diff --git a/public/index.html b/public/index.html
index 8391aceac..fc78bd035 100644
--- a/public/index.html
+++ b/public/index.html
@@ -2521,18 +2521,6 @@
                                 Always add character's name to prompt
                             </span>
                         </label>
-                        <label data-newbie-hidden class="checkbox_label" for="pin-examples-checkbox">
-                            <input id="pin-examples-checkbox" type="checkbox" />
-                            <span data-i18n="Keep Example Messages in Prompt">
-                                Keep Example Messages in Prompt
-                            </span>
-                        </label>
-                        <label data-newbie-hidden class="checkbox_label" for="remove-examples-checkbox">
-                            <input id="remove-examples-checkbox" type="checkbox" />
-                            <span data-i18n="Strip Example Messages from Prompt">
-                                Strip Example Messages from Prompt
-                            </span>
-                        </label>
                         <label class="checkbox_label" for="collapse-newlines-checkbox"><input id="collapse-newlines-checkbox" type="checkbox" />
                             <span data-i18n="Remove Empty New Lines from Output">
                                 Remove Empty New Lines from Output
@@ -3085,7 +3073,19 @@
                     <div name="UserSettingsThirdColumn" id="power-user-options-block" class="flex-container wide100p">
                         <div id="power-user-option-checkboxes">
                             <div data-newbie-hidden name="CharacterHandlingToggles">
-                                <h4>Character Handling</h4>
+                                <h4 data-i18n="Character Handling">
+                                    Character Handling
+                                </h4>
+                                <div data-newbie-hidden id="examples-behavior-block">
+                                    <label data-i18n="Example Messages Behavior">
+                                        Example Messages Behavior:
+                                    </label>
+                                    <select id="example_messages_behavior">
+                                        <option value="normal">Gradual push-out</option>
+                                        <option value="keep">Always include examples</option>
+                                        <option value="strip">Never include examples</option>
+                                    </select>
+                                </div>
                                 <label data-newbie-hidden class="checkbox_label" for="fuzzy_search_checkbox">
                                     <input id="fuzzy_search_checkbox" type="checkbox" />
                                     <span data-i18n="Advanced Character Search">Advanced Character Search</span>
diff --git a/public/scripts/power-user.js b/public/scripts/power-user.js
index 045c9960e..6345904ff 100644
--- a/public/scripts/power-user.js
+++ b/public/scripts/power-user.js
@@ -836,6 +836,18 @@ switchMesIDDisplay();
 switchTokenCount();
 switchMessageActions();
 
+function getExampleMessagesBehavior() {
+    if (power_user.strip_examples) {
+        return 'strip';
+    }
+
+    if (power_user.pin_examples) {
+        return 'keep';
+    }
+
+    return 'normal';
+}
+
 function loadPowerUserSettings(settings, data) {
     // Load from settings.json
     if (settings.power_user !== undefined) {
@@ -911,6 +923,8 @@ function loadPowerUserSettings(settings, data) {
     $('#fuzzy_search_checkbox').prop("checked", power_user.fuzzy_search);
     $('#persona_show_notifications').prop("checked", power_user.persona_show_notifications);
     $('#encode_tags').prop("checked", power_user.encode_tags);
+    $('#example_messages_behavior').val(getExampleMessagesBehavior());
+    $(`#example_messages_behavior option[value="${getExampleMessagesBehavior()}"]`).prop("selected", true);
 
     $("#console_log_prompts").prop("checked", power_user.console_log_prompts);
     $('#auto_fix_generated_markdown').prop("checked", power_user.auto_fix_generated_markdown);
@@ -921,8 +935,6 @@ function loadPowerUserSettings(settings, data) {
     $("#confirm_message_delete").prop("checked", power_user.confirm_message_delete !== undefined ? !!power_user.confirm_message_delete : true);
     $("#spoiler_free_mode").prop("checked", power_user.spoiler_free_mode);
     $("#collapse-newlines-checkbox").prop("checked", power_user.collapse_newlines);
-    $("#pin-examples-checkbox").prop("checked", power_user.pin_examples);
-    $("#remove-examples-checkbox").prop("checked", power_user.strip_examples);
     $("#always-force-name2-checkbox").prop("checked", power_user.always_force_name2);
     $("#trim_sentences_checkbox").prop("checked", power_user.trim_sentences);
     $("#include_newline_checkbox").prop("checked", power_user.include_newline);
@@ -1849,28 +1861,6 @@ $(document).ready(() => {
         saveSettingsDebounced();
     });
 
-    $("#pin-examples-checkbox").change(function () {
-        if ($(this).prop("checked")) {
-            $("#remove-examples-checkbox").prop("checked", false).prop("disabled", true);
-            power_user.strip_examples = false;
-        } else {
-            $("#remove-examples-checkbox").prop("disabled", false);
-        }
-        power_user.pin_examples = !!$(this).prop("checked");
-        saveSettingsDebounced();
-    });
-
-    $("#remove-examples-checkbox").change(function () {
-        if ($(this).prop("checked")) {
-            $("#pin-examples-checkbox").prop("checked", false).prop("disabled", true);
-            power_user.pin_examples = false;
-        } else {
-            $("#pin-examples-checkbox").prop("disabled", false);
-        }
-        power_user.strip_examples = !!$(this).prop("checked");
-        saveSettingsDebounced();
-    });
-
     // include newline is the child of trim sentences
     // if include newline is checked, trim sentences must be checked
     // if trim sentences is unchecked, include newline must be unchecked
@@ -1929,6 +1919,31 @@ $(document).ready(() => {
         saveSettingsDebounced();
     });
 
+    $('#example_messages_behavior').on('change', function () {
+        const selectedOption = String($(this).find(':selected').val());
+        console.log('Setting example messages behavior to', selectedOption);
+
+        switch (selectedOption) {
+            case 'normal':
+                power_user.pin_examples = false;
+                power_user.strip_examples = false;
+                break;
+            case 'keep':
+                power_user.pin_examples = true;
+                power_user.strip_examples = false;
+                break;
+            case 'strip':
+                power_user.pin_examples = false;
+                power_user.strip_examples = true;
+                break;
+        }
+
+        console.debug('power_user.pin_examples', power_user.pin_examples);
+        console.debug('power_user.strip_examples', power_user.strip_examples);
+
+        saveSettingsDebounced();
+    });
+
     // Settings that go to local storage
     $("#fast_ui_mode").change(function () {
         power_user.fast_ui_mode = $(this).prop("checked");