diff --git a/CHANGELOG.md b/CHANGELOG.md
index 9750cc68786..f4d0ac9e617 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -11,6 +11,7 @@ Note that this project **does not** adhere to [Semantic Versioning](https://semv
 
 ### Added
 
+- We added the ability to sort subgroups in Z-A order, as well as by ascending and descending number of subgroups. [#10249](https://github.com/JabRef/jabref/issues/10249)
 - We added the possibility to find (and add) papers that cite or are cited by a given paper. [#6187](https://github.com/JabRef/jabref/issues/6187)
 - We added an error-specific message for when a download from a URL fails. [#9826](https://github.com/JabRef/jabref/issues/9826)
 - We added support for customizing the citation command (e.g., `[@key1,@key2]`) when [pushing to external applications](https://docs.jabref.org/cite/pushtoapplications). [#10133](https://github.com/JabRef/jabref/issues/10133)
diff --git a/src/main/java/org/jabref/gui/actions/StandardActions.java b/src/main/java/org/jabref/gui/actions/StandardActions.java
index be26487c333..4053cdc7ea1 100644
--- a/src/main/java/org/jabref/gui/actions/StandardActions.java
+++ b/src/main/java/org/jabref/gui/actions/StandardActions.java
@@ -188,6 +188,9 @@ public enum StandardActions implements Action {
     GROUP_SUBGROUP_ADD(Localization.lang("Add subgroup")),
     GROUP_SUBGROUP_REMOVE(Localization.lang("Remove subgroups")),
     GROUP_SUBGROUP_SORT(Localization.lang("Sort subgroups A-Z")),
+    GROUP_SUBGROUP_SORT_REVERSE(Localization.lang("Sort subgroups Z-A")),
+    GROUP_SUBGROUP_SORT_ENTRIES(Localization.lang("Sort subgroups by # of entries (Descending)")),
+    GROUP_SUBGROUP_SORT_ENTRIES_REVERSE(Localization.lang("Sort subgroups by # of entries (Ascending)")),
     GROUP_ENTRIES_ADD(Localization.lang("Add selected entries to this group")),
     GROUP_ENTRIES_REMOVE(Localization.lang("Remove selected entries from this group"));
 
diff --git a/src/main/java/org/jabref/gui/groups/GroupTreeView.java b/src/main/java/org/jabref/gui/groups/GroupTreeView.java
index 7973561491b..3e175bdcbc5 100644
--- a/src/main/java/org/jabref/gui/groups/GroupTreeView.java
+++ b/src/main/java/org/jabref/gui/groups/GroupTreeView.java
@@ -509,6 +509,9 @@ private ContextMenu createContextMenuForGroup(GroupNodeViewModel group) {
                 factory.createMenuItem(StandardActions.GROUP_SUBGROUP_ADD, new ContextAction(StandardActions.GROUP_SUBGROUP_ADD, group)),
                 factory.createMenuItem(StandardActions.GROUP_SUBGROUP_REMOVE, new ContextAction(StandardActions.GROUP_SUBGROUP_REMOVE, group)),
                 factory.createMenuItem(StandardActions.GROUP_SUBGROUP_SORT, new ContextAction(StandardActions.GROUP_SUBGROUP_SORT, group)),
+                factory.createMenuItem(StandardActions.GROUP_SUBGROUP_SORT_REVERSE, new ContextAction(StandardActions.GROUP_SUBGROUP_SORT_REVERSE, group)),
+                factory.createMenuItem(StandardActions.GROUP_SUBGROUP_SORT_ENTRIES, new ContextAction(StandardActions.GROUP_SUBGROUP_SORT_ENTRIES, group)),
+                factory.createMenuItem(StandardActions.GROUP_SUBGROUP_SORT_ENTRIES_REVERSE, new ContextAction(StandardActions.GROUP_SUBGROUP_SORT_ENTRIES_REVERSE, group)),
                 new SeparatorMenuItem(),
                 factory.createMenuItem(StandardActions.GROUP_ENTRIES_ADD, new ContextAction(StandardActions.GROUP_ENTRIES_ADD, group)),
                 factory.createMenuItem(StandardActions.GROUP_ENTRIES_REMOVE, new ContextAction(StandardActions.GROUP_ENTRIES_REMOVE, group))
@@ -620,6 +623,12 @@ public void execute() {
                         viewModel.removeSubgroups(group);
                 case GROUP_SUBGROUP_SORT ->
                         viewModel.sortAlphabeticallyRecursive(group.getGroupNode());
+                case GROUP_SUBGROUP_SORT_REVERSE ->
+                        viewModel.sortReverseAlphabeticallyRecursive(group.getGroupNode());
+                case GROUP_SUBGROUP_SORT_ENTRIES ->
+                        viewModel.sortEntriesRecursive(group.getGroupNode());
+                case GROUP_SUBGROUP_SORT_ENTRIES_REVERSE ->
+                        viewModel.sortReverseEntriesRecursive(group.getGroupNode());
                 case GROUP_ENTRIES_ADD ->
                         viewModel.addSelectedEntries(group);
                 case GROUP_ENTRIES_REMOVE ->
diff --git a/src/main/java/org/jabref/gui/groups/GroupTreeViewModel.java b/src/main/java/org/jabref/gui/groups/GroupTreeViewModel.java
index 8877939df48..1c720457053 100644
--- a/src/main/java/org/jabref/gui/groups/GroupTreeViewModel.java
+++ b/src/main/java/org/jabref/gui/groups/GroupTreeViewModel.java
@@ -57,6 +57,19 @@ public class GroupTreeViewModel extends AbstractViewModel {
     private final Comparator<GroupTreeNode> compAlphabetIgnoreCase = (GroupTreeNode v1, GroupTreeNode v2) -> v1
             .getName()
             .compareToIgnoreCase(v2.getName());
+    private final Comparator<GroupTreeNode> compAlphabetIgnoreCaseReverse = (GroupTreeNode v1, GroupTreeNode v2) -> v2
+            .getName()
+            .compareToIgnoreCase(v1.getName());
+    private final Comparator<GroupTreeNode> compEntries = (GroupTreeNode v1, GroupTreeNode v2) -> {
+        int numChildren1 = v1.getEntriesInGroup(this.currentDatabase.get().getEntries()).size();
+        int numChildren2 = v2.getEntriesInGroup(this.currentDatabase.get().getEntries()).size();
+        return Integer.compare(numChildren2, numChildren1);
+    };
+    private final Comparator<GroupTreeNode> compEntriesReverse = (GroupTreeNode v1, GroupTreeNode v2) -> {
+        int numChildren1 = v1.getEntriesInGroup(this.currentDatabase.get().getEntries()).size();
+        int numChildren2 = v2.getEntriesInGroup(this.currentDatabase.get().getEntries()).size();
+        return Integer.compare(numChildren1, numChildren2);
+    };
     private Optional<BibDatabaseContext> currentDatabase = Optional.empty();
 
     public GroupTreeViewModel(StateManager stateManager, DialogService dialogService, PreferencesService preferencesService, TaskExecutor taskExecutor, CustomLocalDragboard localDragboard) {
@@ -560,4 +573,16 @@ public void removeSelectedEntries(GroupNodeViewModel group) {
     public void sortAlphabeticallyRecursive(GroupTreeNode group) {
         group.sortChildren(compAlphabetIgnoreCase, true);
     }
+
+    public void sortReverseAlphabeticallyRecursive(GroupTreeNode group) {
+        group.sortChildren(compAlphabetIgnoreCaseReverse, true);
+    }
+
+    public void sortEntriesRecursive(GroupTreeNode group) {
+        group.sortChildren(compEntries, true);
+    }
+
+    public void sortReverseEntriesRecursive(GroupTreeNode group) {
+        group.sortChildren(compEntriesReverse, true);
+    }
 }
diff --git a/src/main/resources/l10n/JabRef_en.properties b/src/main/resources/l10n/JabRef_en.properties
index af568f745cb..89407c66944 100644
--- a/src/main/resources/l10n/JabRef_en.properties
+++ b/src/main/resources/l10n/JabRef_en.properties
@@ -886,6 +886,9 @@ SourceTab\ error=SourceTab error
 User\ input\ via\ entry-editor\ in\ `{}bibtex\ source`\ tab\ led\ to\ failure.=User input via entry-editor in `{}bibtex source` tab led to failure.
 
 Sort\ subgroups\ A-Z=Sort subgroups A-Z
+Sort\ subgroups\ Z-A=Sort subgroups Z-A
+Sort\ subgroups\ by\ #\ of\ entries\ (Descending)=Sort subgroups by # of entries (Descending)
+Sort\ subgroups\ by\ #\ of\ entries\ (Ascending)=Sort subgroups by # of entries (Ascending)
 
 source\ edit=source edit
 Special\ name\ formatters=Special name formatters