diff --git a/comictaggerlib/cli.py b/comictaggerlib/cli.py
index ece4288..b76e9fe 100644
--- a/comictaggerlib/cli.py
+++ b/comictaggerlib/cli.py
@@ -525,7 +525,10 @@ def process_file_cli(
         suffix = ""
         if not opts.dryrun:
             # rename the file
-            ca.rename(utils.unique_file(full_path))
+            try:
+                ca.rename(utils.unique_file(full_path))
+            except OSError:
+                logger.exception("Failed to rename comic archive: %s", ca.path)
         else:
             suffix = " (dry-run, no change)"
 
diff --git a/comictaggerlib/filerenamer.py b/comictaggerlib/filerenamer.py
index 6812555..561fc48 100644
--- a/comictaggerlib/filerenamer.py
+++ b/comictaggerlib/filerenamer.py
@@ -31,13 +31,28 @@ from comicapi.issuestring import IssueString
 logger = logging.getLogger(__name__)
 
 
+class Replacement(NamedTuple):
+    find: str
+    replce: str
+    strict_only: bool
+
+
 class Replacements(NamedTuple):
-    literal_text: list[tuple[str, str]]
-    format_value: list[tuple[str, str]]
+    literal_text: list[Replacement]
+    format_value: list[Replacement]
 
 
 REPLACEMENTS = Replacements(
-    literal_text=[(": ", " - "), (":", "-")], format_value=[(": ", " - "), (":", "-"), ("/", "-"), ("\\", "-")]
+    literal_text=[
+        Replacement(": ", " - ", True),
+        Replacement(":", "-", True),
+    ],
+    format_value=[
+        Replacement(": ", " - ", True),
+        Replacement(":", "-", True),
+        Replacement("/", "-", False),
+        Replacement("\\", "-", True),
+    ],
 )
 
 
@@ -64,11 +79,15 @@ class MetadataFormatter(string.Formatter):
             return ""
         return cast(str, super().format_field(value, format_spec))
 
-    def handle_replacements(self, string: str, replacements: list[tuple[str, str]]) -> str:
-        for f, r in replacements:
-            string = string.replace(f, r)
+    def handle_replacements(self, string: str, replacements: list[Replacement]) -> str:
+        for find, replace, strict_only in replacements:
+            if self.is_strict() or not strict_only:
+                string = string.replace(find, replace)
         return string
 
+    def is_strict(self) -> bool:
+        return self.platform in [Platform.UNIVERSAL, Platform.WINDOWS]
+
     def _vformat(
         self,
         format_string: str,
@@ -89,8 +108,7 @@ class MetadataFormatter(string.Formatter):
                 if lstrip:
                     literal_text = literal_text.lstrip("-_)}]#")
                 if self.smart_cleanup:
-                    if self.platform in [Platform.UNIVERSAL, Platform.WINDOWS]:
-                        literal_text = self.handle_replacements(literal_text, self.replacements.literal_text)
+                    literal_text = self.handle_replacements(literal_text, self.replacements.literal_text)
                     lspace = literal_text[0].isspace() if literal_text else False
                     rspace = literal_text[-1].isspace() if literal_text else False
                     literal_text = " ".join(literal_text.split())
@@ -136,9 +154,8 @@ class MetadataFormatter(string.Formatter):
                             result[-1], _, _ = result[-1].rstrip().rpartition(" ")
                         result[-1] = result[-1].rstrip("-_({[#")
                 if self.smart_cleanup:
-                    if self.platform in [Platform.UNIVERSAL, Platform.WINDOWS]:
-                        # colons and slashes get special treatment
-                        fmt_obj = self.handle_replacements(fmt_obj, self.replacements.format_value)
+                    # colons and slashes get special treatment
+                    fmt_obj = self.handle_replacements(fmt_obj, self.replacements.format_value)
                     fmt_obj = " ".join(fmt_obj.split())
                     fmt_obj = str(sanitize_filename(fmt_obj, platform=self.platform))
                 result.append(fmt_obj)
diff --git a/comictaggerlib/renamewindow.py b/comictaggerlib/renamewindow.py
index 2fee991..6380785 100644
--- a/comictaggerlib/renamewindow.py
+++ b/comictaggerlib/renamewindow.py
@@ -175,29 +175,37 @@ class RenameWindow(QtWidgets.QDialog):
         center_window_on_parent(prog_dialog)
         QtCore.QCoreApplication.processEvents()
 
-        for idx, comic in enumerate(zip(self.comic_archive_list, self.rename_list)):
+        try:
+            for idx, comic in enumerate(zip(self.comic_archive_list, self.rename_list)):
 
-            QtCore.QCoreApplication.processEvents()
-            if prog_dialog.wasCanceled():
-                break
-            idx += 1
-            prog_dialog.setValue(idx)
-            prog_dialog.setLabelText(comic[1])
-            center_window_on_parent(prog_dialog)
-            QtCore.QCoreApplication.processEvents()
+                QtCore.QCoreApplication.processEvents()
+                if prog_dialog.wasCanceled():
+                    break
+                idx += 1
+                prog_dialog.setValue(idx)
+                prog_dialog.setLabelText(comic[1])
+                center_window_on_parent(prog_dialog)
+                QtCore.QCoreApplication.processEvents()
 
-            folder = get_rename_dir(comic[0], self.settings.rename_dir if self.settings.rename_move_dir else None)
+                folder = get_rename_dir(comic[0], self.settings.rename_dir if self.settings.rename_move_dir else None)
 
-            full_path = folder / comic[1]
+                full_path = folder / comic[1]
 
-            if full_path == comic[0].path:
-                logger.info("%s: Filename is already good!", comic[1])
-                continue
+                if full_path == comic[0].path:
+                    logger.info("%s: Filename is already good!", comic[1])
+                    continue
 
-            if not comic[0].is_writable(check_rar_status=False):
-                continue
+                if not comic[0].is_writable(check_rar_status=False):
+                    continue
 
-            comic[0].rename(utils.unique_file(full_path))
+                comic[0].rename(utils.unique_file(full_path))
+        except Exception as e:
+            logger.exception("Failed to rename comic archive: %s", comic[0].path)
+            QtWidgets.QMessageBox.critical(
+                self,
+                "There was an issue when renaming!",
+                f"Renaming failed!<br/><br/>{type(e).__name__}: {e}<br/><br/>",
+            )
 
         prog_dialog.hide()
         QtCore.QCoreApplication.processEvents()
diff --git a/testing/filenames.py b/testing/filenames.py
index ffcb467..79fdb23 100644
--- a/testing/filenames.py
+++ b/testing/filenames.py
@@ -792,6 +792,13 @@ rnames = [
         "Anda's Game https---comicvine.gamespot.com-cory-doctorows-futuristic-tales-of-the-here-and-no-4000-140529-.cbz",
         does_not_raise(),
     ),
+    (
+        "{title} {web_link}",  # Ensure slashes are replaced in metadata on linux/macos
+        False,
+        "Linux",
+        "Anda's Game https:--comicvine.gamespot.com-cory-doctorows-futuristic-tales-of-the-here-and-no-4000-140529-.cbz",
+        does_not_raise(),
+    ),
     (
         "{series}:{title} #{issue} ({year})",  # on windows the ':' is replaced
         False,
diff --git a/tests/comicarchive_test.py b/tests/comicarchive_test.py
index 0f1aadf..0cd8cee 100644
--- a/tests/comicarchive_test.py
+++ b/tests/comicarchive_test.py
@@ -98,3 +98,15 @@ def test_rename(tmp_comic, tmp_path):
     assert not old_path.exists()
     assert tmp_comic.path.exists()
     assert tmp_comic.path != old_path
+
+
+def test_rename_ro_dest(tmp_comic, tmp_path):
+    old_path = tmp_comic.path
+    dest = tmp_path / "tmp"
+    dest.mkdir(mode=0o000)
+    with pytest.raises(OSError):
+        tmp_comic.rename(dest / "test.cbz")
+    dest.chmod(mode=0o777)
+    assert old_path.exists()
+    assert tmp_comic.path.exists()
+    assert tmp_comic.path == old_path