diff --git a/src/main/frontend/handler/paste.cljs b/src/main/frontend/handler/paste.cljs
index 3c307d6bd..3193c4354 100644
--- a/src/main/frontend/handler/paste.cljs
+++ b/src/main/frontend/handler/paste.cljs
@@ -181,6 +181,16 @@
       (paste-text-in-one-block-at-point))
     (paste-copied-blocks-or-text text e html)))
 
+(defn- paste-file-if-exists [id e]
+  (when id
+    (let [clipboard-data (gobj/get e "clipboardData")
+          files (.-files clipboard-data)]
+      (when-let [file (first files)]
+        (when-let [block (state/get-edit-block)]
+          (editor-handler/upload-asset id #js[file] (:block/format block)
+                                       editor-handler/*asset-uploading? true)))
+      (util/stop e))))
+
 (defn editor-on-paste!
   "Pastes with formatting and includes the following features:
 - handles internal pastes to correctly paste at the block level
@@ -194,29 +204,19 @@
   [id]
   (fn [e]
     (state/set-state! :editor/on-paste? true)
-    (let [input (state/get-input)
-          clipboard-data (gobj/get e "clipboardData")
+    (let [clipboard-data (gobj/get e "clipboardData")
           html (.getData clipboard-data "text/html")
-          text (.getData clipboard-data "text")
-          files (.-files text)
-          paste-file-if-exist (fn []
-                                (when id
-                                  (let [_handled
-                                        (let [clipboard-data (gobj/get e "clipboardData")
-                                              files (.-files clipboard-data)]
-                                          (when-let [file (first files)]
-                                            (when-let [block (state/get-edit-block)]
-                                              (editor-handler/upload-asset id #js[file] (:block/format block)
-                                                                           editor-handler/*asset-uploading? true))))]
-                                    (util/stop e))))]
+          text (.getData clipboard-data "text")]
       (cond
-        (and (string/blank? text) (string/blank? html)) (paste-file-if-exist)
-        (and (seq files) (state/preferred-pasting-file?)) (paste-file-if-exist)
+        (and (string/blank? text) (string/blank? html))
+        (paste-file-if-exists id e)
+        (and (seq (.-files clipboard-data)) (state/preferred-pasting-file?))
+        (paste-file-if-exists id e)
         :else
         (let [text' (or (when (gp-util/url? text)
                           (wrap-macro-url text))
                         text)]
-          (paste-text-or-blocks-aux input e text' html))))))
+          (paste-text-or-blocks-aux (state/get-input) e text' html))))))
 
 (defn editor-on-paste-raw!
   "Raw pastes without _any_ formatting. Can also replace selected text with a paste"
diff --git a/src/test/frontend/handler/paste_test.cljs b/src/test/frontend/handler/paste_test.cljs
index 65f17f4dd..f3b00e9aa 100644
--- a/src/test/frontend/handler/paste_test.cljs
+++ b/src/test/frontend/handler/paste_test.cljs
@@ -110,8 +110,7 @@
           expected-paste "{{video https://www.youtube.com/watch?v=xu9p5ynlhZk}}"]
       (test-helper/with-reset
         reset
-        [utils/getClipText (fn [cb] (cb clipboard))
-         state/get-input (constantly #js {:value "block"})
+        [state/get-input (constantly #js {:value "block"})
          ;; paste-copied-blocks-or-text mocks below
          commands/delete-selection! (constantly nil)
          commands/simple-insert! (fn [_input text] (p/resolved text))
@@ -128,8 +127,7 @@
         block-content "test:: before"]
     (test-helper/with-reset
       reset
-      [utils/getClipText (fn [cb] (cb clipboard))
-       state/get-input (constantly #js {:value block-content})
+      [state/get-input (constantly #js {:value block-content})
        ;; paste-copied-blocks-or-text mocks below
        commands/delete-selection! (constantly nil)
        commands/simple-insert! (fn [_input text] (p/resolved text))
@@ -139,3 +137,21 @@
                       #js {:clipboardData #js {:getData (constantly clipboard)}})]
              (is (= expected-paste result))
              (reset)))))
+
+(deftest-async editor-on-paste-with-file-pasting
+  (let [clipboard "<meta charset='utf-8'><img src=\"https://user-images.githubusercontent.com/38045018/228234385-cbbcc6b2-1168-40da-ab3e-1e506edd5fce.png\"/>"
+        files [{:name "image.png" :type "image/png" :size 11836}]
+        pasted-file (atom nil)]
+    (test-helper/with-reset
+      reset
+      [state/preferred-pasting-file? (constantly true)
+       ;; paste-file-if-exists mocks below
+       editor-handler/upload-asset (fn [_id file & _]
+                                     (reset! pasted-file file))
+       util/stop (constantly nil)
+       state/get-edit-block (constantly {})]
+      (p/let [_ ((paste-handler/editor-on-paste! :fake-id)
+                      #js {:clipboardData #js {:getData (constantly clipboard)
+                                               :files files}})]
+             (is (= files (js->clj @pasted-file)))
+             (reset)))))