diff --git a/CHANGELOG.md b/CHANGELOG.md
index be578c2ac74..9def0aa148c 100644
--- a/CHANGELOG.md
+++ b/CHANGELOG.md
@@ -135,6 +135,7 @@ Note that this project **does not** adhere to [Semantic Versioning](http://semve
 - We fixed an issue where the ACM Portal search sometimes would not return entries for some search queries when the article author had no given name [#10107](https://github.com/JabRef/jabref/issues/10107)
 - We fixed an issue that caused high CPU usage and a zombie process after quitting JabRef because of author names autocompletion [#10159](https://github.com/JabRef/jabref/pull/10159)
 - We fixed an issue where files with illegal characters in the filename could be added to JabRef. [#10182](https://github.com/JabRef/jabref/issues/10182)
+- We fixed that checked-out radio buttons under "specified keywords" were not displayed as checked after closing and reopening the "edit group" window. [#10248](https://github.com/JabRef/jabref/issues/10248)
 - We fixed that when editing groups, checked-out properties such as case sensitive and regular expression (under "Free search expression") were not displayed checked. [#10108](https://github.com/JabRef/jabref/issues/10108)
 
 ### Removed
diff --git a/src/main/java/org/jabref/gui/groups/GroupDialogViewModel.java b/src/main/java/org/jabref/gui/groups/GroupDialogViewModel.java
index 04b5e39c278..12c6300980b 100644
--- a/src/main/java/org/jabref/gui/groups/GroupDialogViewModel.java
+++ b/src/main/java/org/jabref/gui/groups/GroupDialogViewModel.java
@@ -334,6 +334,7 @@ public AbstractGroup resultConverter(ButtonType button) {
                     // Set default value for delimiters: ',' for base and '>' for hierarchical
                     char delimiter = ',';
                     char hierarDelimiter = Keyword.DEFAULT_HIERARCHICAL_DELIMITER;
+                    autoGroupKeywordsOptionProperty.setValue(Boolean.TRUE);
                     // Modify values for delimiters if user provided customized values
                     if (!autoGroupKeywordsDelimiterProperty.getValue().isEmpty()) {
                         delimiter = autoGroupKeywordsDelimiterProperty.getValue().charAt(0);
@@ -423,11 +424,13 @@ public void setValues() {
 
                 if (editedGroup.getClass() == AutomaticKeywordGroup.class) {
                     AutomaticKeywordGroup group = (AutomaticKeywordGroup) editedGroup;
+                    autoGroupKeywordsOptionProperty.setValue(Boolean.TRUE);
                     autoGroupKeywordsDelimiterProperty.setValue(group.getKeywordDelimiter().toString());
                     autoGroupKeywordsHierarchicalDelimiterProperty.setValue(group.getKeywordHierarchicalDelimiter().toString());
                     autoGroupKeywordsFieldProperty.setValue(group.getField().getName());
                 } else if (editedGroup.getClass() == AutomaticPersonsGroup.class) {
                     AutomaticPersonsGroup group = (AutomaticPersonsGroup) editedGroup;
+                    autoGroupPersonsOptionProperty.setValue(Boolean.TRUE);
                     autoGroupPersonsFieldProperty.setValue(group.getField().getName());
                 }
             } else if (editedGroup.getClass() == TexGroup.class) {