diff --git a/src/ytdl_sub/config/overrides.py b/src/ytdl_sub/config/overrides.py
index b012a658..ad1e9544 100644
--- a/src/ytdl_sub/config/overrides.py
+++ b/src/ytdl_sub/config/overrides.py
@@ -124,9 +124,11 @@ class Overrides(DictFormatterValidator, Scriptable):
             script = entry.script
             unresolvable = entry.unresolvable
 
-        return str(
-            script.resolve_once(
-                dict({"tmp_var": formatter.format_string}, **(function_overrides or {})),
-                unresolvable=unresolvable,
-            )["tmp_var"]
+        return formatter.post_process(
+            str(
+                script.resolve_once(
+                    dict({"tmp_var": formatter.format_string}, **(function_overrides or {})),
+                    unresolvable=unresolvable,
+                )["tmp_var"]
+            )
         )
diff --git a/src/ytdl_sub/entries/script/function_scripts.py b/src/ytdl_sub/entries/script/function_scripts.py
index db492b92..260c4e06 100644
--- a/src/ytdl_sub/entries/script/function_scripts.py
+++ b/src/ytdl_sub/entries/script/function_scripts.py
@@ -1,4 +1,5 @@
 import os
+import posixpath
 
 from yt_dlp.utils import sanitize_filename
 
@@ -28,7 +29,7 @@ class CustomFunctions:
 
     @staticmethod
     def to_native_filepath(filepath: String) -> String:
-        return String(str(os.path.realpath(filepath.value)))
+        return String(filepath.value.replace(posixpath.sep, os.sep))
 
     @staticmethod
     def truncate_filepath_if_too_long(filepath: String) -> String:
diff --git a/src/ytdl_sub/validators/file_path_validators.py b/src/ytdl_sub/validators/file_path_validators.py
index f50a3369..08dab9f6 100644
--- a/src/ytdl_sub/validators/file_path_validators.py
+++ b/src/ytdl_sub/validators/file_path_validators.py
@@ -3,6 +3,7 @@ from pathlib import Path
 from typing import Any
 
 from ytdl_sub.script.parser import parse
+from ytdl_sub.script.script import Script
 from ytdl_sub.script.types.resolvable import String
 from ytdl_sub.utils.scriptable import Scriptable
 from ytdl_sub.validators.string_formatter_validators import OverridesStringFormatterValidator
@@ -46,16 +47,30 @@ class StringFormatterFileNameValidator(StringFormatterValidator):
 
     _expected_value_type_name = "filepath"
 
-    @property
-    def format_string(self) -> str:
-        return f"{{%to_native_filepath(%truncate_filepath_if_too_long({Scriptable.wrappable_format_string(super().format_string)}))}}"
+    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")
+        )
 
 
 class OverridesStringFormatterFilePathValidator(OverridesStringFormatterValidator):
     _expected_value_type_name = "static filepath"
 
-    @property
-    def format_string(self) -> str:
+    def post_process(self, resolved: str) -> str:
         return (
-            f"{{%to_native_filepath({Scriptable.wrappable_format_string(super().format_string)})}}"
+            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")
         )
diff --git a/src/ytdl_sub/validators/string_formatter_validators.py b/src/ytdl_sub/validators/string_formatter_validators.py
index a55beb27..635b79a8 100644
--- a/src/ytdl_sub/validators/string_formatter_validators.py
+++ b/src/ytdl_sub/validators/string_formatter_validators.py
@@ -88,6 +88,7 @@ class StringFormatterValidator(StringValidator):
             raise self._validation_exception(exc) from exc
 
     @property
+    @final
     def format_string(self) -> str:
         """
         Returns
@@ -96,6 +97,14 @@ class StringFormatterValidator(StringValidator):
         """
         return self._value
 
+    def post_process(self, resolved: str) -> str:
+        """
+        Returns
+        -------
+        Apply any post processing to the resolved value
+        """
+        return resolved
+
 
 # pylint: disable=line-too-long
 class OverridesStringFormatterValidator(StringFormatterValidator):
diff --git a/tests/unit/validators/test_file_path_validators.py b/tests/unit/validators/test_file_path_validators.py
index 11b2665a..7ff62143 100644
--- a/tests/unit/validators/test_file_path_validators.py
+++ b/tests/unit/validators/test_file_path_validators.py
@@ -30,7 +30,7 @@ class TestStringFormatterFilePathValidator:
             file_path = str(Path(temp_dir) / file_name)
 
             formatter = StringFormatterFileNameValidator(name="test", value=str(file_path))
-            truncated_file_path = (
+            truncated_file_path = formatter.post_process(
                 Script({"file_name": formatter.format_string}).resolve().get_str("file_name")
             )
 
@@ -60,7 +60,7 @@ class TestStringFormatterFilePathValidator:
             file_path = str(Path(temp_dir) / f"{base_file_name}{ext}")
 
             formatter = StringFormatterFileNameValidator(name="test", value=str(file_path))
-            truncated_file_path = (
+            truncated_file_path = formatter.post_process(
                 Script({"file_name": formatter.format_string}).resolve().get_str("file_name")
             )