diff --git a/src/tagstudio/core/library/alchemy/enums.py b/src/tagstudio/core/library/alchemy/enums.py
index f1d3106c3..09e679bd2 100644
--- a/src/tagstudio/core/library/alchemy/enums.py
+++ b/src/tagstudio/core/library/alchemy/enums.py
@@ -1,4 +1,5 @@
 import enum
+import random
 from dataclasses import dataclass, replace
 from pathlib import Path
 
@@ -69,6 +70,7 @@ class SortingModeEnum(enum.Enum):
     DATE_ADDED = "file.date_added"
     FILE_NAME = "generic.filename"
     PATH = "file.path"
+    RANDOM = "sorting.mode.random"
 
 
 @dataclass
@@ -78,6 +80,7 @@ class BrowsingState:
     page_index: int = 0
     sorting_mode: SortingModeEnum = SortingModeEnum.DATE_ADDED
     ascending: bool = True
+    random_seed: float = 0
 
     query: str | None = None
 
@@ -120,7 +123,10 @@ def with_page_index(self, index: int) -> "BrowsingState":
         return replace(self, page_index=index)
 
     def with_sorting_mode(self, mode: SortingModeEnum) -> "BrowsingState":
-        return replace(self, sorting_mode=mode)
+        seed = self.random_seed
+        if mode == SortingModeEnum.RANDOM:
+            seed = random.random()
+        return replace(self, sorting_mode=mode, random_seed=seed)
 
     def with_sorting_direction(self, ascending: bool) -> "BrowsingState":
         return replace(self, ascending=ascending)
diff --git a/src/tagstudio/core/library/alchemy/library.py b/src/tagstudio/core/library/alchemy/library.py
index fe5bc341e..b0d0a8cf5 100644
--- a/src/tagstudio/core/library/alchemy/library.py
+++ b/src/tagstudio/core/library/alchemy/library.py
@@ -913,6 +913,8 @@ def search_library(
                     sort_on = func.lower(Entry.filename)
                 case SortingModeEnum.PATH:
                     sort_on = func.lower(Entry.path)
+                case SortingModeEnum.RANDOM:
+                    sort_on = func.sin(Entry.id * search.random_seed)
 
             statement = statement.order_by(asc(sort_on) if search.ascending else desc(sort_on))
             if page_size is not None:
diff --git a/src/tagstudio/resources/translations/en.json b/src/tagstudio/resources/translations/en.json
index 6f29bd9f2..26af8987b 100644
--- a/src/tagstudio/resources/translations/en.json
+++ b/src/tagstudio/resources/translations/en.json
@@ -262,6 +262,7 @@
     "settings.title": "Settings",
     "sorting.direction.ascending": "Ascending",
     "sorting.direction.descending": "Descending",
+    "sorting.mode.random": "Random",
     "splash.opening_library": "Opening Library \"{library_path}\"...",
     "status.deleted_file_plural": "Deleted {count} files!",
     "status.deleted_file_singular": "Deleted 1 file!",