diff --git a/assets/js/controllers/upload.js b/assets/js/controllers/upload.js
index 234ff6f..3b3b792 100644
--- a/assets/js/controllers/upload.js
+++ b/assets/js/controllers/upload.js
@@ -15,6 +15,7 @@ export default class UploadController extends Controller {
         ev.preventDefault();
 
         this._promptForUpload((files) => {
+            files.sort((a, b) => b.lastModified - a.lastModified);
             this._doUploads(files);
         })
     }
diff --git a/services/uploads/pending.go b/services/uploads/pending.go
index eaa5efb..2c2c6a9 100644
--- a/services/uploads/pending.go
+++ b/services/uploads/pending.go
@@ -98,7 +98,8 @@ func (s *Service) FinalizePending(ctx context.Context, pendingGUID string, expec
 	}
 
 	pendingDataFilename := filepath.Join(s.pendingDir, pu.GUID+".upload")
-	if err := s.verifyPendingUpload(pendingDataFilename, expectedHash); err != nil {
+	fileSize, err := s.verifyPendingUpload(pendingDataFilename, expectedHash)
+	if err != nil {
 		return err
 	}
 
@@ -113,7 +114,7 @@ func (s *Service) FinalizePending(ctx context.Context, pendingGUID string, expec
 	newUpload := models.Upload{
 		SiteID:    site.ID,
 		GUID:      models.NewNanoID(),
-		FileSize:  pu.FileSize,
+		FileSize:  fileSize,
 		MIMEType:  pu.MIMEType,
 		Filename:  pu.Filename,
 		CreatedAt: newTime,
@@ -136,30 +137,31 @@ func (s *Service) FinalizePending(ctx context.Context, pendingGUID string, expec
 	return nil
 }
 
-func (s *Service) verifyPendingUpload(pendingDataFilename string, expectedHash string) error {
+func (s *Service) verifyPendingUpload(pendingDataFilename string, expectedHash string) (fileSize int64, _ error) {
 	expectedHashBytes, err := hex.DecodeString(expectedHash)
 	if err != nil {
-		return err
+		return 0, err
 	}
 
-	if _, err := os.Stat(pendingDataFilename); err != nil {
-		return err
+	stats, err := os.Stat(pendingDataFilename)
+	if err != nil {
+		return 0, err
 	}
 
 	pendingDataFile, err := os.Open(pendingDataFilename)
 	if err != nil {
-		return err
+		return 0, err
 	}
 	defer pendingDataFile.Close()
 
 	shaSum := sha256.New()
 	if _, err := io.Copy(shaSum, pendingDataFile); err != nil {
-		return err
+		return 0, err
 	}
 
 	if !bytes.Equal(shaSum.Sum(nil), expectedHashBytes) {
-		return errors.New("hash mismatch")
+		return 0, errors.New("hash mismatch")
 	}
 
-	return nil
+	return stats.Size(), nil
 }