diff --git a/app/javascript/dashboard/components/widgets/WootWriter/Editor.vue b/app/javascript/dashboard/components/widgets/WootWriter/Editor.vue
index 7615d3693..2a9577644 100644
--- a/app/javascript/dashboard/components/widgets/WootWriter/Editor.vue
+++ b/app/javascript/dashboard/components/widgets/WootWriter/Editor.vue
@@ -828,6 +828,8 @@ onMounted(() => {
   }
 });
 
+defineExpose({ focusEditorInputField });
+
 // BUS Event to insert text or markdown into the editor at the
 // current cursor position.
 // Components using this
diff --git a/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue b/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
index c11aff8b0..dd2e7a607 100644
--- a/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
+++ b/app/javascript/dashboard/components/widgets/conversation/ReplyBox.vue
@@ -99,6 +99,7 @@ export default {
     } = useUISettings();
 
     const replyEditor = useTemplateRef('replyEditor');
+    const messageEditor = useTemplateRef('messageEditor');
     const copilot = useCopilotReply();
     const shortcutKey = useKbd(['$mod', '+', 'enter']);
 
@@ -109,6 +110,7 @@ export default {
       setQuotedReplyFlagForInbox,
       fetchQuotedReplyFlagFromUISettings,
       replyEditor,
+      messageEditor,
       copilot,
       shortcutKey,
     };
@@ -507,7 +509,7 @@ export default {
     );
 
     this.fetchAndSetReplyTo();
-    emitter.on(BUS_EVENTS.TOGGLE_REPLY_TO_MESSAGE, this.fetchAndSetReplyTo);
+    emitter.on(BUS_EVENTS.TOGGLE_REPLY_TO_MESSAGE, this.onReplyToMessage);
 
     // A hacky fix to solve the drag and drop
     // Is showing on top of new conversation modal drag and drop
@@ -522,7 +524,7 @@ export default {
   unmounted() {
     document.removeEventListener('paste', this.onPaste);
     document.removeEventListener('keydown', this.handleKeyEvents);
-    emitter.off(BUS_EVENTS.TOGGLE_REPLY_TO_MESSAGE, this.fetchAndSetReplyTo);
+    emitter.off(BUS_EVENTS.TOGGLE_REPLY_TO_MESSAGE, this.onReplyToMessage);
     emitter.off(BUS_EVENTS.INSERT_INTO_NORMAL_EDITOR, this.addIntoEditor);
     emitter.off(
       BUS_EVENTS.NEW_CONVERSATION_MODAL,
@@ -1191,6 +1193,15 @@ export default {
         return false;
       });
     },
+    onReplyToMessage() {
+      this.fetchAndSetReplyTo();
+      if (this.inReplyTo) {
+        this.$nextTick(() => {
+          const pos = this.isSignatureEnabledForInbox ? 'start' : 'end';
+          this.messageEditor?.focusEditorInputField(pos);
+        });
+      }
+    },
     resetReplyToMessage() {
       const replyStorageKey = LOCAL_STORAGE_KEYS.MESSAGE_REPLY_TO;
       LocalStorage.deleteFromJsonStore(replyStorageKey, this.conversationId);
@@ -1313,6 +1324,7 @@ export default {
         />
         <WootMessageEditor
           v-else-if="!showAudioRecorderEditor"
+          ref="messageEditor"
           v-model="message"
           :conversation-id="conversationId"
           :editor-id="editorStateId"
diff --git a/app/javascript/dashboard/components/widgets/conversation/ReplyToMessage.vue b/app/javascript/dashboard/components/widgets/conversation/ReplyToMessage.vue
index 67ad8ae0d..0a0bc8192 100644
--- a/app/javascript/dashboard/components/widgets/conversation/ReplyToMessage.vue
+++ b/app/javascript/dashboard/components/widgets/conversation/ReplyToMessage.vue
@@ -32,6 +32,7 @@ const emit = defineEmits(['dismiss']);
       xs
       slate
       icon="i-lucide-x"
+      class="flex-shrink-0"
       @click.stop="emit('dismiss')"
     />
   </div>