diff --git a/src/ai_client.py b/src/ai_client.py
index e72bcc8e..efc85193 100644
--- a/src/ai_client.py
+++ b/src/ai_client.py
@@ -49,7 +49,7 @@ from src.vendor_capabilities import VendorCapabilities, get_capabilities
 # TODO(Ed): Eliminate these?
 from src.events             import EventEmitter
 from src.gemini_cli_adapter import GeminiCliAdapter
-from src.models             import ToolPreset, BiasProfile, Tool
+from src.models             import FileItem, ToolPreset, BiasProfile, Tool
 from src.paths              import get_credentials_path
 from src.tool_bias          import ToolBiasEngine
 from src.tool_presets       import ToolPresetManager
@@ -2562,7 +2562,8 @@ def _send_grok(md_content: str, user_message: str, base_dir: str,
    if file_items:
     for fi in file_items:
      if fi.get("is_image") and fi.get("base64_data"):
-      user_content = f"[IMAGE: {fi.get('path', 'attachment')}]\n{user_content}"
+      fi_item = fi if hasattr(fi, 'path') else models.FileItem(path=fi.get('path', 'attachment'))
+      user_content = f"[IMAGE: {fi_item.path or 'attachment'}]\n{user_content}"
    if discussion_history and not history:
     history.append({"role": "user", "content": f"[DISCUSSION HISTORY]\n\n{discussion_history}\n\n---\n\n{user_message}"})
    else:
@@ -2804,7 +2805,8 @@ def _send_qwen(md_content: str, user_message: str, base_dir: str,
    if file_items:
     for fi in file_items:
      if fi.get("is_image") and fi.get("base64_data"):
-      user_content = f"[IMAGE: {fi.get('path', 'attachment')}]\n{user_content}"
+      fi_item = fi if hasattr(fi, 'path') else models.FileItem(path=fi.get('path', 'attachment'))
+      user_content = f"[IMAGE: {fi_item.path or 'attachment'}]\n{user_content}"
    if discussion_history and not history:
     history.append({"role": "user", "content": f"[DISCUSSION HISTORY]\n\n{discussion_history}\n\n---\n\n{user_message}"})
    else:
@@ -2895,7 +2897,8 @@ def _send_llama(md_content: str, user_message: str, base_dir: str,
    if file_items:
     for fi in file_items:
      if fi.get("is_image") and fi.get("base64_data"):
-      user_content = f"[IMAGE: {fi.get('path', 'attachment')}]\n{user_content}"
+      fi_item = fi if hasattr(fi, 'path') else models.FileItem(path=fi.get('path', 'attachment'))
+      user_content = f"[IMAGE: {fi_item.path or 'attachment'}]\n{user_content}"
    if discussion_history and not history:
     history.append({"role": "user", "content": f"[DISCUSSION HISTORY]\n\n{discussion_history}\n\n---\n\n{user_message}"})
    else:
diff --git a/src/app_controller.py b/src/app_controller.py
index 4599391d..8a33c2fc 100644
--- a/src/app_controller.py
+++ b/src/app_controller.py
@@ -3507,7 +3507,7 @@ class AppController:
   `self._last_request_errors` for sub-track 4 GUI display."""
   try:
    symbols = parse_symbols(user_msg)
-   file_paths = [f['path'] for f in file_items]
+   file_paths = [f.path if hasattr(f, 'path') else f for f in file_items]
    for symbol in symbols:
     res = get_symbol_definition(symbol, file_paths)
     if res: