diff --git a/api/app/bingai.js b/api/app/bingai.js
index dff3958294..4dfa8a71d5 100644
--- a/api/app/bingai.js
+++ b/api/app/bingai.js
@@ -10,7 +10,7 @@ const askBing = async ({ text, progressCallback, convo }) => {
     // If the above doesn't work, provide all your cookies as a string instead
     // cookies: '',
     debug: false,
-    cache: new KeyvFile({ filename: './data/cache.json' })
+    cache: { store: new KeyvFile({ filename: './data/cache.json' }) }
   });
 
   let options = {
diff --git a/api/app/sydney.js b/api/app/sydney.js
index a599128640..fe47c74f57 100644
--- a/api/app/sydney.js
+++ b/api/app/sydney.js
@@ -10,7 +10,7 @@ const askSydney = async ({ text, progressCallback, convo }) => {
     // If the above doesn't work, provide all your cookies as a string instead
     // cookies: '',
     debug: false,
-    cache: new KeyvFile({ filename: './data/cache.json' })
+    cache: { store: new KeyvFile({ filename: './data/cache.json' }) }
   });
 
   let options = {
@@ -18,10 +18,12 @@ const askSydney = async ({ text, progressCallback, convo }) => {
     onProgress: async (partialRes) => await progressCallback(partialRes),
   };
 
-  if (convo) {
-    options = { ...options, ...convo };
+  if (convo.parentMessageId) {
+    options = { ...options, jailbreakConversationId: convo.jailbreakConversationId, parentMessageId: convo.parentMessageId };
   }
 
+  console.log('sydney options', options);
+
   const res = await sydneyClient.sendMessage(text, options
   );
 
diff --git a/api/server/routes/ask.js b/api/server/routes/ask.js
index 883be12737..23ed20ba85 100644
--- a/api/server/routes/ask.js
+++ b/api/server/routes/ask.js
@@ -13,7 +13,8 @@ const {
 const { getConvo, saveMessage, deleteMessages, saveConvo } = require('../../models');
 const { handleError, sendMessage } = require('./handlers');
 
-router.use('/bing', askSydney);
+router.use('/bing', askBing);
+router.use('/sydney', askSydney);
 
 router.post('/', async (req, res) => {
   let { model, text, parentMessageId, conversationId, chatGptLabel, promptPrefix } = req.body;
diff --git a/api/server/routes/askBing.js b/api/server/routes/askBing.js
index 7b3ab74a53..d77282f888 100644
--- a/api/server/routes/askBing.js
+++ b/api/server/routes/askBing.js
@@ -38,7 +38,7 @@ router.post('/', async (req, res) => {
       convo
     });
 
-    console.log('CLIENT RESPONSE');
+    console.log('BING RESPONSE');
     console.dir(response, { depth: null });
 
     userMessage.conversationSignature =
diff --git a/api/server/routes/askSydney.js b/api/server/routes/askSydney.js
index 8dbf287f8f..0b77526b8b 100644
--- a/api/server/routes/askSydney.js
+++ b/api/server/routes/askSydney.js
@@ -38,8 +38,8 @@ router.post('/', async (req, res) => {
       convo
     });
 
-    console.log('CLIENT RESPONSE');
-    console.dir(response, { depth: null });
+    console.log('SYDNEY RESPONSE');
+    // console.dir(response, { depth: null });
 
     userMessage.conversationSignature =
       convo.conversationSignature || response.conversationSignature;
@@ -47,7 +47,7 @@ router.post('/', async (req, res) => {
     userMessage.invocationId = response.invocationId;
     userMessage.jailbreakConversationId = convo.jailbreakConversationId || response.jailbreakConversationId;
     await saveMessage(userMessage);
-
+    
     if (!convo.conversationSignature) {
       response.title = await titleConvo({
         model,
@@ -55,8 +55,9 @@ router.post('/', async (req, res) => {
         response: JSON.stringify(response.response)
       });
     }
-
+    
     response.text = response.response;
+    response.parentMessageId = convo.parentMessageId || response.messageId;
     response.id = response.details.messageId;
     response.suggestions =
       response.details.suggestedResponses &&
diff --git a/client/src/components/Conversations/Conversation.jsx b/client/src/components/Conversations/Conversation.jsx
index cd4b61f916..455d331d07 100644
--- a/client/src/components/Conversations/Conversation.jsx
+++ b/client/src/components/Conversations/Conversation.jsx
@@ -16,7 +16,7 @@ export default function Conversation({
   title = 'New conversation',
   bingData,
   chatGptLabel = null,
-  promptPrefix = null,
+  promptPrefix = null
 }) {
   const [renaming, setRenaming] = useState(false);
   const [titleInput, setTitleInput] = useState(title);
@@ -34,11 +34,17 @@ export default function Conversation({
     const convo = { title, error: false, conversationId: id, chatGptLabel, promptPrefix };
 
     if (bingData) {
-      const { conversationSignature, jailbreakConversationId, clientId, invocationId } = bingData;
+      const {
+        parentMessageId,
+        conversationSignature,
+        jailbreakConversationId,
+        clientId,
+        invocationId
+      } = bingData;
       dispatch(
         setConversation({
           ...convo,
-          parentMessageId: null,
+          parentMessageId: parentMessageId || null,
           jailbreakConversationId,
           conversationSignature,
           clientId,
diff --git a/client/src/components/Main/TextChat.jsx b/client/src/components/Main/TextChat.jsx
index 7701885b4c..a162a452d2 100644
--- a/client/src/components/Main/TextChat.jsx
+++ b/client/src/components/Main/TextChat.jsx
@@ -46,8 +46,10 @@ export default function TextChat({ messages }) {
         setMessages([...messages, currentMsg, { sender, text: data.text || data.response }])
       );
 
+      const isBing = model === 'bingai' || model === 'sydney';
+
       if (
-        model !== 'bingai' &&
+        !isBing &&
         convo.conversationId === null &&
         convo.parentMessageId === null
       ) {
@@ -66,13 +68,15 @@ export default function TextChat({ messages }) {
           })
         );
       } else if (
-        model === 'bingai' &&
+        isBing &&
         convo.conversationId === null &&
         convo.invocationId === null
       ) {
+        console.log('Bing data:', data)
         const {
           title,
           jailbreakConversationId,
+          parentMessageId,
           conversationSignature,
           clientId,
           conversationId,
@@ -82,11 +86,11 @@ export default function TextChat({ messages }) {
           setConversation({
             title,
             jailbreakConversationId,
+            parentMessageId: parentMessageId || null,
             conversationSignature,
             clientId,
             conversationId,
             invocationId,
-            parentMessageId: null
           })
         );
       }
@@ -94,24 +98,6 @@ export default function TextChat({ messages }) {
       dispatch(setSubmitState(false));
     };
 
-    // const convoHandler = (data) => {
-    //   const { conversationId, id, invocationId } = data;
-    //   const conversationData = {
-    //     title: data.title,
-    //     conversationId,
-    //     parentMessageId:
-    //       model !== 'bingai' && !convo.conversationId && !convo.parentMessageId ? id : null,
-    //     conversationSignature:
-    //       model === 'bingai' && !convo.conversationId ? data.conversationSignature : null,
-    //     clientId: model === 'bingai' && !convo.conversationId ? data.clientId : null,
-    //     // invocationId: model === 'bingai' && !convo.conversationId ? data.invocationId : null
-    //     invocationId: invocationId ? invocationId : null
-    //   };
-    //   dispatch(setMessages([...messages, currentMsg, { sender: model, text: data.text || data.response }]));
-    //   dispatch(setConversation(conversationData));
-    //   dispatch(setSubmitState(false));
-    // };
-
     const errorHandler = (event) => {
       console.log('Error:', event);
       const errorResponse = {
diff --git a/client/src/components/Messages/Message.jsx b/client/src/components/Messages/Message.jsx
index b713df48ec..0accb1afeb 100644
--- a/client/src/components/Messages/Message.jsx
+++ b/client/src/components/Messages/Message.jsx
@@ -48,9 +48,12 @@ export default function Message({
   const bgColors = {
     chatgpt: 'rgb(16, 163, 127)',
     chatgptBrowser: 'rgb(25, 207, 207)',
-    bingai: ''
+    bingai: '',
+    sydney: 'rgb(214, 255, 255)',
   };
 
+  const isBing = sender === 'bingai' || sender === 'sydney';
+
   let icon = `${sender}:`;
   let backgroundColor = bgColors[sender];
 
@@ -59,13 +62,13 @@ export default function Message({
       'w-full border-b border-black/10 bg-gray-50 dark:border-gray-900/50 text-gray-800 dark:text-gray-100 group bg-gray-100 dark:bg-[#444654]';
   }
 
-  if ((notUser && backgroundColor) || sender === 'bingai') {
+  if ((notUser && backgroundColor) || isBing) {
     icon = (
       <div
         style={{ backgroundColor }}
         className="relative flex h-[30px] w-[30px] items-center justify-center rounded-sm p-1 text-white"
       >
-        {sender === 'bingai' ? <BingIcon /> : <GPTIcon />}
+        {isBing ? <BingIcon /> : <GPTIcon />}
         {error && (
           <span className="absolute right-0 top-[20px] -mr-2 flex h-4 w-4 items-center justify-center rounded-full border border-white bg-red-500 text-[10px] text-white">
             !
diff --git a/client/src/components/Models/ModelMenu.jsx b/client/src/components/Models/ModelMenu.jsx
index 80b5dd9dc3..d83ec9a927 100644
--- a/client/src/components/Models/ModelMenu.jsx
+++ b/client/src/components/Models/ModelMenu.jsx
@@ -126,8 +126,9 @@ export default function ModelMenu() {
     'dark:disabled:hover:bg-transparent'
   ];
 
+  const isBing = model === 'bingai' || model === 'sydney';
   const colorProps = model === 'chatgpt' ? chatgptColorProps : defaultColorProps;
-  const icon = model === 'bingai' ? <BingIcon button={true} /> : <GPTIcon button={true} />;
+  const icon = isBing ? <BingIcon button={true} /> : <GPTIcon button={true} />;
 
   return (
     <Dialog onOpenChange={onOpenChange}>
diff --git a/client/src/store/modelSlice.js b/client/src/store/modelSlice.js
index bc4a1e9b94..bc34673bfc 100644
--- a/client/src/store/modelSlice.js
+++ b/client/src/store/modelSlice.js
@@ -19,12 +19,17 @@ const initialState = {
     },
     {
       _id: '3',
+      name: 'Sydney',
+      value: 'sydney'
+    },
+    {
+      _id: '4',
       name: 'ChatGPT',
       value: 'chatgptBrowser'
     },
   ],
   modelMap: {},
-  initial: { chatgpt: true, chatgptCustom: true, bingai: true, chatgptBrowser: true }
+  initial: { chatgpt: true, chatgptCustom: true, bingai: true, sydney: true, chatgptBrowser: true }
   // initial: { chatgpt: true, chatgptCustom: true, bingai: true, }
 };
 
diff --git a/client/src/utils/handleSubmit.js b/client/src/utils/handleSubmit.js
index a36a3bbb1c..02f89f21d6 100644
--- a/client/src/utils/handleSubmit.js
+++ b/client/src/utils/handleSubmit.js
@@ -21,9 +21,13 @@ export default function handleSubmit({
     };
   }
 
-  if (model === 'bingai' && convo.conversationId) {
+  const isBing = model === 'bingai' || model === 'sydney';
+  if (isBing && convo.conversationId) {
+
+    console.log('bing convo', convo);
     payload = {
       ...payload,
+      jailbreakConversationId: convo.jailbreakConversationId,
       conversationId: convo.conversationId,
       conversationSignature: convo.conversationSignature,
       clientId: convo.clientId,
@@ -31,7 +35,10 @@ export default function handleSubmit({
     };
   }
 
-  const server = model === 'bingai' ? endpoint + '/bing' : endpoint;
+  let server = endpoint;
+  server = model === 'bingai' ? server + '/bing' : server;
+  server = model === 'sydney' ? server + '/sydney' : server;
+  
   const events = new SSE(server, {
     payload: JSON.stringify(payload),
     headers: { 'Content-Type': 'application/json' }