diff --git a/cli/support_test.go b/cli/support_test.go
index 1fb336142d4be..e1ad7fca7b0a4 100644
--- a/cli/support_test.go
+++ b/cli/support_test.go
@@ -50,7 +50,8 @@ func TestSupportBundle(t *testing.T) {
 		secretValue := uuid.NewString()
 		seedSecretDeploymentOptions(t, &dc, secretValue)
 		client, db := coderdtest.NewWithDatabase(t, &coderdtest.Options{
-			DeploymentValues: dc.Values,
+			DeploymentValues:   dc.Values,
+			HealthcheckTimeout: testutil.WaitSuperLong,
 		})
 		owner := coderdtest.CreateFirstUser(t, client)
 		r := dbfake.WorkspaceBuild(t, db, database.WorkspaceTable{
@@ -113,7 +114,8 @@ func TestSupportBundle(t *testing.T) {
 		secretValue := uuid.NewString()
 		seedSecretDeploymentOptions(t, &dc, secretValue)
 		client := coderdtest.New(t, &coderdtest.Options{
-			DeploymentValues: dc.Values,
+			DeploymentValues:   dc.Values,
+			HealthcheckTimeout: testutil.WaitSuperLong,
 		})
 		_ = coderdtest.CreateFirstUser(t, client)
 
@@ -133,7 +135,8 @@ func TestSupportBundle(t *testing.T) {
 		secretValue := uuid.NewString()
 		seedSecretDeploymentOptions(t, &dc, secretValue)
 		client, db := coderdtest.NewWithDatabase(t, &coderdtest.Options{
-			DeploymentValues: dc.Values,
+			DeploymentValues:   dc.Values,
+			HealthcheckTimeout: testutil.WaitSuperLong,
 		})
 		admin := coderdtest.CreateFirstUser(t, client)
 		r := dbfake.WorkspaceBuild(t, db, database.WorkspaceTable{
diff --git a/coderd/debug.go b/coderd/debug.go
index 0ae62282a22d8..64c7c9e632d0a 100644
--- a/coderd/debug.go
+++ b/coderd/debug.go
@@ -84,13 +84,15 @@ func (api *API) debugDeploymentHealth(rw http.ResponseWriter, r *http.Request) {
 		defer cancel()
 
 		report := api.HealthcheckFunc(ctx, apiKey)
-		api.healthCheckCache.Store(report)
+		if report != nil { // Only store non-nil reports.
+			api.healthCheckCache.Store(report)
+		}
 		return report, nil
 	})
 
 	select {
 	case <-ctx.Done():
-		httpapi.Write(ctx, rw, http.StatusNotFound, codersdk.Response{
+		httpapi.Write(ctx, rw, http.StatusServiceUnavailable, codersdk.Response{
 			Message: "Healthcheck is in progress and did not complete in time. Try again in a few seconds.",
 		})
 		return
diff --git a/coderd/debug_test.go b/coderd/debug_test.go
index 0d5dfd1885f12..f7a0a180ec61d 100644
--- a/coderd/debug_test.go
+++ b/coderd/debug_test.go
@@ -117,7 +117,7 @@ func TestDebugHealth(t *testing.T) {
 		require.NoError(t, err)
 		defer res.Body.Close()
 		_, _ = io.ReadAll(res.Body)
-		require.Equal(t, http.StatusNotFound, res.StatusCode)
+		require.Equal(t, http.StatusServiceUnavailable, res.StatusCode)
 	})
 
 	t.Run("Refresh", func(t *testing.T) {