diff --git a/letta/server/rest_api/routers/v1/tools.py b/letta/server/rest_api/routers/v1/tools.py
index 16b5245a..0336ae29 100644
--- a/letta/server/rest_api/routers/v1/tools.py
+++ b/letta/server/rest_api/routers/v1/tools.py
@@ -689,7 +689,6 @@ async def connect_mcp_server(
             yield oauth_stream_event(OauthStreamEvent.CONNECTION_ATTEMPT, server_name=request.server_name)
 
             actor = await server.user_manager.get_actor_or_default_async(actor_id=headers.actor_id)
-
             # Create MCP client with respective transport type
             try:
                 request.resolve_environment_variables()
@@ -704,8 +703,18 @@ async def connect_mcp_server(
                 tools = await client.list_tools(serialize=True)
                 yield oauth_stream_event(OauthStreamEvent.SUCCESS, tools=tools)
                 return
-            except ConnectionError:
-                # TODO: jnjpng make this connection error check more specific to the 401 unauthorized error
+            except ConnectionError as e:
+                # Only trigger OAuth flow on explicit unauthorized failures
+                unauthorized = False
+                if isinstance(e.__cause__, HTTPStatusError):
+                    unauthorized = e.__cause__.response.status_code == 401
+                elif "401" in str(e) or "Unauthorized" in str(e):
+                    unauthorized = True
+
+                if not unauthorized:
+                    yield oauth_stream_event(OauthStreamEvent.ERROR, message=f"Connection failed: {str(e)}")
+                    return
+
                 if isinstance(client, AsyncStdioMCPClient):
                     logger.warning("OAuth not supported for stdio")
                     yield oauth_stream_event(OauthStreamEvent.ERROR, message="OAuth not supported for stdio")
diff --git a/letta/server/server.py b/letta/server/server.py
index db089c8c..82527bf2 100644
--- a/letta/server/server.py
+++ b/letta/server/server.py
@@ -98,7 +98,8 @@ from letta.services.identity_manager import IdentityManager
 from letta.services.job_manager import JobManager
 from letta.services.llm_batch_manager import LLMBatchManager
 from letta.services.mcp.base_client import AsyncBaseMCPClient
-from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY, AsyncSSEMCPClient
+from letta.services.mcp.fastmcp_client import AsyncFastMCPSSEClient
+from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY
 from letta.services.mcp.stdio_client import AsyncStdioMCPClient
 from letta.services.mcp_manager import MCPManager
 from letta.services.mcp_server_manager import MCPServerManager
@@ -452,7 +453,7 @@ class SyncServer(object):
 
         for server_name, server_config in mcp_server_configs.items():
             if server_config.type == MCPServerType.SSE:
-                self.mcp_clients[server_name] = AsyncSSEMCPClient(server_config)
+                self.mcp_clients[server_name] = AsyncFastMCPSSEClient(server_config)
             elif server_config.type == MCPServerType.STDIO:
                 self.mcp_clients[server_name] = AsyncStdioMCPClient(server_config)
             else:
@@ -1573,7 +1574,7 @@ class SyncServer(object):
 
         # Attempt to initialize the connection to the server
         if server_config.type == MCPServerType.SSE:
-            new_mcp_client = AsyncSSEMCPClient(server_config)
+            new_mcp_client = AsyncFastMCPSSEClient(server_config)
         elif server_config.type == MCPServerType.STDIO:
             new_mcp_client = AsyncStdioMCPClient(server_config)
         else:
diff --git a/letta/services/mcp/fastmcp_client.py b/letta/services/mcp/fastmcp_client.py
new file mode 100644
index 00000000..d6766803
--- /dev/null
+++ b/letta/services/mcp/fastmcp_client.py
@@ -0,0 +1,307 @@
+"""FastMCP-based MCP clients with server-side OAuth support.
+
+This module provides MCP client implementations using the FastMCP library,
+with support for server-side OAuth flows where authorization URLs are
+forwarded to web clients instead of opening a browser.
+
+These clients replace the existing AsyncSSEMCPClient and AsyncStreamableHTTPMCPClient
+implementations that used the lower-level MCP SDK directly.
+"""
+
+from contextlib import AsyncExitStack
+from typing import List, Optional, Tuple
+
+import httpx
+from fastmcp import Client
+from fastmcp.client.transports import SSETransport, StreamableHttpTransport
+from mcp import Tool as MCPTool
+
+from letta.functions.mcp_client.types import SSEServerConfig, StreamableHTTPServerConfig
+from letta.log import get_logger
+from letta.services.mcp.server_side_oauth import ServerSideOAuth
+
+logger = get_logger(__name__)
+
+
+class AsyncFastMCPSSEClient:
+    """SSE MCP client using FastMCP with server-side OAuth support.
+
+    This client connects to MCP servers using Server-Sent Events (SSE) transport.
+    It supports both authenticated and unauthenticated connections, with OAuth
+    handled via the ServerSideOAuth class for server-side flows.
+
+    Args:
+        server_config: SSE server configuration including URL, headers, and auth settings
+        oauth: Optional ServerSideOAuth instance for OAuth authentication
+        agent_id: Optional agent ID to include in request headers
+    """
+
+    AGENT_ID_HEADER = "X-Agent-Id"
+
+    def __init__(
+        self,
+        server_config: SSEServerConfig,
+        oauth: Optional[ServerSideOAuth] = None,
+        agent_id: Optional[str] = None,
+    ):
+        self.server_config = server_config
+        self.oauth = oauth
+        self.agent_id = agent_id
+        self.client: Optional[Client] = None
+        self.initialized = False
+        self.exit_stack = AsyncExitStack()
+
+    async def connect_to_server(self):
+        """Establish connection to the MCP server.
+
+        Raises:
+            ConnectionError: If connection to the server fails
+        """
+        try:
+            headers = {}
+            if self.server_config.custom_headers:
+                headers.update(self.server_config.custom_headers)
+            if self.server_config.auth_header and self.server_config.auth_token:
+                headers[self.server_config.auth_header] = self.server_config.auth_token
+            if self.agent_id:
+                headers[self.AGENT_ID_HEADER] = self.agent_id
+
+            transport = SSETransport(
+                url=self.server_config.server_url,
+                headers=headers if headers else None,
+                auth=self.oauth,  # Pass ServerSideOAuth instance (or None)
+            )
+
+            self.client = Client(transport)
+            await self.client._connect()
+            self.initialized = True
+        except httpx.HTTPStatusError as e:
+            # Re-raise HTTP status errors for OAuth flow handling
+            if e.response.status_code == 401:
+                raise ConnectionError("401 Unauthorized")
+            raise e
+        except Exception as e:
+            raise e
+
+    async def list_tools(self, serialize: bool = False) -> List[MCPTool]:
+        """List available tools from the MCP server.
+
+        Args:
+            serialize: If True, return tools as dictionaries instead of MCPTool objects
+
+        Returns:
+            List of tools available on the server
+
+        Raises:
+            RuntimeError: If client has not been initialized
+        """
+        self._check_initialized()
+        tools = await self.client.list_tools()
+        if serialize:
+            serializable_tools = []
+            for tool in tools:
+                if hasattr(tool, "model_dump"):
+                    serializable_tools.append(tool.model_dump())
+                elif hasattr(tool, "dict"):
+                    serializable_tools.append(tool.dict())
+                elif hasattr(tool, "__dict__"):
+                    serializable_tools.append(tool.__dict__)
+                else:
+                    serializable_tools.append(str(tool))
+            return serializable_tools
+        return tools
+
+    async def execute_tool(self, tool_name: str, tool_args: dict) -> Tuple[str, bool]:
+        """Execute a tool on the MCP server.
+
+        Args:
+            tool_name: Name of the tool to execute
+            tool_args: Arguments to pass to the tool
+
+        Returns:
+            Tuple of (result_content, success_flag)
+
+        Raises:
+            RuntimeError: If client has not been initialized
+        """
+        self._check_initialized()
+        try:
+            result = await self.client.call_tool(tool_name, tool_args)
+        except Exception as e:
+            if e.__class__.__name__ == "McpError":
+                logger.warning(f"MCP tool '{tool_name}' execution failed: {str(e)}")
+            raise
+
+        # Parse content from result
+        parsed_content = []
+        for content_piece in result.content:
+            if hasattr(content_piece, "text"):
+                parsed_content.append(content_piece.text)
+                logger.debug(f"MCP tool result parsed content (text): {parsed_content}")
+            else:
+                parsed_content.append(str(content_piece))
+                logger.debug(f"MCP tool result parsed content (other): {parsed_content}")
+
+        if parsed_content:
+            final_content = " ".join(parsed_content)
+        else:
+            final_content = "Empty response from tool"
+
+        return final_content, not result.is_error
+
+    def _check_initialized(self):
+        """Check if the client has been initialized."""
+        if not self.initialized:
+            logger.error("MCPClient has not been initialized")
+            raise RuntimeError("MCPClient has not been initialized")
+
+    async def cleanup(self):
+        """Clean up client resources."""
+        if self.client:
+            try:
+                await self.client.close()
+            except Exception as e:
+                logger.warning(f"Error during FastMCP client cleanup: {e}")
+        self.initialized = False
+
+
+class AsyncFastMCPStreamableHTTPClient:
+    """Streamable HTTP MCP client using FastMCP with server-side OAuth support.
+
+    This client connects to MCP servers using Streamable HTTP transport.
+    It supports both authenticated and unauthenticated connections, with OAuth
+    handled via the ServerSideOAuth class for server-side flows.
+
+    Args:
+        server_config: Streamable HTTP server configuration
+        oauth: Optional ServerSideOAuth instance for OAuth authentication
+        agent_id: Optional agent ID to include in request headers
+    """
+
+    AGENT_ID_HEADER = "X-Agent-Id"
+
+    def __init__(
+        self,
+        server_config: StreamableHTTPServerConfig,
+        oauth: Optional[ServerSideOAuth] = None,
+        agent_id: Optional[str] = None,
+    ):
+        self.server_config = server_config
+        self.oauth = oauth
+        self.agent_id = agent_id
+        self.client: Optional[Client] = None
+        self.initialized = False
+        self.exit_stack = AsyncExitStack()
+
+    async def connect_to_server(self):
+        """Establish connection to the MCP server.
+
+        Raises:
+            ConnectionError: If connection to the server fails
+        """
+        try:
+            headers = {}
+            if self.server_config.custom_headers:
+                headers.update(self.server_config.custom_headers)
+            if self.server_config.auth_header and self.server_config.auth_token:
+                headers[self.server_config.auth_header] = self.server_config.auth_token
+            if self.agent_id:
+                headers[self.AGENT_ID_HEADER] = self.agent_id
+
+            transport = StreamableHttpTransport(
+                url=self.server_config.server_url,
+                headers=headers if headers else None,
+                auth=self.oauth,  # Pass ServerSideOAuth instance (or None)
+            )
+
+            self.client = Client(transport)
+            await self.client._connect()
+            self.initialized = True
+        except httpx.HTTPStatusError as e:
+            # Re-raise HTTP status errors for OAuth flow handling
+            if e.response.status_code == 401:
+                raise ConnectionError("401 Unauthorized")
+            raise e
+        except Exception as e:
+            raise e
+
+    async def list_tools(self, serialize: bool = False) -> List[MCPTool]:
+        """List available tools from the MCP server.
+
+        Args:
+            serialize: If True, return tools as dictionaries instead of MCPTool objects
+
+        Returns:
+            List of tools available on the server
+
+        Raises:
+            RuntimeError: If client has not been initialized
+        """
+        self._check_initialized()
+        tools = await self.client.list_tools()
+        if serialize:
+            serializable_tools = []
+            for tool in tools:
+                if hasattr(tool, "model_dump"):
+                    serializable_tools.append(tool.model_dump())
+                elif hasattr(tool, "dict"):
+                    serializable_tools.append(tool.dict())
+                elif hasattr(tool, "__dict__"):
+                    serializable_tools.append(tool.__dict__)
+                else:
+                    serializable_tools.append(str(tool))
+            return serializable_tools
+        return tools
+
+    async def execute_tool(self, tool_name: str, tool_args: dict) -> Tuple[str, bool]:
+        """Execute a tool on the MCP server.
+
+        Args:
+            tool_name: Name of the tool to execute
+            tool_args: Arguments to pass to the tool
+
+        Returns:
+            Tuple of (result_content, success_flag)
+
+        Raises:
+            RuntimeError: If client has not been initialized
+        """
+        self._check_initialized()
+        try:
+            result = await self.client.call_tool(tool_name, tool_args)
+        except Exception as e:
+            if e.__class__.__name__ == "McpError":
+                logger.warning(f"MCP tool '{tool_name}' execution failed: {str(e)}")
+            raise
+
+        # Parse content from result
+        parsed_content = []
+        for content_piece in result.content:
+            if hasattr(content_piece, "text"):
+                parsed_content.append(content_piece.text)
+                logger.debug(f"MCP tool result parsed content (text): {parsed_content}")
+            else:
+                parsed_content.append(str(content_piece))
+                logger.debug(f"MCP tool result parsed content (other): {parsed_content}")
+
+        if parsed_content:
+            final_content = " ".join(parsed_content)
+        else:
+            final_content = "Empty response from tool"
+
+        return final_content, not result.is_error
+
+    def _check_initialized(self):
+        """Check if the client has been initialized."""
+        if not self.initialized:
+            logger.error("MCPClient has not been initialized")
+            raise RuntimeError("MCPClient has not been initialized")
+
+    async def cleanup(self):
+        """Clean up client resources."""
+        if self.client:
+            try:
+                await self.client.close()
+            except Exception as e:
+                logger.warning(f"Error during FastMCP client cleanup: {e}")
+        self.initialized = False
diff --git a/letta/services/mcp/oauth_utils.py b/letta/services/mcp/oauth_utils.py
index b2c90d5c..52599008 100644
--- a/letta/services/mcp/oauth_utils.py
+++ b/letta/services/mcp/oauth_utils.py
@@ -6,7 +6,7 @@ import secrets
 import time
 import uuid
 from datetime import datetime, timedelta
-from typing import Callable, Optional, Tuple
+from typing import TYPE_CHECKING, Callable, Optional, Tuple
 
 from mcp.client.auth import OAuthClientProvider, TokenStorage
 from mcp.shared.auth import OAuthClientInformationFull, OAuthClientMetadata, OAuthToken
@@ -18,7 +18,9 @@ from letta.schemas.mcp import MCPOAuthSessionUpdate
 from letta.schemas.user import User as PydanticUser
 from letta.server.db import db_registry
 from letta.services.mcp.types import OauthStreamEvent
-from letta.services.mcp_manager import MCPManager
+
+if TYPE_CHECKING:
+    from letta.services.mcp_manager import MCPManager
 
 logger = get_logger(__name__)
 
@@ -26,7 +28,7 @@ logger = get_logger(__name__)
 class DatabaseTokenStorage(TokenStorage):
     """Database-backed token storage using MCPOAuth table via mcp_manager."""
 
-    def __init__(self, session_id: str, mcp_manager: MCPManager, actor: PydanticUser):
+    def __init__(self, session_id: str, mcp_manager: "MCPManager", actor: PydanticUser):
         self.session_id = session_id
         self.mcp_manager = mcp_manager
         self.actor = actor
@@ -187,12 +189,17 @@ async def create_oauth_provider(
     session_id: str,
     server_url: str,
     redirect_uri: str,
-    mcp_manager: MCPManager,
+    mcp_manager: "MCPManager",
     actor: PydanticUser,
     logo_uri: Optional[str] = None,
     url_callback: Optional[Callable[[str], None]] = None,
 ) -> OAuthClientProvider:
-    """Create an OAuth provider for MCP server authentication."""
+    """Create an OAuth provider for MCP server authentication.
+
+    DEPRECATED: Use ServerSideOAuth from letta.services.mcp.server_side_oauth instead.
+    This function is kept for backwards compatibility but will be removed in a future version.
+    """
+    logger.warning("create_oauth_provider is deprecated. Use ServerSideOAuth from letta.services.mcp.server_side_oauth instead.")
 
     client_metadata_dict = {
         "client_name": "Letta",
diff --git a/letta/services/mcp/server_side_oauth.py b/letta/services/mcp/server_side_oauth.py
new file mode 100644
index 00000000..0876e817
--- /dev/null
+++ b/letta/services/mcp/server_side_oauth.py
@@ -0,0 +1,167 @@
+"""Server-side OAuth for FastMCP client that works with web app flows.
+
+This module provides a custom OAuth implementation that:
+1. Forwards authorization URLs via callback instead of opening a browser
+2. Receives auth codes from an external source (web app callback) instead of running a local server
+
+This is designed for server-side applications where the OAuth flow must be handled
+by a web frontend rather than opening a local browser.
+"""
+
+import asyncio
+import time
+from typing import Callable, Optional, Tuple
+from urllib.parse import urlparse
+
+from mcp.client.auth import OAuthClientProvider
+from mcp.shared.auth import OAuthClientMetadata
+from pydantic import AnyHttpUrl
+
+from letta.log import get_logger
+from letta.orm.mcp_oauth import OAuthSessionStatus
+from letta.schemas.mcp import MCPOAuthSessionUpdate
+from letta.schemas.user import User as PydanticUser
+from letta.services.mcp.oauth_utils import DatabaseTokenStorage
+
+logger = get_logger(__name__)
+
+# Type alias for the MCPServerManager to avoid circular imports
+# The actual type is letta.services.mcp_server_manager.MCPServerManager
+MCPManagerType = "MCPServerManager"
+
+
+class ServerSideOAuth(OAuthClientProvider):
+    """
+    OAuth client that forwards authorization URL via callback instead of opening browser,
+    and receives auth code from external source instead of running local callback server.
+
+    This class subclasses MCP's OAuthClientProvider directly (bypassing FastMCP's OAuth class)
+    to use DatabaseTokenStorage for persistent token storage instead of file-based storage.
+
+    This class works in a server-side context where:
+    - The authorization URL should be returned to a web client instead of opening a browser
+    - The authorization code is received via a webhook/callback endpoint instead of a local server
+    - Tokens are stored in the database for persistence across server restarts and instances
+
+    Args:
+        mcp_url: The MCP server URL to authenticate against
+        session_id: The OAuth session ID for tracking this flow in the database
+        mcp_manager: The MCP manager instance for database operations
+        actor: The user making the OAuth request
+        redirect_uri: The redirect URI for the OAuth callback (web app endpoint)
+        url_callback: Optional callback function called with the authorization URL
+        logo_uri: Optional logo URI to include in OAuth client metadata
+        scopes: OAuth scopes to request
+    """
+
+    def __init__(
+        self,
+        mcp_url: str,
+        session_id: str,
+        mcp_manager: MCPManagerType,
+        actor: PydanticUser,
+        redirect_uri: str,
+        url_callback: Optional[Callable[[str], None]] = None,
+        logo_uri: Optional[str] = None,
+        scopes: Optional[str | list[str]] = None,
+    ):
+        self.session_id = session_id
+        self.mcp_manager = mcp_manager
+        self.actor = actor
+        self._redirect_uri = redirect_uri
+        self._url_callback = url_callback
+
+        # Parse URL to get server base URL
+        parsed_url = urlparse(mcp_url)
+        server_base_url = f"{parsed_url.scheme}://{parsed_url.netloc}"
+        self.server_base_url = server_base_url
+
+        # Build scopes string
+        scopes_str: str
+        if isinstance(scopes, list):
+            scopes_str = " ".join(scopes)
+        elif scopes is not None:
+            scopes_str = str(scopes)
+        else:
+            scopes_str = ""
+
+        # Create client metadata with the web app's redirect URI
+        client_metadata = OAuthClientMetadata(
+            client_name="Letta",
+            redirect_uris=[AnyHttpUrl(redirect_uri)],
+            grant_types=["authorization_code", "refresh_token"],
+            response_types=["code"],
+            scope=scopes_str,
+        )
+        if logo_uri:
+            client_metadata.logo_uri = logo_uri
+
+        # Use DatabaseTokenStorage for persistent storage in the database
+        storage = DatabaseTokenStorage(session_id, mcp_manager, actor)
+
+        # Initialize parent OAuthClientProvider directly (bypassing FastMCP's OAuth class)
+        # This allows us to use DatabaseTokenStorage instead of FileTokenStorage
+        super().__init__(
+            server_url=server_base_url,
+            client_metadata=client_metadata,
+            storage=storage,
+            redirect_handler=self.redirect_handler,
+            callback_handler=self.callback_handler,
+        )
+
+    async def redirect_handler(self, authorization_url: str) -> None:
+        """Store authorization URL in database and call optional callback.
+
+        This overrides the parent's redirect_handler which would open a browser.
+        Instead, we:
+        1. Store the URL in the database for the API to return
+        2. Call an optional callback (e.g., to yield to an SSE stream)
+
+        Args:
+            authorization_url: The OAuth authorization URL to redirect the user to
+        """
+        logger.info(f"OAuth redirect handler called with URL: {authorization_url}")
+
+        # Store URL in database for API response
+        session_update = MCPOAuthSessionUpdate(authorization_url=authorization_url)
+        await self.mcp_manager.update_oauth_session(self.session_id, session_update, self.actor)
+
+        logger.info(f"OAuth authorization URL stored for session {self.session_id}")
+
+        # Call the callback if provided (e.g., to yield URL to SSE stream)
+        if self._url_callback:
+            self._url_callback(authorization_url)
+
+    async def callback_handler(self) -> Tuple[str, Optional[str]]:
+        """Poll database for authorization code set by web app callback.
+
+        This overrides the parent's callback_handler which would run a local server.
+        Instead, we poll the database waiting for the authorization code to be set
+        by the web app's callback endpoint.
+
+        Returns:
+            Tuple of (authorization_code, state)
+
+        Raises:
+            Exception: If OAuth authorization failed or timed out
+        """
+        timeout = 300  # 5 minutes
+        start_time = time.time()
+
+        logger.info(f"Waiting for authorization code for session {self.session_id}")
+
+        while time.time() - start_time < timeout:
+            oauth_session = await self.mcp_manager.get_oauth_session_by_id(self.session_id, self.actor)
+
+            if oauth_session and oauth_session.authorization_code_enc:
+                # Read authorization code directly from _enc column
+                auth_code = await oauth_session.authorization_code_enc.get_plaintext_async()
+                logger.info(f"Authorization code received for session {self.session_id}")
+                return auth_code, oauth_session.state
+
+            if oauth_session and oauth_session.status == OAuthSessionStatus.ERROR:
+                raise Exception("OAuth authorization failed")
+
+            await asyncio.sleep(1)
+
+        raise Exception(f"Timeout waiting for OAuth callback after {timeout} seconds")
diff --git a/letta/services/mcp_manager.py b/letta/services/mcp_manager.py
index cfcf1e33..f8f2fb97 100644
--- a/letta/services/mcp_manager.py
+++ b/letta/services/mcp_manager.py
@@ -43,9 +43,10 @@ from letta.schemas.tool import Tool as PydanticTool, ToolCreate, ToolUpdate
 from letta.schemas.user import User as PydanticUser
 from letta.server.db import db_registry
 from letta.services.mcp.base_client import AsyncBaseMCPClient
-from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY, AsyncSSEMCPClient
+from letta.services.mcp.fastmcp_client import AsyncFastMCPSSEClient, AsyncFastMCPStreamableHTTPClient
+from letta.services.mcp.server_side_oauth import ServerSideOAuth
+from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY
 from letta.services.mcp.stdio_client import AsyncStdioMCPClient
-from letta.services.mcp.streamable_http_client import AsyncStreamableHTTPMCPClient
 from letta.services.tool_manager import ToolManager
 from letta.settings import settings, tool_settings
 from letta.utils import enforce_types, printd, safe_create_task_with_return
@@ -776,16 +777,17 @@ class MCPManager:
         self,
         server_config: Union[SSEServerConfig, StdioServerConfig, StreamableHTTPServerConfig],
         actor: PydanticUser,
-        oauth_provider: Optional[Any] = None,
+        oauth: Optional[ServerSideOAuth] = None,
         agent_id: Optional[str] = None,
-    ) -> Union[AsyncSSEMCPClient, AsyncStdioMCPClient, AsyncStreamableHTTPMCPClient]:
+    ) -> Union[AsyncFastMCPSSEClient, AsyncStdioMCPClient, AsyncFastMCPStreamableHTTPClient]:
         """
         Helper function to create the appropriate MCP client based on server configuration.
 
         Args:
             server_config: The server configuration object
             actor: The user making the request
-            oauth_provider: Optional OAuth provider for authentication
+            oauth: Optional ServerSideOAuth instance for authentication
+            agent_id: Optional agent ID for request headers
 
         Returns:
             The appropriate MCP client instance
@@ -793,31 +795,29 @@ class MCPManager:
         Raises:
             ValueError: If server config type is not supported
         """
-        # If no OAuth provider is provided, check if we have stored OAuth credentials
-        if oauth_provider is None and hasattr(server_config, "server_url"):
+        # If no OAuth is provided, check if we have stored OAuth credentials
+        if oauth is None and hasattr(server_config, "server_url"):
             oauth_session = await self.get_oauth_session_by_server(server_config.server_url, actor)
             # Check if access token exists by attempting to decrypt it
             if oauth_session and oauth_session.access_token_enc and await oauth_session.access_token_enc.get_plaintext_async():
-                # Create OAuth provider from stored credentials
-                from letta.services.mcp.oauth_utils import create_oauth_provider
-
-                oauth_provider = await create_oauth_provider(
+                # Create ServerSideOAuth from stored credentials
+                oauth = ServerSideOAuth(
+                    mcp_url=oauth_session.server_url,
                     session_id=oauth_session.id,
-                    server_url=oauth_session.server_url,
-                    redirect_uri=oauth_session.redirect_uri,
                     mcp_manager=self,
                     actor=actor,
+                    redirect_uri=oauth_session.redirect_uri,
                 )
 
         if server_config.type == MCPServerType.SSE:
             server_config = SSEServerConfig(**server_config.model_dump())
-            return AsyncSSEMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncFastMCPSSEClient(server_config=server_config, oauth=oauth, agent_id=agent_id)
         elif server_config.type == MCPServerType.STDIO:
             server_config = StdioServerConfig(**server_config.model_dump())
-            return AsyncStdioMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncStdioMCPClient(server_config=server_config, oauth_provider=None, agent_id=agent_id)
         elif server_config.type == MCPServerType.STREAMABLE_HTTP:
             server_config = StreamableHTTPServerConfig(**server_config.model_dump())
-            return AsyncStreamableHTTPMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncFastMCPStreamableHTTPClient(server_config=server_config, oauth=oauth, agent_id=agent_id)
         else:
             raise ValueError(f"Unsupported server config type: {type(server_config)}")
 
@@ -1057,7 +1057,7 @@ class MCPManager:
         """
         import asyncio
 
-        from letta.services.mcp.oauth_utils import create_oauth_provider, oauth_stream_event
+        from letta.services.mcp.oauth_utils import oauth_stream_event
         from letta.services.mcp.types import OauthStreamEvent
 
         # OAuth required, yield state to client to prepare to handle authorization URL
@@ -1098,8 +1098,16 @@ class MCPManager:
             )
             raise HTTPException(status_code=400, detail="No redirect URI found")
 
-        # Create OAuth provider for the instance of the stream connection
-        oauth_provider = await create_oauth_provider(session_id, request.server_url, redirect_uri, self, actor, logo_uri=logo_uri)
+        # Create ServerSideOAuth for FastMCP client
+        oauth = ServerSideOAuth(
+            mcp_url=request.server_url,
+            session_id=session_id,
+            mcp_manager=self,
+            actor=actor,
+            redirect_uri=redirect_uri,
+            url_callback=None,  # URL is stored by redirect_handler
+            logo_uri=logo_uri,
+        )
 
         # Get authorization URL by triggering OAuth flow
         temp_client = None
@@ -1118,7 +1126,7 @@ class MCPManager:
 
         try:
             ready_queue = asyncio.Queue()
-            temp_client = await self.get_mcp_client(request, actor, oauth_provider)
+            temp_client = await self.get_mcp_client(request, actor, oauth)
             temp_client._cleanup_event = asyncio.Event()
 
             # Run connect_to_server in background to avoid blocking
diff --git a/letta/services/mcp_server_manager.py b/letta/services/mcp_server_manager.py
index f05caf80..a8e7bce2 100644
--- a/letta/services/mcp_server_manager.py
+++ b/letta/services/mcp_server_manager.py
@@ -41,9 +41,10 @@ from letta.schemas.secret import Secret
 from letta.schemas.tool import Tool as PydanticTool, ToolCreate, ToolUpdate
 from letta.schemas.user import User as PydanticUser
 from letta.server.db import db_registry
-from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY, AsyncSSEMCPClient
+from letta.services.mcp.fastmcp_client import AsyncFastMCPSSEClient, AsyncFastMCPStreamableHTTPClient
+from letta.services.mcp.server_side_oauth import ServerSideOAuth
+from letta.services.mcp.sse_client import MCP_CONFIG_TOPLEVEL_KEY
 from letta.services.mcp.stdio_client import AsyncStdioMCPClient
-from letta.services.mcp.streamable_http_client import AsyncStreamableHTTPMCPClient
 from letta.services.tool_manager import ToolManager
 from letta.settings import settings, tool_settings
 from letta.utils import enforce_types, printd, safe_create_task
@@ -946,16 +947,17 @@ class MCPServerManager:
         self,
         server_config: Union[SSEServerConfig, StdioServerConfig, StreamableHTTPServerConfig],
         actor: PydanticUser,
-        oauth_provider: Optional[Any] = None,
+        oauth: Optional[ServerSideOAuth] = None,
         agent_id: Optional[str] = None,
-    ) -> Union[AsyncSSEMCPClient, AsyncStdioMCPClient, AsyncStreamableHTTPMCPClient]:
+    ) -> Union[AsyncFastMCPSSEClient, AsyncStdioMCPClient, AsyncFastMCPStreamableHTTPClient]:
         """
         Helper function to create the appropriate MCP client based on server configuration.
 
         Args:
             server_config: The server configuration object
             actor: The user making the request
-            oauth_provider: Optional OAuth provider for authentication
+            oauth: Optional ServerSideOAuth instance for authentication
+            agent_id: Optional agent ID for request headers
 
         Returns:
             The appropriate MCP client instance
@@ -964,30 +966,28 @@ class MCPServerManager:
             ValueError: If server config type is not supported
         """
         # If no OAuth provider is provided, check if we have stored OAuth credentials
-        if oauth_provider is None and hasattr(server_config, "server_url"):
+        if oauth is None and hasattr(server_config, "server_url"):
             oauth_session = await self.get_oauth_session_by_server(server_config.server_url, actor)
             # Check if access token exists by attempting to decrypt it
             if oauth_session and await oauth_session.get_access_token_secret().get_plaintext_async():
-                # Create OAuth provider from stored credentials
-                from letta.services.mcp.oauth_utils import create_oauth_provider
-
-                oauth_provider = await create_oauth_provider(
+                # Create ServerSideOAuth from stored credentials
+                oauth = ServerSideOAuth(
+                    mcp_url=oauth_session.server_url,
                     session_id=oauth_session.id,
-                    server_url=oauth_session.server_url,
-                    redirect_uri=oauth_session.redirect_uri,
                     mcp_manager=self,
                     actor=actor,
+                    redirect_uri=oauth_session.redirect_uri,
                 )
 
         if server_config.type == MCPServerType.SSE:
             server_config = SSEServerConfig(**server_config.model_dump())
-            return AsyncSSEMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncFastMCPSSEClient(server_config=server_config, oauth=oauth, agent_id=agent_id)
         elif server_config.type == MCPServerType.STDIO:
             server_config = StdioServerConfig(**server_config.model_dump())
-            return AsyncStdioMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncStdioMCPClient(server_config=server_config, oauth_provider=None, agent_id=agent_id)
         elif server_config.type == MCPServerType.STREAMABLE_HTTP:
             server_config = StreamableHTTPServerConfig(**server_config.model_dump())
-            return AsyncStreamableHTTPMCPClient(server_config=server_config, oauth_provider=oauth_provider, agent_id=agent_id)
+            return AsyncFastMCPStreamableHTTPClient(server_config=server_config, oauth=oauth, agent_id=agent_id)
         else:
             raise ValueError(f"Unsupported server config type: {type(server_config)}")
 
@@ -1253,7 +1253,7 @@ class MCPServerManager:
         """
         import asyncio
 
-        from letta.services.mcp.oauth_utils import create_oauth_provider, oauth_stream_event
+        from letta.services.mcp.oauth_utils import oauth_stream_event
         from letta.services.mcp.types import OauthStreamEvent
 
         # OAuth required, yield state to client to prepare to handle authorization URL
@@ -1294,14 +1294,22 @@ class MCPServerManager:
             )
             raise HTTPException(status_code=400, detail="No redirect URI found")
 
-        # Create OAuth provider for the instance of the stream connection
-        oauth_provider = await create_oauth_provider(session_id, request.server_url, redirect_uri, self, actor, logo_uri=logo_uri)
+        # Create ServerSideOAuth for FastMCP client
+        oauth = ServerSideOAuth(
+            mcp_url=request.server_url,
+            session_id=session_id,
+            mcp_manager=self,
+            actor=actor,
+            redirect_uri=redirect_uri,
+            url_callback=None,  # URL is stored by redirect_handler
+            logo_uri=logo_uri,
+        )
 
         # Get authorization URL by triggering OAuth flow
         temp_client = None
         connect_task = None
         try:
-            temp_client = await self.get_mcp_client(request, actor, oauth_provider)
+            temp_client = await self.get_mcp_client(request, actor, oauth)
 
             # Run connect_to_server in background to avoid blocking
             # This will trigger the OAuth flow and the redirect_handler will save the authorization URL to database
diff --git a/pyproject.toml b/pyproject.toml
index d251d6c2..125cf55f 100644
--- a/pyproject.toml
+++ b/pyproject.toml
@@ -72,6 +72,7 @@ dependencies = [
     "google-genai>=1.52.0",
     "datadog>=0.49.1",
     "psutil>=5.9.0",
+    "fastmcp>=2.12.5",
     "ddtrace>=4.0.1",
 ]
 
diff --git a/uv.lock b/uv.lock
index f84b6671..9b0de174 100644
--- a/uv.lock
+++ b/uv.lock
@@ -351,6 +351,18 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/77/06/bb80f5f86020c4551da315d78b3ab75e8228f89f0162f2c3a819e407941a/attrs-25.3.0-py3-none-any.whl", hash = "sha256:427318ce031701fea540783410126f03899a97ffc6f61596ad581ac2e40e3bc3", size = 63815, upload-time = "2025-03-13T11:10:21.14Z" },
 ]
 
+[[package]]
+name = "authlib"
+version = "1.6.6"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "cryptography" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/bb/9b/b1661026ff24bc641b76b78c5222d614776b0c085bcfdac9bd15a1cb4b35/authlib-1.6.6.tar.gz", hash = "sha256:45770e8e056d0f283451d9996fbb59b70d45722b45d854d58f32878d0a40c38e", size = 164894, upload-time = "2025-12-12T08:01:41.464Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/54/51/321e821856452f7386c4e9df866f196720b1ad0c5ea1623ea7399969ae3b/authlib-1.6.6-py2.py3-none-any.whl", hash = "sha256:7d9e9bc535c13974313a87f53e8430eb6ea3d1cf6ae4f6efcd793f2e949143fd", size = 244005, upload-time = "2025-12-12T08:01:40.209Z" },
+]
+
 [[package]]
 name = "babel"
 version = "2.17.0"
@@ -848,6 +860,21 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/e7/05/c19819d5e3d95294a6f5947fb9b9629efb316b96de511b418c53d245aae6/cycler-0.12.1-py3-none-any.whl", hash = "sha256:85cef7cff222d8644161529808465972e51340599459b8ac3ccbac5a854e0d30", size = 8321, upload-time = "2023-10-07T05:32:16.783Z" },
 ]
 
+[[package]]
+name = "cyclopts"
+version = "4.4.0"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "attrs" },
+    { name = "docstring-parser" },
+    { name = "rich" },
+    { name = "rich-rst" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/da/3a/fd746469c7000ccaa75787e8ebd60dc77e4541576ca4ed241cd8b9e7e9ad/cyclopts-4.4.0.tar.gz", hash = "sha256:16764f5a807696b61da7d19626f34d261cdffe33345e87a194cf3286db2bd9cc", size = 158378, upload-time = "2025-12-16T14:03:09.799Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/07/18/5ca04dfda3e53b5d07b072033cc9f7bf10f93f78019366bff411433690d1/cyclopts-4.4.0-py3-none-any.whl", hash = "sha256:78ff95a5e52e738a1d0f01e5a3af48049c47748fa2c255f2629a4cef54dcf2b3", size = 195801, upload-time = "2025-12-16T14:03:07.916Z" },
+]
+
 [[package]]
 name = "dataclasses-json"
 version = "0.6.7"
@@ -1039,6 +1066,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/12/b3/231ffd4ab1fc9d679809f356cebee130ac7daa00d6d6f3206dd4fd137e9e/distro-1.9.0-py3-none-any.whl", hash = "sha256:7bffd925d65168f85027d8da9af6bddab658135b840670a223589bc0c8ef02b2", size = 20277, upload-time = "2023-12-24T09:54:30.421Z" },
 ]
 
+[[package]]
+name = "dnspython"
+version = "2.8.0"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/8c/8b/57666417c0f90f08bcafa776861060426765fdb422eb10212086fb811d26/dnspython-2.8.0.tar.gz", hash = "sha256:181d3c6996452cb1189c4046c61599b84a5a86e099562ffde77d26984ff26d0f", size = 368251, upload-time = "2025-09-07T18:58:00.022Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/ba/5a/18ad964b0086c6e62e2e7500f7edc89e3faa45033c71c1893d34eed2b2de/dnspython-2.8.0-py3-none-any.whl", hash = "sha256:01d9bbc4a2d76bf0db7c1f729812ded6d912bd318d3b1cf81d30c0f845dbf3af", size = 331094, upload-time = "2025-09-07T18:57:58.071Z" },
+]
+
 [[package]]
 name = "docker"
 version = "7.1.0"
@@ -1062,6 +1098,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/d5/7c/e9fcff7623954d86bdc17782036cbf715ecab1bec4847c008557affe1ca8/docstring_parser-0.16-py3-none-any.whl", hash = "sha256:bf0a1387354d3691d102edef7ec124f219ef639982d096e26e3b60aeffa90637", size = 36533, upload-time = "2024-03-15T10:39:41.527Z" },
 ]
 
+[[package]]
+name = "docutils"
+version = "0.22.4"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/ae/b6/03bb70946330e88ffec97aefd3ea75ba575cb2e762061e0e62a213befee8/docutils-0.22.4.tar.gz", hash = "sha256:4db53b1fde9abecbb74d91230d32ab626d94f6badfc575d6db9194a49df29968", size = 2291750, upload-time = "2025-12-18T19:00:26.443Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/02/10/5da547df7a391dcde17f59520a231527b8571e6f46fc8efb02ccb370ab12/docutils-0.22.4-py3-none-any.whl", hash = "sha256:d0013f540772d1420576855455d050a2180186c91c15779301ac2ccb3eeb68de", size = 633196, upload-time = "2025-12-18T19:00:18.077Z" },
+]
+
 [[package]]
 name = "e2b"
 version = "2.0.0"
@@ -1094,6 +1139,19 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/5e/f1/135acbaffe4b2e63addecfc2a6c2ecf9ea3e5394aa2a9a829e3eb6f2098d/e2b_code_interpreter-2.0.0-py3-none-any.whl", hash = "sha256:273642d4dd78f09327fb1553fe4f7ddcf17892b78f98236e038d29985e42dca5", size = 12939, upload-time = "2025-08-22T10:16:55.698Z" },
 ]
 
+[[package]]
+name = "email-validator"
+version = "2.3.0"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "dnspython" },
+    { name = "idna" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/f5/22/900cb125c76b7aaa450ce02fd727f452243f2e91a61af068b40adba60ea9/email_validator-2.3.0.tar.gz", hash = "sha256:9fc05c37f2f6cf439ff414f8fc46d917929974a82244c20eb10231ba60c54426", size = 51238, upload-time = "2025-08-26T13:09:06.831Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/de/15/545e2b6cf2e3be84bc1ed85613edd75b8aea69807a71c26f4ca6a9258e82/email_validator-2.3.0-py3-none-any.whl", hash = "sha256:80f13f623413e6b197ae73bb10bf4eb0908faf509ad8362c5edeb0be7fd450b4", size = 35604, upload-time = "2025-08-26T13:09:05.858Z" },
+]
+
 [[package]]
 name = "envier"
 version = "0.6.1"
@@ -1128,6 +1186,18 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/bb/9a/3503696c939aee273a55a20f434d1f61ea623ff12f09a612f0efed1087c7/exa_py-1.15.4-py3-none-any.whl", hash = "sha256:2c29e74f130a086e061bab10cb042f5c7894beb471eddb58dad8b2ed5e916cba", size = 55176, upload-time = "2025-08-29T02:40:49.695Z" },
 ]
 
+[[package]]
+name = "exceptiongroup"
+version = "1.3.1"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "typing-extensions", marker = "python_full_version < '3.13'" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/50/79/66800aadf48771f6b62f7eb014e352e5d06856655206165d775e675a02c9/exceptiongroup-1.3.1.tar.gz", hash = "sha256:8b412432c6055b0b7d14c310000ae93352ed6754f70fa8f7c34141f91c4e3219", size = 30371, upload-time = "2025-11-21T23:01:54.787Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/8a/0e/97c33bf5009bdbac74fd2beace167cab3f978feb69cc36f1ef79360d6c4e/exceptiongroup-1.3.1-py3-none-any.whl", hash = "sha256:a7a39a3bd276781e98394987d3a5701d0c4edffb633bb7a5144577f82c773598", size = 16740, upload-time = "2025-11-21T23:01:53.443Z" },
+]
+
 [[package]]
 name = "executing"
 version = "2.2.0"
@@ -1163,6 +1233,28 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/e5/47/d63c60f59a59467fda0f93f46335c9d18526d7071f025cb5b89d5353ea42/fastapi-0.116.1-py3-none-any.whl", hash = "sha256:c46ac7c312df840f0c9e220f7964bada936781bc4e2e6eb71f1c4d7553786565", size = 95631, upload-time = "2025-07-11T16:22:30.485Z" },
 ]
 
+[[package]]
+name = "fastmcp"
+version = "2.12.5"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
+    { name = "authlib" },
+    { name = "cyclopts" },
+    { name = "exceptiongroup" },
+    { name = "httpx" },
+    { name = "mcp" },
+    { name = "openapi-core" },
+    { name = "openapi-pydantic" },
+    { name = "pydantic", extra = ["email"] },
+    { name = "pyperclip" },
+    { name = "python-dotenv" },
+    { name = "rich" },
+]
+sdist = { url = "https://files.pythonhosted.org/packages/00/a6/e3b46cd3e228635e0064c2648788b6f66a53bf0d0ddbf5fb44cca951f908/fastmcp-2.12.5.tar.gz", hash = "sha256:2dfd02e255705a4afe43d26caddbc864563036e233dbc6870f389ee523b39a6a", size = 7190263, upload-time = "2025-10-17T13:24:58.896Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/d8/c1/9fb98c9649e15ea8cc691b4b09558b61dafb3dc0345f7322f8c4a8991ade/fastmcp-2.12.5-py3-none-any.whl", hash = "sha256:b1e542f9b83dbae7cecfdc9c73b062f77074785abda9f2306799116121344133", size = 329099, upload-time = "2025-10-17T13:24:57.518Z" },
+]
+
 [[package]]
 name = "filelock"
 version = "3.19.1"
@@ -1970,6 +2062,15 @@ wheels = [
     { url = "https://files.pythonhosted.org/packages/d9/33/1f075bf72b0b747cb3288d011319aaf64083cf2efef8354174e3ed4540e2/ipython_pygments_lexers-1.1.1-py3-none-any.whl", hash = "sha256:a9462224a505ade19a605f71f8fa63c2048833ce50abc86768a0d81d876dc81c", size = 8074, upload-time = "2025-01-17T11:24:33.271Z" },
 ]
 
+[[package]]
+name = "isodate"
+version = "0.7.2"
+source = { registry = "https://pypi.org/simple" }
+sdist = { url = "https://files.pythonhosted.org/packages/54/4d/e940025e2ce31a8ce1202635910747e5a87cc3a6a6bb2d00973375014749/isodate-0.7.2.tar.gz", hash = "sha256:4cd1aa0f43ca76f4a6c6c0292a85f40b35ec2e43e315b59f06e6d32171a953e6", size = 29705, upload-time = "2024-10-08T23:04:11.5Z" }
+wheels = [
+    { url = "https://files.pythonhosted.org/packages/15/aa/0aca39a37d3c7eb941ba736ede56d689e7be91cab5d9ca846bde3999eba6/isodate-0.7.2-py3-none-any.whl", hash = "sha256:28009937d8031054830160fce6d409ed342816b543597cece116d966c6d99e15", size = 22320, upload-time = "2024-10-08T23:04:09.501Z" },
+]
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+email = [
+    { name = "email-validator" },
+]
+
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+dependencies = [
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+[[package]]
+name = "rich-rst"
+version = "1.3.2"
+source = { registry = "https://pypi.org/simple" }
+dependencies = [
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+    { name = "rich" },
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