diff --git a/src/ytdl_sub/utils/file_path.py b/src/ytdl_sub/utils/file_path.py
index af8246f1d..ff50c9916 100644
--- a/src/ytdl_sub/utils/file_path.py
+++ b/src/ytdl_sub/utils/file_path.py
@@ -1,4 +1,5 @@
 import os
+import posixpath
 from pathlib import Path
 from typing import Tuple
 
@@ -59,3 +60,8 @@ def maybe_truncate_file_path(cls, file_path: str) -> str:
             return str(Path(file_directory) / cls._truncate_file_name(file_name))
 
         return str(file_path)
+
+    @classmethod
+    def to_native_filepath(cls, file_path: str) -> str:
+        """Ensures file paths use the correct separator"""
+        return os.path.expanduser(file_path.replace(posixpath.sep, os.sep))
diff --git a/src/ytdl_sub/validators/file_path_validators.py b/src/ytdl_sub/validators/file_path_validators.py
index c255ed1a0..f5a69f615 100644
--- a/src/ytdl_sub/validators/file_path_validators.py
+++ b/src/ytdl_sub/validators/file_path_validators.py
@@ -2,7 +2,7 @@
 from pathlib import Path
 from typing import Any
 
-from ytdl_sub.script.script import Script
+from ytdl_sub.utils.file_path import FilePathTruncater
 from ytdl_sub.validators.string_formatter_validators import OverridesStringFormatterValidator
 from ytdl_sub.validators.string_formatter_validators import StringFormatterValidator
 from ytdl_sub.validators.validators import StringValidator
@@ -45,15 +45,8 @@ class StringFormatterFileNameValidator(StringFormatterValidator):
     _expected_value_type_name = "filepath"
 
     def post_process(self, resolved: str) -> str:
-        return (
-            Script(
-                {
-                    "tmp_var_1": resolved,
-                    "tmp_var_2": "{%to_native_filepath(%truncate_filepath_if_too_long(tmp_var_1))}",
-                }
-            )
-            .resolve()
-            .get_str("tmp_var_2")
+        return FilePathTruncater.to_native_filepath(
+            FilePathTruncater.maybe_truncate_file_path(resolved)
         )
 
 
@@ -61,13 +54,6 @@ class OverridesStringFormatterFilePathValidator(OverridesStringFormatterValidato
     _expected_value_type_name = "static filepath"
 
     def post_process(self, resolved: str) -> str:
-        return (
-            Script(
-                {
-                    "tmp_var_1": resolved,
-                    "tmp_var_2": "{%to_native_filepath(%truncate_filepath_if_too_long(tmp_var_1))}",
-                }
-            )
-            .resolve()
-            .get_str("tmp_var_2")
+        return FilePathTruncater.to_native_filepath(
+            FilePathTruncater.maybe_truncate_file_path(resolved)
         )
diff --git a/tests/e2e/test_debug_repro.py b/tests/e2e/test_debug_repro.py
index b96f530b2..8587dd5cb 100644
--- a/tests/e2e/test_debug_repro.py
+++ b/tests/e2e/test_debug_repro.py
@@ -1,4 +1,3 @@
-import json
 from typing import Dict
 
 import pytest
@@ -44,13 +43,13 @@ class TestReproduce:
     def test_debug_log_repro(
         self,
         default_config,
-        repro_preset_dict,
+        debug_log_rerpo,
         output_directory,
     ):
         sub = Subscription.from_dict(
             config=default_config,
             preset_name="repro",
-            preset_dict=repro_preset_dict,
+            preset_dict=debug_log_rerpo,
         )
 
         transaction_log = sub.download(dry_run=False)
diff --git a/tests/unit/validators/test_file_path_validators.py b/tests/unit/validators/test_file_path_validators.py
index 7ff621431..467f7b802 100644
--- a/tests/unit/validators/test_file_path_validators.py
+++ b/tests/unit/validators/test_file_path_validators.py
@@ -54,19 +54,17 @@ def test_truncates_file_names_successfully(self, ext: str):
         if "thumb" not in ext:  # do not put . in front of -thumb
             ext = f".{ext}"  # pytest args with . in the beginning act weird
 
-        base_file_name = "s2023.e031701 - 𝗪𝗔𝗥𝗡𝗜𝗡𝗚： LG Secretly Overhaul This OLED Feature on C３ & G３… Should You Buy C２ Instead？"
+        base_file_name = "s2023.e031701 - 𝗪𝗔𝗥𝗡𝗜𝗡𝗚： {LG} Secretly Overhaul This OLED Feature on C３ & G３… Should You Buy C２ Instead？"
 
         with tempfile.TemporaryDirectory() as temp_dir:
             file_path = str(Path(temp_dir) / f"{base_file_name}{ext}")
 
-            formatter = StringFormatterFileNameValidator(name="test", value=str(file_path))
-            truncated_file_path = formatter.post_process(
-                Script({"file_name": formatter.format_string}).resolve().get_str("file_name")
-            )
+            formatter = StringFormatterFileNameValidator(name="test", value="")
+            truncated_file_path = formatter.post_process(file_path)
 
             assert truncated_file_path == str(
                 Path(temp_dir)
-                / f"s2023.e031701 - 𝗪𝗔𝗥𝗡𝗜𝗡𝗚： LG Secretly Overhaul This OLED Feature on C３ & G３… Should You Buy C２ Instead？{ext}"
+                / f"s2023.e031701 - 𝗪𝗔𝗥𝗡𝗜𝗡𝗚： {{LG}} Secretly Overhaul This OLED Feature on C３ & G３… Should You Buy C２ Instead？{ext}"
             )
 
             # Ensure it can actually open the file