),
@@ -322,4 +314,16 @@ export async function deployHandler(
 		dispatchNamespace: args.dispatchNamespace,
 		experimentalVersions: args.experimentalVersions,
 	});
+
+	await metrics.sendMetricsEvent(
+		"deploy worker script",
+		{
+			usesTypeScript: /\.tsx?$/.test(entry.file),
+			durationMs: Date.now() - beforeUpload,
+			sourceMapSize,
+		},
+		{
+			sendMetrics: config.send_metrics,
+		}
+	);
 }