diff --git a/src/engine.rs b/src/engine.rs
index f48c810..6a30364 100644
--- a/src/engine.rs
+++ b/src/engine.rs
@@ -346,11 +346,14 @@ impl<
         // In order to avoid pasting previous clipboard contents, we need to check if
         // a new clipboard was effectively copied.
         // See issue: https://github.com/federico-terzi/espanso/issues/213
-        let previous_clipboard = self.clipboard_manager.get_clipboard();
+        let previous_clipboard = self.clipboard_manager.get_clipboard().unwrap_or_default();
 
         // Sleep for a while, giving time to effectively copy the text
         std::thread::sleep(std::time::Duration::from_millis(100)); // TODO: avoid hardcoding
 
+        // Clear the clipboard, for new-content detection later
+        self.clipboard_manager.set_clipboard("");
+
         // Trigger a copy shortcut to transfer the content of the selection to the clipboard
         self.keyboard_manager.trigger_copy(&config);
 
@@ -360,31 +363,29 @@ impl<
         // Then get the text from the clipboard and render the match output
         let clipboard = self.clipboard_manager.get_clipboard();
 
+        // Restore original clipboard now, in case expansion doesn't happen at all
+        self.clipboard_manager.set_clipboard(&previous_clipboard);
+
         if let Some(clipboard) = clipboard {
             // Don't expand empty clipboards, as usually they are the result of an empty passive selection
             if clipboard.trim().is_empty() {
                 info!("Avoiding passive expansion, as the user didn't select anything");
             } else {
-                if let Some(previous_content) = previous_clipboard {
-                    // Because of issue #213, we need to make sure the user selected something.
-                    if clipboard == previous_content {
-                        info!("Avoiding passive expansion, as the user didn't select anything");
-                    } else {
-                        info!("Passive mode activated");
+                info!("Passive mode activated");
 
-                        let rendered = self.renderer.render_passive(&clipboard, &config);
+                let rendered = self.renderer.render_passive(&clipboard, &config);
 
-                        match rendered {
-                            RenderResult::Text(payload) => {
-                                // Paste back the result in the field
-                                self.clipboard_manager.set_clipboard(&payload);
+                match rendered {
+                    RenderResult::Text(payload) => {
+                        // Paste back the result in the field
+                        self.clipboard_manager.set_clipboard(&payload);
 
-                                std::thread::sleep(std::time::Duration::from_millis(100)); // TODO: avoid hardcoding
-                                self.keyboard_manager.trigger_paste(&config);
-                            }
-                            _ => warn!("Cannot expand passive match"),
-                        }
+                        std::thread::sleep(std::time::Duration::from_millis(100)); // TODO: avoid hardcoding
+                        self.keyboard_manager.trigger_paste(&config);
+
+                        self.clipboard_manager.set_clipboard(&previous_clipboard);
                     }
+                    _ => warn!("Cannot expand passive match"),
                 }
             }
         }