diff --git a/CHANGELOG b/CHANGELOG
index 17cbddfc..1cef311c 100644
--- a/CHANGELOG
+++ b/CHANGELOG
@@ -1,8 +1,9 @@
 # Requirements Update (requirements will need to be reinstalled)
 Added tenacity requirement at 8.4.2
+Update pillow requirement to 10.4.0
 Update PlexAPI requirement to 4.15.14
 Update psutil requirement to 6.0.0
-Update setuptools requirement to 70.1.1
+Update setuptools requirement to 70.2.0
 
 # Removed Features
 
@@ -16,6 +17,7 @@ Added [`letterboxd_user_lists`](https://kometa.wiki/en/latest/files/dynamic_type
 # Bug Fixes
 Fixed multiple anime `int()` Errors
 Fixed #2100 `verify_ssl` wasn't working when downloading images
+Fixed an issue with `delete_collections` where items were being deleted if they only matched one criteria vs all criteria
 Fixed `imdb_watchlist`
 
 Various other Minor Fixes
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diff --git a/VERSION b/VERSION
index 1b256a2d..5859a5e4 100644
--- a/VERSION
+++ b/VERSION
@@ -1 +1 @@
-2.0.2-build24
+2.0.2-build25
diff --git a/modules/operations.py b/modules/operations.py
index 4ff7b103..6e8ef19c 100644
--- a/modules/operations.py
+++ b/modules/operations.py
@@ -64,6 +64,29 @@ class Operations:
         logger.debug(f"Item Operation: {self.library.items_library_operation}")
         logger.debug("")
 
+        def should_be_deleted(col_in, labels_in, configured_in, managed_in, less_in):
+            if all((x is None for x in [configured_in, managed_in, less_in])):
+                return False
+
+            less_check = True
+            if less_in is not None:
+                less_check = col_in.childCount < less_in
+                logger.trace(f"{col_in.title} - collection size: {col_in.childCount} < less: {less_in}, DELETE: {less_check}")
+
+            managed_check = True
+            if managed_in is not None:
+                is_managed = "PMM" in labels_in or "Kometa" in labels_in
+                managed_check = managed_in == is_managed
+                logger.trace(f"{col_in.title} - collection managed: {is_managed} vs managed: {managed_in}, DELETE: {managed_check}")
+
+            configured_check = True
+            if configured_in is not None:
+                is_configured = col_in.title in self.library.collections
+                configured_check = configured_in == is_configured
+                logger.trace(f"{col_in.title} - collection configured: {is_configured} vs configured: {configured_in}, DELETE: {configured_check}")
+
+            return all((less_check, managed_check, configured_check))
+
         if self.library.split_duplicates:
             items = self.library.search(**{"duplicate": True})
             for item in items:
@@ -1055,16 +1078,8 @@ class Operations:
                 logger.ghost(f"Reading Collection: {i}/{len(all_collections)} {col.title}")
                 col = self.library.reload(col, force=True)
                 labels = [la.tag for la in self.library.item_labels(col)]
-                if (less is not None or managed is not None or configured is not None) \
-                        and (less is None or col.childCount < less) \
-                        and (managed is None
-                             or (managed is True and "PMM" in labels)
-                             or (managed is True and "Kometa" in labels)
-                             or (managed is False and "PMM" not in labels)
-                             or (managed is False and "Kometa" not in labels)) \
-                        and (configured is None
-                             or (configured is True and col.title in self.library.collections)
-                             or (configured is False and col.title not in self.library.collections)):
+
+                if should_be_deleted(col, labels, configured, managed, less):
                     try:
                         self.library.delete(col)
                         logger.info(f"{col.title} Deleted")
diff --git a/requirements.txt b/requirements.txt
index 658efff2..685d9413 100644
--- a/requirements.txt
+++ b/requirements.txt
@@ -3,7 +3,7 @@ GitPython==3.1.43
 lxml==5.2.2
 num2words==0.5.13
 pathvalidate==3.2.0
-pillow==10.3.0
+pillow==10.4.0
 PlexAPI==4.15.14
 psutil==6.0.0
 python-dotenv==1.0.1
@@ -12,5 +12,5 @@ requests==2.32.3
 tenacity==8.4.2
 ruamel.yaml==0.18.6
 schedule==1.2.2
-setuptools==70.1.1
+setuptools==70.2.0
 tmdbapis==1.2.16
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