diff --git a/src/app/cmd/drop_on_timeline.cpp b/src/app/cmd/drop_on_timeline.cpp
index cf7085504..636211ad6 100644
--- a/src/app/cmd/drop_on_timeline.cpp
+++ b/src/app/cmd/drop_on_timeline.cpp
@@ -111,11 +111,18 @@ bool DropOnTimeline::getNextDocFromPaths(Doc** srcDoc)
 
   std::unique_ptr<FileOp> fop(
     FileOp::createLoadDocumentOperation(context, m_paths.front(), flags));
+  // Remove the path that is currently being processed
+  m_paths.erase(m_paths.begin());
 
   // Do nothing (the user cancelled or something like that)
   if (!fop)
     return false;
 
+  if (fop->hasError()) {
+    console.printf(fop->error().c_str());
+    return true;
+  }
+
   base::paths fopFilenames;
   fop->getFilenameList(fopFilenames);
   // Remove paths that will be loaded by the current file operation.
@@ -125,11 +132,6 @@ bool DropOnTimeline::getNextDocFromPaths(Doc** srcDoc)
       m_paths.erase(it);
   }
 
-  if (fop->hasError()) {
-    console.printf(fop->error().c_str());
-    return true;
-  }
-
   OpenFileJob task(fop.get(), true);
   task.showProgressWindow();