Add better error messages

src/registrar/management/commands/load_transition_domain.py

@@ -1,4 +1,5 @@
 import json
+import os
 import sys
 import csv
 import logging
@@ -426,6 +427,22 @@ class Command(BaseCommand):
         # print message to terminal about which args are in use
         self.print_debug_mode_statements(debug_on, debug_max_entries_to_parse)
 
+        filenames = [
+            agency_adhoc_filename,
+            domain_adhoc_filename,
+            organization_adhoc_filename,
+            domain_escrow_filename,
+            domain_additional_filename,
+        ]
+
+        # Do a top-level check to see if these files exist
+        for filename in filenames:
+            if not isinstance(filename, str):
+                raise TypeError(f"Filename must be a string, got {type(filename).__name__}")
+            full_path = os.path.join(directory, filename)
+            if not os.path.isfile(full_path):
+                raise FileNotFoundError(full_path)
+
         # STEP 1:
         # Create mapping of domain name -> status
         domain_status_dictionary = self.get_domain_user_dict(

src/registrar/management/commands/utility/extra_transition_domain_helper.py

@@ -867,8 +867,11 @@ class ExtraTransitionDomain:
                 )
             else:
                 if not infer_filenames:
-                    logger.error(f"Could not find file: {filename}")
+                    raise FileNotFoundError(
-                    continue
+                        f"{TerminalColors.FAIL}"
+                        f"Could not find file {filename} for {name}"
+                        f"{TerminalColors.ENDC}"
+                    )
 
                 # Infer filename logic #
                 # This mode is used for
@@ -899,8 +902,11 @@ class ExtraTransitionDomain:
                         is_domain_escrow,
                     )
                     continue
-                # Log if we can't find the desired file
+                raise FileNotFoundError(
-                logger.error(f"Could not find file: {filename}")
+                    f"{TerminalColors.FAIL}"
+                    f"Could not find file {filename} for {name}"
+                    f"{TerminalColors.ENDC}"
+                )
 
     def clear_file_data(self):
         for item in self.file_data.values():