diff --git a/grai-frontend/src/components/chat/ChatChoices.tsx b/grai-frontend/src/components/chat/ChatChoices.tsx
new file mode 100644
index 000000000..e64ed0330
--- /dev/null
+++ b/grai-frontend/src/components/chat/ChatChoices.tsx
@@ -0,0 +1,27 @@
+import React from "react"
+import { Button, Grid } from "@mui/material"
+
+type ChatChoicesProps = {
+  choices: string[]
+  onInput: (message: string) => void
+}
+
+const ChatChoices: React.FC<ChatChoicesProps> = ({ choices, onInput }) => (
+  <Grid container spacing={2} sx={{ mb: 2 }}>
+    <Grid item xs={1} />
+    <Grid item xs={10}>
+      {choices.map(choice => (
+        <Button
+          key={choice}
+          variant="contained"
+          onClick={() => onInput(choice)}
+          sx={{ mb: 2, borderRadius: 4 }}
+        >
+          {choice}
+        </Button>
+      ))}
+    </Grid>
+  </Grid>
+)
+
+export default ChatChoices
diff --git a/grai-frontend/src/components/chat/ChatHistory.test.tsx b/grai-frontend/src/components/chat/ChatHistory.test.tsx
index 6aca0661a..197c495a2 100644
--- a/grai-frontend/src/components/chat/ChatHistory.test.tsx
+++ b/grai-frontend/src/components/chat/ChatHistory.test.tsx
@@ -1,6 +1,8 @@
 import { render, screen } from "testing"
 import ChatHistory from "./ChatHistory"
 
+const onInput = jest.fn()
+
 test("renders", async () => {
   const messages = [
     {
@@ -21,12 +23,12 @@ test("renders", async () => {
     },
   ]
 
-  render(<ChatHistory messages={messages} />)
+  render(<ChatHistory messages={messages} choices={[]} onInput={onInput} />)
 
   expect(screen.getByText("first message")).toBeInTheDocument()
   expect(screen.getByText("second message")).toBeInTheDocument()
 })
 
 test("renders empty", async () => {
-  render(<ChatHistory messages={[]} />)
+  render(<ChatHistory messages={[]} choices={[]} onInput={onInput} />)
 })
diff --git a/grai-frontend/src/components/chat/ChatHistory.tsx b/grai-frontend/src/components/chat/ChatHistory.tsx
index c3b53e4ff..1b5c3ae08 100644
--- a/grai-frontend/src/components/chat/ChatHistory.tsx
+++ b/grai-frontend/src/components/chat/ChatHistory.tsx
@@ -1,5 +1,6 @@
 import React from "react"
 import { Box } from "@mui/material"
+import ChatChoices from "./ChatChoices"
 import ChatMessage, { GroupedChats } from "./ChatMessage"
 import { Message } from "./ChatWindow"
 
@@ -16,13 +17,20 @@ const combineMessages = (messages: Message[]) =>
 
 type ChatHistoryProps = {
   messages: Message[]
+  choices: string[]
+  onInput: (message: string) => void
 }
 
-const ChatHistory: React.FC<ChatHistoryProps> = ({ messages }) => (
+const ChatHistory: React.FC<ChatHistoryProps> = ({
+  messages,
+  choices,
+  onInput,
+}) => (
   <Box sx={{ flexGrow: 1, overflow: "auto", height: "200px" }}>
     {combineMessages(messages).map((groupedChat, i) => (
       <ChatMessage key={i} groupedChat={groupedChat} />
     ))}
+    <ChatChoices choices={choices} onInput={onInput} />
   </Box>
 )
 
diff --git a/grai-frontend/src/components/chat/ChatMessage.tsx b/grai-frontend/src/components/chat/ChatMessage.tsx
index 5a87c9e56..1793c617a 100644
--- a/grai-frontend/src/components/chat/ChatMessage.tsx
+++ b/grai-frontend/src/components/chat/ChatMessage.tsx
@@ -88,7 +88,6 @@ const ChatMessage: React.FC<ChatMessageProps> = ({ groupedChat }) => {
             }}
           >
             <Typography
-              align={"left"}
               sx={{
                 px: 2,
                 py: 1,
diff --git a/grai-frontend/src/components/chat/ChatWindow.test.tsx b/grai-frontend/src/components/chat/ChatWindow.test.tsx
index af443bfd2..91bd82dc7 100644
--- a/grai-frontend/src/components/chat/ChatWindow.test.tsx
+++ b/grai-frontend/src/components/chat/ChatWindow.test.tsx
@@ -5,7 +5,14 @@ import ChatWindow from "./ChatWindow"
 const handleInput = jest.fn()
 
 test("renders", async () => {
-  render(<ChatWindow messages={[]} onInput={handleInput} workspaceId="1" />)
+  render(
+    <ChatWindow
+      messages={[]}
+      onInput={handleInput}
+      workspaceId="1"
+      choices={[]}
+    />,
+  )
 
   expect(screen.getByRole("textbox")).toBeInTheDocument()
 })
@@ -13,7 +20,14 @@ test("renders", async () => {
 test("type", async () => {
   const user = userEvent.setup()
 
-  render(<ChatWindow messages={[]} onInput={handleInput} workspaceId="1" />)
+  render(
+    <ChatWindow
+      messages={[]}
+      onInput={handleInput}
+      workspaceId="1"
+      choices={[]}
+    />,
+  )
 
   expect(screen.getByRole("textbox")).toBeInTheDocument()
 
diff --git a/grai-frontend/src/components/chat/ChatWindow.tsx b/grai-frontend/src/components/chat/ChatWindow.tsx
index c66731f43..f1708c202 100644
--- a/grai-frontend/src/components/chat/ChatWindow.tsx
+++ b/grai-frontend/src/components/chat/ChatWindow.tsx
@@ -11,17 +11,19 @@ export type Message = {
 
 type ChatWindowProps = {
   messages: Message[]
+  choices: string[]
   onInput: (message: string) => void
   workspaceId: string
 }
 
 const ChatWindow: React.FC<ChatWindowProps> = ({
   messages,
+  choices,
   onInput,
   workspaceId,
 }) => (
   <Box sx={{ display: "flex", flexDirection: "column", height: "100%" }}>
-    <ChatHistory messages={messages} />
+    <ChatHistory messages={messages} choices={choices} onInput={onInput} />
     <ResetChat workspaceId={workspaceId} />
     <ChatInput onInput={onInput} />
   </Box>
diff --git a/grai-frontend/src/components/chat/WebsocketChat.test.tsx b/grai-frontend/src/components/chat/WebsocketChat.test.tsx
index e60d94f76..f37aeac5a 100644
--- a/grai-frontend/src/components/chat/WebsocketChat.test.tsx
+++ b/grai-frontend/src/components/chat/WebsocketChat.test.tsx
@@ -25,6 +25,65 @@ afterEach(() => {
   WS.clean()
 })
 
+test("renders", async () => {
+  const chat = {
+    id: "1",
+    messages: {
+      data: [
+        {
+          id: "1",
+          message: "H",
+          role: "user",
+          created_at: "2021-04-20T00:00:00.000000Z",
+        },
+      ],
+    },
+  }
+
+  render(<WebsocketChat workspace={workspace} chat={chat} />)
+
+  expect(
+    screen.queryByRole("button", {
+      name: "Is there a customer table in the prod namespace?",
+    }),
+  ).not.toBeInTheDocument()
+})
+
+test("click choice", async () => {
+  const user = userEvent.setup()
+
+  const chat = {
+    id: "1",
+    messages: {
+      data: [
+        {
+          id: "1",
+          message: "H",
+          role: "system",
+          created_at: "2021-04-20T00:00:00.000000Z",
+        },
+      ],
+    },
+  }
+
+  render(<WebsocketChat workspace={workspace} chat={chat} />)
+
+  expect(
+    screen.getByRole("button", {
+      name: "Is there a customer table in the prod namespace?",
+    }),
+  ).toBeInTheDocument()
+
+  await act(
+    async () =>
+      await user.click(
+        screen.getByRole("button", {
+          name: "Is there a customer table in the prod namespace?",
+        }),
+      ),
+  )
+})
+
 test("type", async () => {
   const user = userEvent.setup()
 
diff --git a/grai-frontend/src/components/chat/WebsocketChat.tsx b/grai-frontend/src/components/chat/WebsocketChat.tsx
index fca707537..1fe7e3bf8 100644
--- a/grai-frontend/src/components/chat/WebsocketChat.tsx
+++ b/grai-frontend/src/components/chat/WebsocketChat.tsx
@@ -1,4 +1,4 @@
-import React, { useCallback, useEffect } from "react"
+import React, { useCallback } from "react"
 import { gql, useApolloClient } from "@apollo/client"
 import { baseURL } from "client"
 import useWebSocket from "react-use-websocket"
@@ -41,7 +41,14 @@ const WebsocketChat: React.FC<WebsocketChatProps> = ({ workspace, chat }) => {
 
   const socketUrl = `${socketURL}/ws/chat/${workspace.id}/`
 
-  const { sendJsonMessage, lastMessage } = useWebSocket(socketUrl)
+  const { sendJsonMessage } = useWebSocket(socketUrl, {
+    onMessage: event => {
+      addMessage({
+        message: JSON.parse(event.data).message,
+        role: "system",
+      })
+    },
+  })
 
   const addMessage = useCallback(
     (message: Message) =>
@@ -76,15 +83,6 @@ const WebsocketChat: React.FC<WebsocketChatProps> = ({ workspace, chat }) => {
     [cache, chat.id],
   )
 
-  useEffect(() => {
-    if (lastMessage) {
-      addMessage({
-        message: JSON.parse(lastMessage.data).message,
-        role: "system",
-      })
-    }
-  }, [lastMessage, addMessage])
-
   const handleInput = (message: string) => {
     const msg = {
       type: "chat.message",
@@ -100,9 +98,18 @@ const WebsocketChat: React.FC<WebsocketChatProps> = ({ workspace, chat }) => {
     sender: message.role === "user",
   }))
 
+  const choices = messages.every(m => !m.sender)
+    ? [
+        "Is there a customer table in the prod namespace?",
+        "Which tables have an email field?",
+        "Produce a list of tables that aren't used by any application",
+      ]
+    : []
+
   return (
     <ChatWindow
       messages={messages}
+      choices={choices}
       onInput={handleInput}
       workspaceId={workspace.id}
     />
diff --git a/grai-server/app/api/types.py b/grai-server/app/api/types.py
index 76dcfc316..d4bad2e5a 100755
--- a/grai-server/app/api/types.py
+++ b/grai-server/app/api/types.py
@@ -21,6 +21,8 @@
 from connections.models import Connection as ConnectionModel
 from connections.models import Run as RunModel
 from connections.types import Connector, ConnectorFilter
+from grAI.models import Message as MessageModel
+from grAI.models import MessageRoles
 from grAI.models import UserChat as ChatModel
 from grAI.types import Chat
 from installations.models import Branch as BranchModel
@@ -1076,6 +1078,13 @@ async def last_chat(
         if not chat:
             chat = await ChatModel.objects.acreate(membership=membership)
 
+            await MessageModel.objects.acreate(
+                chat=chat,
+                message="Hello, I'm the GrAI assistant. How can I help you?",
+                visible=True,
+                role=MessageRoles.AGENT.value,
+            )
+
         return chat
 
 
diff --git a/grai-server/app/grAI/mutations.py b/grai-server/app/grAI/mutations.py
index c07e34ea7..ef3055132 100644
--- a/grai-server/app/grAI/mutations.py
+++ b/grai-server/app/grAI/mutations.py
@@ -5,7 +5,7 @@
 from api.common import IsAuthenticated, get_user, get_workspace
 from api.pagination import DataWrapper
 
-from .models import UserChat
+from .models import Message, MessageRoles, UserChat
 from .types import Chat
 
 
@@ -21,12 +21,25 @@ def _create(
             info: Info,
             workspaceId: strawberry.ID,
         ) -> DataWrapper[Chat]:
+            def add_message(message: str):
+                Message.objects.create(
+                    chat=chat,
+                    message=message,
+                    visible=True,
+                    role=MessageRoles.AGENT.value,
+                )
+
             user = get_user(info)
             workspace = get_workspace(info, workspaceId)
 
             membership = workspace.memberships.get(user=user)
 
-            return UserChat.objects.create(membership=membership)
+            chat = UserChat.objects.create(membership=membership)
+
+            add_message("Chat restarted")
+            add_message("Hello, I'm the GrAI assistant. How can I help you?")
+
+            return chat
 
         return await sync_to_async(_create)(
             info,