diff --git a/src/gui_2.py b/src/gui_2.py
index 209b72d..a89d6db 100644
--- a/src/gui_2.py
+++ b/src/gui_2.py
@@ -167,6 +167,7 @@ class App:
   self._selected_preset_idx = -1
   self._selected_tool_preset_idx = -1
   self._selected_bias_profile_idx = -1
+  self._last_selected_context_index = -1
   self._new_bias_tool_name = "run_powershell"
   self._new_bias_category_name = "General"
   self._editing_preset_name = ""
@@ -2599,10 +2600,22 @@ class App:
     is_sel = f_path in self.ui_selected_context_files
     changed_sel, is_sel = imgui.checkbox(f"##sel{i}", is_sel)
     if changed_sel:
-     if is_sel:
-      self.ui_selected_context_files.add(f_path)
+     if imgui.get_io().key_shift and self._last_selected_context_index != -1:
+      start = min(self._last_selected_context_index, i)
+      end = max(self._last_selected_context_index, i)
+      for idx in range(start, end + 1):
+       item = self.files[idx]
+       item_path = item.path if hasattr(item, "path") else str(item)
+       if is_sel:
+        self.ui_selected_context_files.add(item_path)
+       else:
+        self.ui_selected_context_files.discard(item_path)
      else:
-      self.ui_selected_context_files.discard(f_path)
+      if is_sel:
+       self.ui_selected_context_files.add(f_path)
+      else:
+       self.ui_selected_context_files.discard(f_path)
+     self._last_selected_context_index = i
     imgui.same_line()
     imgui.text(f_path)