diff --git a/grai-server/app/grAI/chat_implementations.py b/grai-server/app/grAI/chat_implementations.py
index efcc04aef..a23fa0512 100644
--- a/grai-server/app/grAI/chat_implementations.py
+++ b/grai-server/app/grAI/chat_implementations.py
@@ -9,6 +9,7 @@
 from typing import Annotated, Any, Callable, Literal, ParamSpec, Type, TypeVar, Union
 import itertools
 import openai
+from django.conf import settings
 
 from pgvector.django import MaxInnerProduct
 import tiktoken
@@ -24,6 +25,7 @@
 from lineage.models import Edge, Node, NodeEmbeddings
 from workspaces.models import Workspace
 from django.db.models.expressions import RawSQL
+from openai.types.chat.chat_completion_message import ChatCompletionMessage
 
 logging.basicConfig(level=logging.DEBUG)
 
@@ -67,22 +69,23 @@ class AIMessage(BaseMessage):
 
 
 class FunctionMessage(BaseMessage):
-    role: Literal["function"] = "function"
+    role: Literal["tool"] = "tool"
     name: str
+    tool_call_id: str
 
     def representation(self) -> dict:
-        return {"role": self.role, "content": self.content, "name": self.name}
+        return {"tool_call_id": self.tool_call_id, "role": self.role, "content": self.content, "name": self.name}
 
 
 class ChatMessage(BaseModel):
-    message: Union[UserMessage, SystemMessage, AIMessage, FunctionMessage]
+    message: Union[UserMessage, SystemMessage, AIMessage, FunctionMessage, ChatCompletionMessage]
 
 
 class ChatMessages(BaseModel):
-    messages: list[BaseMessage]
+    messages: list[BaseMessage | ChatCompletionMessage]
 
     def to_gpt(self) -> list[dict]:
-        return [message.representation() for message in self.messages]
+        return [message.representation() if isinstance(message, BaseMessage) else message for message in self.messages]
 
     def __getitem__(self, index):
         return self.messages[index]
@@ -96,9 +99,6 @@ def append(self, item):
     def extend(self, items):
         self.messages.extend(items)
 
-    def token_length(self) -> int:
-        return sum(m.token_length for m in self.messages)
-
 
 def get_token_limit(model_type: str) -> int:
     OPENAI_TOKEN_LIMITS = {"gpt-4": 8192, "gpt-3.5-turbo": 4096, "gpt-3.5-turbo-16k": 16385, "gpt-4-32k": 32768}
@@ -143,7 +143,10 @@ async def response(self, **kwargs) -> str:
         return result
 
     def gpt_definition(self) -> dict:
-        return {"name": self.id, "description": self.description, "parameters": self.schema_model.schema()}
+        return {
+            "type": "function",
+            "function": {"name": self.id, "description": self.description, "parameters": self.schema_model.schema()},
+        }
 
 
 class NodeIdentifier(BaseModel):
@@ -324,7 +327,7 @@ def response_message(result_set: list[str]) -> str | None:
         if total_results == 0:
             message = "No results found matching these query conditions."
         else:
-            message = "Results are returned in the following format:  (source.name, source.namespace) -> (destination.name, destination.namespace)"
+            message = "Results are returned in the following format: (source name, source namespace) -> (destination name, destination namespace)"
 
         return message
 
@@ -382,23 +385,25 @@ class EmbeddingSearchAPI(API):
     description: str = "Search for nodes which match any query."
     schema_model = EmbeddingSearchSchema
 
-    def __init__(self, workspace: str | uuid.UUID):
+    def __init__(self, workspace: str | uuid.UUID, client: openai.AsyncOpenAI):
         self.workspace = workspace
+        self.client = client
         self.model_type = "text-embedding-ada-002"
-        self.token_limit = 4000
+        self.token_limit = 8000
         self.encoder = tiktoken.encoding_for_model(self.model_type)
 
     @staticmethod
-    def response_message(result_set: list[str]) -> str | None:
+    def response_message(result_set: list) -> str:
         total_results = len(result_set)
         if total_results == 0:
             message = "No results found matching these query conditions."
         else:
-            message = "Results are returned in the following format:  (source.name, source.namespace) -> (destination.name, destination.namespace)"
+            message = "Results are returned in the following format: (source name, source namespace) -> (destination name, destination namespace)"
 
         return message
 
-    def nearest_neighbor_search(self, vector_query: list[int], limit=10) -> list[Node]:
+    @database_sync_to_async
+    def nearest_neighbor_search(self, vector_query: list[int], limit=10) -> tuple[list[Node], str]:
         node_result = (
             NodeEmbeddings.objects.filter(node__workspace__id=self.workspace)
             .order_by(MaxInnerProduct("embedding", vector_query))
@@ -407,17 +412,16 @@ def nearest_neighbor_search(self, vector_query: list[int], limit=10) -> list[Nod
 
         return [n.node for n in node_result]
 
-    @database_sync_to_async
-    def call(self, **kwargs):
+    async def call(self, **kwargs):
         try:
             inp = self.schema_model(**kwargs)
         except:
             return [], self.response_message([])
 
         search_term = self.encoder.decode(self.encoder.encode(inp.search_term)[: self.token_limit])
-        embedding_resp = openai.Embedding.create(input=search_term, model=self.model_type)
+        embedding_resp = await self.client.embeddings.create(input=search_term, model=self.model_type)
         embedding = list(embedding_resp.data[0].embedding)
-        neighbors = self.nearest_neighbor_search(embedding, inp.limit)
+        neighbors = await self.nearest_neighbor_search(embedding, inp.limit)
         response = [(n.name, n.namespace) for n in neighbors]
         return response, self.response_message(response)
 
@@ -457,6 +461,7 @@ def __init__(
         self,
         chat_id: str,
         prompt: str,
+        client: openai.AsyncOpenAI | None = None,
         model_type: str = settings.OPENAI_PREFERRED_MODEL,
         user: str = str(uuid.uuid4()),
         functions: list = None,
@@ -467,6 +472,7 @@ def __init__(
 
         self.model_type = model_type
         self.token_limit = get_token_limit(self.model_type)
+        self.model_limit = self.token_limit * 0.9
         self.encoder = tiktoken.encoding_for_model(self.model_type)
         # self.encoder = FakeEncoder()
         self.chat_id = chat_id
@@ -478,6 +484,10 @@ def __init__(
 
         self.prompt_message = self.build_message(SystemMessage, content=self.system_context)
 
+        if client is None:
+            client = openai.AsyncOpenAI(api_key=settings.OPENAI_API_KEY, organization=settings.OPENAI_ORG_ID)
+        self.client = client
+
     def build_message(self, message_type: Type[T], content: str, **kwargs) -> T:
         return message_type(content=content, token_length=len(self.encoder.encode(content)), **kwargs)
 
@@ -507,15 +517,13 @@ def hydrate_chat(self):
     async def summarize(self, messages: list[BaseMessage]) -> AIMessage:
         summary_prompt = """
         Please summarize this conversation encoding the most important information a future agent would need to continue
-        working on the problem with me. Please insure you do not call any functions providing an exclusively
+        working on the problem with me. Please insure your response is a
         text based summary of the conversation to this point with all relevant context for the next agent.
         """
-        message = self.build_message(UserMessage, summary_prompt)
-        summary_messages = ChatMessages(messages=[*messages, message])
+        summary_message = SystemMessage(content=summary_prompt)
+        summary_messages = ChatMessages(messages=[self.prompt_message, *messages, summary_message])
         logging.info(f"Summarizing conversation for chat: {self.chat_id}")
-        response = await openai.ChatCompletion.acreate(
-            model=self.model_type, user=self.user, messages=summary_messages.to_gpt()
-        )
+        response = await self.client.chat.completions.create(model=self.model_type, messages=summary_messages.to_gpt())
 
         # this is hacky for now
         summary_message = self.build_message(AIMessage, response.choices[0].message.content)
@@ -525,36 +533,45 @@ def functions(self):
         return [func.gpt_definition() for func in self.api_functions.values()]
 
     @property
-    def model(self) -> Callable[P, R]:
-        model = partial(openai.ChatCompletion.acreate, model=self.model_type, user=self.user)
-
+    def model(self) -> R:
+        base_kwargs = {"model": self.model_type}
         if len(functions := self.functions()) > 0:
-            model = partial(model, functions=functions)
+            base_kwargs |= {"tools": functions, "tool_choice": "auto"}
+
+        def inner(**kwargs):
+            messages = kwargs.pop("messages", [])
+            messages = [self.prompt_message.representation(), *messages]
+            return self.client.chat.completions.create(
+                messages=messages,
+                **base_kwargs,
+                **kwargs,
+            )
 
-        return model
+        return inner
 
     async def evaluate_summary(self, messages: ChatMessages) -> ChatMessages:
-        model_limit = int(self.token_limit * 0.85)  # this needs to be calculated from the openai response
-
-        requires_summary = messages.token_length() > model_limit
-        while requires_summary:
-            prev_accumulated_tokens = 0
-            accumulated_tokens = 0
+        while True:
+            prev_accumulated_tokens = self.prompt_message.token_length
+            accumulated_tokens = self.prompt_message.token_length
             i = 0
             for i, message in enumerate(messages.messages):
-                accumulated_tokens += message.token_length
-                if accumulated_tokens > model_limit:
+                if hasattr(message, "token_length"):
+                    accumulated_tokens += message.token_length
+                elif hasattr(message, "content") and message.content is not None:
+                    accumulated_tokens += len(self.encoder.encode(message.content))
+
+                if accumulated_tokens > self.model_limit:
                     break
                 else:
                     prev_accumulated_tokens = accumulated_tokens
 
-            available_tokens = model_limit - prev_accumulated_tokens
+            available_tokens = self.model_limit - prev_accumulated_tokens
             message = messages.messages[i]
-            if i == len(messages) and accumulated_tokens < model_limit:
-                requires_summary = False
+            if i == len(messages) and accumulated_tokens < self.model_limit:
+                break
             elif available_tokens >= message.token_length:
                 summary = await self.summarize(messages.messages[: (i + 1)])
-                messages = [self.prompt_message, summary, *messages.messages[(i + 1) :]]
+                messages = [summary, *messages.messages[(i + 1) :]]
             else:
                 encoding = self.encoder.encode(message.content)
 
@@ -567,7 +584,7 @@ async def evaluate_summary(self, messages: ChatMessages) -> ChatMessages:
                 next_message_obj.token_length = len(encoding[available_tokens:])
 
                 summary = await self.summarize([*messages.messages[:i], message_obj])
-                messages = [self.prompt_message, summary, next_message_obj, *messages.messages[(i + 1) :]]
+                messages = [summary, next_message_obj, *messages.messages[(i + 1) :]]
 
             messages = ChatMessages(messages=messages)
         return messages
@@ -575,49 +592,50 @@ async def evaluate_summary(self, messages: ChatMessages) -> ChatMessages:
     async def request(self, user_input: str) -> str:
         logging.info(f"Responding to request for: {self.chat_id}")
 
-        messages = ChatMessages(
-            messages=[self.prompt_message, *self.cached_messages, self.build_message(UserMessage, content=user_input)]
-        )
+        user_message = self.build_message(UserMessage, content=user_input)
+        messages = ChatMessages(messages=[*self.cached_messages, user_message])
+
+        final_response: str | None = None
+        usage = 0
+
+        while not final_response:
+            new_messages = []
+            if usage > self.token_limit:
+                messages = await self.evaluate_summary(messages)
 
-        result = None
-        stop = False
-        n = 0
-        while not stop:
-            messages = await self.evaluate_summary(messages)
             response = await self.model(messages=messages.to_gpt())
 
-            if result:
-                for choice in response.choices:
-                    if result != choice:
-                        result = choice
-                        break
-            else:
-                result = response.choices[0]
-
-            if stop := result.finish_reason == "stop":
-                message = self.build_message(AIMessage, content=result.message.content)
-                messages.append(message)
-            elif result.finish_reason == "function_call":
-                func_id = result.message.function_call.name
-                func_kwargs = json.loads(result.message.function_call.arguments)
-                api = self.api_functions.get(func_id, InvalidAPI(self.api_functions.values()))
-                response = await api.response(**func_kwargs)
-
-                if isinstance(api, InvalidAPI):
-                    message = self.build_message(SystemMessage, response)
-                    messages.append(message)
-                else:
-                    message = self.build_message(FunctionMessage, content=response, name=func_id)
-                    messages.append(message)
-            elif result.finish_reason == "length":
-                summary = await self.summarize(messages[:-1])
-                messages = ChatMessages(messages=[self.prompt_message, summary, messages[-1]])
-            else:
-                # valid values include length, content_filter, null
-                raise NotImplementedError(f"No stop reason for {result.finish_reason}")
+            usage = response.usage.total_tokens
+            response_choice = response.choices[0]
+            response_message = response_choice.message
+            messages.append(response_message)
 
+            if finish_reason := response_choice.finish_reason == "stop":
+                final_response = response_message.content
+            elif finish_reason == "length":
+                summary = await self.summarize(messages[:-1])
+                messages = ChatMessages(messages=[summary, messages[-1]])
+            elif response_message.tool_calls:
+                new_messages = []
+                for tool_call in response_message.tool_calls:
+                    func_id = tool_call.function.name
+                    func_kwargs = json.loads(tool_call.function.arguments)
+                    api = self.api_functions.get(func_id, InvalidAPI(self.api_functions.values()))
+                    response = await api.response(**func_kwargs)
+
+                    if isinstance(api, InvalidAPI):
+                        message = self.build_message(SystemMessage, response)
+                        new_messages.append(message)
+                    else:
+                        message = self.build_message(
+                            FunctionMessage, content=response, name=func_id, tool_call_id=tool_call.id
+                        )
+                        new_messages.append(message)
+
+        usage += sum([m.token_length for m in new_messages])
+        messages.extend(new_messages)
         self.cached_messages = messages.messages
-        return result.message.content
+        return final_response
 
 
 async def get_chat_conversation(
@@ -625,30 +643,32 @@ async def get_chat_conversation(
 ):
     chat_prompt = """
     You are a helpful assistant with domain expertise about an organizations data and data infrastructure.
+    Before you can help the user, you need to understand the context of their request and what they are trying to accomplish.
+    You should attempt to understand the context of the request and what the user is trying to accomplish.
+    If a user asks about specific data like nodes and you're unable to find an answer you should attempt to find a similar node and explain why you think it's similar.
+    Your responses must use Markdown syntax.
 
-    * You know how to query for additional context and metadata about any data in the organization.
+    Data Structure Notes:
     * Unique pieces of data like a column in a database is identified by a (name, namespace) tuple or a unique uuid.
-    * You can help users discover new data or identify and correct issues such as broken data pipelines, and BI dashboards.
-    * Your responses must use Markdown syntax
-    * You are proactive in looking up additional data to answer any user question.
-    * Attempt to explain your reasoning in each answer.
     * Nodes contain a metadata field with extra context about the node.
     * Nodes and Edges are typed. You can identify the type under `metadata.grai.node_type` or `metadata.grai.edge_type`
     * If a Node has a type like `Column` with a `TableToColumn` Edge connecting to a `Table` node, the Column node represents a column in the table.
     * Node names for databases and datawarehouses are constructed following `{schema}.{table}.{column}` format e.g. a column named `id` in a table named `users` in a schema named `public` would be identified as `public.users.id`
-    * If a user asks about a specific node and you're unable to find an answer you should attempt to find a similar node and explain why you think it's similar.
+
     """
+    client = openai.AsyncOpenAI(api_key=settings.OPENAI_API_KEY, organization=settings.OPENAI_ORG_ID)
+
     functions = [
         NodeLookupAPI(workspace=workspace),
         # Todo: edge lookup is broken
         # EdgeLookupAPI(workspace=workspace),
         # FuzzyMatchNodesAPI(workspace=workspace),
-        EmbeddingSearchAPI(workspace=workspace),
+        EmbeddingSearchAPI(workspace=workspace, client=client),
         NHopQueryAPI(workspace=workspace),
     ]
 
     conversation = BaseConversation(
-        prompt=chat_prompt, model_type=model_type, functions=functions, chat_id=str(chat_id)
+        prompt=chat_prompt, model_type=model_type, functions=functions, chat_id=str(chat_id), client=client
     )
     await conversation.hydrate_chat()
     return conversation
diff --git a/grai-server/app/grAI/encoders.py b/grai-server/app/grAI/encoders.py
index 62205c8ad..d9be5a224 100644
--- a/grai-server/app/grAI/encoders.py
+++ b/grai-server/app/grAI/encoders.py
@@ -34,4 +34,4 @@ def get_max_length_content(self, content: str) -> str:
 
     def get_embedding(self, content: str) -> R:
         content = self.get_max_length_content(content)
-        return openai.Embedding.create(input=content, model=self.model)
+        return openai.embedding.create(input=content, model=self.model)
diff --git a/grai-server/app/poetry.lock b/grai-server/app/poetry.lock
index ad8ae01f5..4e5ff3292 100644
--- a/grai-server/app/poetry.lock
+++ b/grai-server/app/poetry.lock
@@ -1,114 +1,5 @@
 # This file is automatically @generated by Poetry 1.7.0 and should not be changed by hand.
 
-[[package]]
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-version = "3.9.1"
-description = "Async http client/server framework (asyncio)"
-optional = false
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-]
-
-[package.dependencies]
-aiosignal = ">=1.1.2"
-attrs = ">=17.3.0"
-frozenlist = ">=1.1.1"
-multidict = ">=4.5,<7.0"
-yarl = ">=1.0,<2.0"
-
-[package.extras]
-speedups = ["Brotli", "aiodns", "brotlicffi"]
-
-[[package]]
-name = "aiosignal"
-version = "1.3.1"
-description = "aiosignal: a list of registered asynchronous callbacks"
-optional = false
-python-versions = ">=3.7"
-files = [
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-]
-
-[package.dependencies]
-frozenlist = ">=1.1.0"
-
 [[package]]
 name = "algoliasearch"
 version = "2.6.3"
@@ -154,13 +45,13 @@ vine = ">=5.0.0,<6.0.0"
 
 [[package]]
 name = "anyio"
-version = "4.1.0"
+version = "3.7.1"
 description = "High level compatibility layer for multiple asynchronous event loop implementations"
 optional = false
-python-versions = ">=3.8"
+python-versions = ">=3.7"
 files = [
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-    {file = "anyio-4.1.0.tar.gz", hash = "sha256:5a0bec7085176715be77df87fc66d6c9d70626bd752fcc85f57cdbee5b3760da"},
+    {file = "anyio-3.7.1-py3-none-any.whl", hash = "sha256:91dee416e570e92c64041bd18b900d1d6fa78dff7048769ce5ac5ddad004fbb5"},
+    {file = "anyio-3.7.1.tar.gz", hash = "sha256:44a3c9aba0f5defa43261a8b3efb97891f2bd7d804e0e1f56419befa1adfc780"},
 ]
 
 [package.dependencies]
@@ -168,9 +59,9 @@ idna = ">=2.8"
 sniffio = ">=1.1"
 
 [package.extras]
-doc = ["Sphinx (>=7)", "packaging", "sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme"]
-test = ["anyio[trio]", "coverage[toml] (>=7)", "exceptiongroup (>=1.2.0)", "hypothesis (>=4.0)", "psutil (>=5.9)", "pytest (>=7.0)", "pytest-mock (>=3.6.1)", "trustme", "uvloop (>=0.17)"]
-trio = ["trio (>=0.23)"]
+doc = ["Sphinx", "packaging", "sphinx-autodoc-typehints (>=1.2.0)", "sphinx-rtd-theme (>=1.2.2)", "sphinxcontrib-jquery"]
+test = ["anyio[trio]", "coverage[toml] (>=4.5)", "hypothesis (>=4.0)", "mock (>=4)", "psutil (>=5.9)", "pytest (>=7.0)", "pytest-mock (>=3.6.1)", "trustme", "uvloop (>=0.17)"]
+trio = ["trio (<0.22)"]
 
 [[package]]
 name = "argcomplete"
@@ -378,17 +269,17 @@ uvloop = ["uvloop (>=0.15.2)"]
 
 [[package]]
 name = "boto3"
-version = "1.33.6"
+version = "1.33.9"
 description = "The AWS SDK for Python"
 optional = false
 python-versions = ">= 3.7"
 files = [
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+    {file = "boto3-1.33.9.tar.gz", hash = "sha256:9486f66f9a89f66d64d25cb4baa55aad323a1734ef9815b7a2c4c0787a3fc1fb"},
 ]
 
 [package.dependencies]
-botocore = ">=1.33.6,<1.34.0"
+botocore = ">=1.33.9,<1.34.0"
 jmespath = ">=0.7.1,<2.0.0"
 s3transfer = ">=0.8.2,<0.9.0"
 
@@ -397,13 +288,13 @@ crt = ["botocore[crt] (>=1.21.0,<2.0a0)"]
 
 [[package]]
 name = "botocore"
-version = "1.33.6"
+version = "1.33.9"
 description = "Low-level, data-driven core of boto 3."
 optional = false
 python-versions = ">= 3.7"
 files = [
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+    {file = "botocore-1.33.9.tar.gz", hash = "sha256:1b90be11dd9a9a25290c995a6b713e76b9e2bf7bf86ba9036e0d28f2ceb2edfc"},
 ]
 
 [package.dependencies]
@@ -1128,15 +1019,26 @@ files = [
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 ]
 
+[[package]]
+name = "distro"
+version = "1.8.0"
+description = "Distro - an OS platform information API"
+optional = false
+python-versions = ">=3.6"
+files = [
+    {file = "distro-1.8.0-py3-none-any.whl", hash = "sha256:99522ca3e365cac527b44bde033f64c6945d90eb9f769703caaec52b09bbd3ff"},
+    {file = "distro-1.8.0.tar.gz", hash = "sha256:02e111d1dc6a50abb8eed6bf31c3e48ed8b0830d1ea2a1b78c61765c2513fdd8"},
+]
+
 [[package]]
 name = "django"
-version = "4.2.7"
+version = "4.2.8"
 description = "A high-level Python web framework that encourages rapid development and clean, pragmatic design."
 optional = false
 python-versions = ">=3.8"
 files = [
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+    {file = "Django-4.2.8-py3-none-any.whl", hash = "sha256:6cb5dcea9e3d12c47834d32156b8841f533a4493c688e2718cafd51aa430ba6d"},
+    {file = "Django-4.2.8.tar.gz", hash = "sha256:d69d5e36cc5d9f4eb4872be36c622878afcdce94062716cf3e25bcedcb168b62"},
 ]
 
 [package.dependencies]
@@ -1453,13 +1355,13 @@ compatible-mypy = ["mypy (>=1.1.1,<1.2)"]
 
 [[package]]
 name = "django-stubs-ext"
-version = "4.2.5"
+version = "4.2.7"
 description = "Monkey-patching and extensions for django-stubs"
 optional = false
 python-versions = ">=3.8"
 files = [
-    {file = "django-stubs-ext-4.2.5.tar.gz", hash = "sha256:8c4d1fb5f68419b3b2474c659681a189803e27d6a5e5abf5aa0da57601b58633"},
-    {file = "django_stubs_ext-4.2.5-py3-none-any.whl", hash = "sha256:921cd7ae4614e74c234bc0fe86ee75537d163addfe1fc6f134bf03e29d86c01e"},
+    {file = "django-stubs-ext-4.2.7.tar.gz", hash = "sha256:519342ac0849cda1559746c9a563f03ff99f636b0ebe7c14b75e816a00dfddc3"},
+    {file = "django_stubs_ext-4.2.7-py3-none-any.whl", hash = "sha256:45a5d102417a412e3606e3c358adb4744988a92b7b58ccf3fd64bddd5d04d14c"},
 ]
 
 [package.dependencies]
@@ -1536,28 +1438,28 @@ files = [
 
 [[package]]
 name = "djangorestframework-simplejwt"
-version = "5.3.0"
+version = "5.3.1"
 description = "A minimal JSON Web Token authentication plugin for Django REST Framework"
 optional = false
-python-versions = ">=3.7"
+python-versions = ">=3.8"
 files = [
-    {file = "djangorestframework_simplejwt-5.3.0-py3-none-any.whl", hash = "sha256:631d7ae2ed4365d7196a35d3cc0f6d382f7bd3361fb24c894f8f92b4da5db27d"},
-    {file = "djangorestframework_simplejwt-5.3.0.tar.gz", hash = "sha256:8e4c5dfca8d11c0b8a66dfd8a4e3fc1c6aa7ea188d10907ff91c942f4b52ed66"},
+    {file = "djangorestframework_simplejwt-5.3.1-py3-none-any.whl", hash = "sha256:381bc966aa46913905629d472cd72ad45faa265509764e20ffd440164c88d220"},
+    {file = "djangorestframework_simplejwt-5.3.1.tar.gz", hash = "sha256:6c4bd37537440bc439564ebf7d6085e74c5411485197073f508ebdfa34bc9fae"},
 ]
 
 [package.dependencies]
 cryptography = {version = ">=3.3.1", optional = true, markers = "extra == \"crypto\""}
 django = ">=3.2"
-djangorestframework = ">=3.10"
+djangorestframework = ">=3.12"
 pyjwt = ">=1.7.1,<3"
 
 [package.extras]
 crypto = ["cryptography (>=3.3.1)"]
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-doc = ["Sphinx (>=1.6.5,<2)", "sphinx-rtd-theme (>=0.1.9)"]
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+doc = ["Sphinx (>=1.6.5,<2)", "sphinx_rtd_theme (>=0.1.9)"]
 lint = ["flake8", "isort", "pep8"]
 python-jose = ["python-jose (==3.3.0)"]
-test = ["cryptography", "pytest", "pytest-cov", "pytest-django", "pytest-xdist", "tox"]
+test = ["cryptography", "freezegun", "pytest", "pytest-cov", "pytest-django", "pytest-xdist", "tox"]
 
 [[package]]
 name = "djangorestframework-stubs"
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-
 [[package]]
 name = "furl"
 version = "2.1.3"
@@ -1830,13 +1662,13 @@ dev = ["jsonref", "matplotlib"]
 
 [[package]]
 name = "google-api-core"
-version = "2.14.0"
+version = "2.15.0"
 description = "Google API client core library"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -1854,13 +1686,13 @@ grpcio-gcp = ["grpcio-gcp (>=0.2.2,<1.0.dev0)"]
 
 [[package]]
 name = "google-auth"
-version = "2.24.0"
+version = "2.25.1"
 description = "Google Authentication Library"
 optional = false
 python-versions = ">=3.7"
 files = [
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 ]
 
 [package.dependencies]
@@ -3140,89 +2972,6 @@ files = [
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 ]
 
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-
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 version = "1.10"
@@ -3416,25 +3165,26 @@ signedtoken = ["cryptography (>=3.0.0)", "pyjwt (>=2.0.0,<3)"]
 
 [[package]]
 name = "openai"
-version = "0.28.1"
-description = "Python client library for the OpenAI API"
+version = "1.3.7"
+description = "The official Python library for the openai API"
 optional = false
 python-versions = ">=3.7.1"
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 [package.dependencies]
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-requests = ">=2.20"
-tqdm = "*"
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+distro = ">=1.7.0,<2"
+httpx = ">=0.23.0,<1"
+pydantic = ">=1.9.0,<3"
+sniffio = "*"
+tqdm = ">4"
+typing-extensions = ">=4.5,<5"
 
 [package.extras]
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+datalib = ["numpy (>=1)", "pandas (>=1.2.3)", "pandas-stubs (>=1.1.0.11)"]
 
 [[package]]
 name = "orderedmultidict"
@@ -3618,13 +3368,13 @@ sqlalchemy = ["sqlalchemy (>=1.4.29)"]
 
 [[package]]
 name = "posthog"
-version = "3.0.2"
+version = "3.1.0"
 description = "Integrate PostHog into any python application."
 optional = false
 python-versions = "*"
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 [package.dependencies]
@@ -3637,7 +3387,7 @@ six = ">=1.5"
 [package.extras]
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 sentry = ["django", "sentry-sdk"]
-test = ["coverage", "flake8", "freezegun (==0.3.15)", "mock (>=2.0.0)", "pylint", "pytest"]
+test = ["coverage", "flake8", "freezegun (==0.3.15)", "mock (>=2.0.0)", "pylint", "pytest", "pytest-timeout"]
 
 [[package]]
 name = "prompt-toolkit"
@@ -4269,13 +4019,13 @@ full = ["numpy", "pandas"]
 
 [[package]]
 name = "referencing"
-version = "0.31.1"
+version = "0.32.0"
 description = "JSON Referencing + Python"
 optional = false
 python-versions = ">=3.8"
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 ]
 
 [package.dependencies]
@@ -5008,40 +4758,47 @@ enum = ["django-choices-field (>=2.2.2)"]
 
 [[package]]
 name = "tiktoken"
-version = "0.5.1"
+version = "0.5.2"
 description = "tiktoken is a fast BPE tokeniser for use with OpenAI's models"
 optional = false
 python-versions = ">=3.8"
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 [package.dependencies]
@@ -5600,123 +5357,6 @@ Brotli = {version = "*", optional = true, markers = "extra == \"brotli\""}
 [package.extras]
 brotli = ["Brotli"]
 
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-    {file = "yarl-1.9.3-py3-none-any.whl", hash = "sha256:271d63396460b6607b588555ea27a1a02b717ca2e3f2cf53bdde4013d7790929"},
-    {file = "yarl-1.9.3.tar.gz", hash = "sha256:4a14907b597ec55740f63e52d7fee0e9ee09d5b9d57a4f399a7423268e457b57"},
-]
-
-[package.dependencies]
-idna = ">=2.0"
-multidict = ">=4.0"
-
 [[package]]
 name = "zope-interface"
 version = "6.1"
@@ -5773,4 +5413,4 @@ testing = ["coverage (>=5.0.3)", "zope.event", "zope.testing"]
 [metadata]
 lock-version = "2.0"
 python-versions = "^3.11"
-content-hash = "dc1c5624edbd27a3f5aac987db1eb748b1a35aa91aba80a19b7ae364d1416460"
+content-hash = "d49fb4d165014ae58b7b9dc08a7f9765b843914a43b1089eac691c80096c3399"
diff --git a/grai-server/app/pyproject.toml b/grai-server/app/pyproject.toml
index 4b88d18fd..eb735011c 100644
--- a/grai-server/app/pyproject.toml
+++ b/grai-server/app/pyproject.toml
@@ -71,8 +71,7 @@ gunicorn = "^21.2.0"
 strawberry-graphql = {extras = ["channels", "asgi"], version = "^0.209.7"}
 asgi-cors-strawberry = "^0.2.0"
 overrides = "^7.4.0"
-wsproto = "^1.2.0"
-openai = "^0.28.1"
+openai = "^1.3.7"
 tiktoken = "^0.5.1"
 pgvector = "^0.2.3"
 pyjwt = "^2.8.0"
diff --git a/grai-server/app/the_guide/settings/base.py b/grai-server/app/the_guide/settings/base.py
index bed1cbf55..632ec7e66 100755
--- a/grai-server/app/the_guide/settings/base.py
+++ b/grai-server/app/the_guide/settings/base.py
@@ -379,8 +379,9 @@ def inner(value: str | bool) -> bool:
 
 if OPENAI_API_KEY is not None and OPENAI_ORG_ID is not None:
     try:
-        models = [item["id"] for item in openai.Model.list()["data"]]
-    except openai.error.AuthenticationError as e:
+        client = openai.Client(api_key=OPENAI_API_KEY, organization=OPENAI_ORG_ID)
+        models = [item.id for item in client.models.list().data]
+    except openai.AuthenticationError as e:
         warnings.warn("Could not authenticate with OpenAI API key and organization id.")
         HAS_OPENAI = False
     else: