diff --git a/app/models/concerns/reauthorizable.rb b/app/models/concerns/reauthorizable.rb
index 7a09f6436..0845c181b 100644
--- a/app/models/concerns/reauthorizable.rb
+++ b/app/models/concerns/reauthorizable.rb
@@ -49,6 +49,8 @@ module Reauthorizable
       AdministratorNotifications::IntegrationsNotificationMailer.with(account: account).slack_disconnect.deliver_later
     elsif dialogflow?
       AdministratorNotifications::IntegrationsNotificationMailer.with(account: account).dialogflow_disconnect.deliver_later
+    elsif openai?
+      AdministratorNotifications::IntegrationsNotificationMailer.with(account: account).openai_disconnect.deliver_later
     end
   end
 
diff --git a/app/models/integrations/hook.rb b/app/models/integrations/hook.rb
index 97d3f91ae..913e06112 100644
--- a/app/models/integrations/hook.rb
+++ b/app/models/integrations/hook.rb
@@ -60,6 +60,10 @@ class Integrations::Hook < ApplicationRecord
     app_id == 'notion'
   end
 
+  def openai?
+    app_id == 'openai'
+  end
+
   def disable
     update(status: 'disabled')
   end
diff --git a/app/views/api/v1/models/_hook.json.jbuilder b/app/views/api/v1/models/_hook.json.jbuilder
index 5df214ac8..4c4bf447e 100644
--- a/app/views/api/v1/models/_hook.json.jbuilder
+++ b/app/views/api/v1/models/_hook.json.jbuilder
@@ -4,6 +4,7 @@ json.status resource.enabled?
 json.inbox resource.inbox&.slice(:id, :name)
 json.account_id resource.account_id
 json.hook_type resource.hook_type
+json.reauthorization_required resource.reauthorization_required?
 
 json.settings resource.settings if Current.account_user&.administrator?
 json.reference_id resource.reference_id if Current.account_user&.administrator?
diff --git a/lib/integrations/llm_base_service.rb b/lib/integrations/llm_base_service.rb
index ca9459fc8..bc34ffb17 100644
--- a/lib/integrations/llm_base_service.rb
+++ b/lib/integrations/llm_base_service.rb
@@ -96,6 +96,9 @@ class Integrations::LlmBaseService
     end
   end
 
+  RATE_LIMIT_ERRORS = [RubyLLM::RateLimitError].freeze
+  AUTH_ERRORS = [RubyLLM::UnauthorizedError, RubyLLM::PaymentRequiredError, RubyLLM::ForbiddenError].freeze
+
   def execute_ruby_llm_request(parsed_body)
     messages = parsed_body['messages']
     model = parsed_body['model']
@@ -104,11 +107,26 @@ class Integrations::LlmBaseService
       chat = context.chat(model: model)
       setup_chat_with_messages(chat, messages)
     end
+  rescue *RATE_LIMIT_ERRORS => e
+    handle_rate_limit_error(e, messages)
+  rescue *AUTH_ERRORS => e
+    handle_auth_error(e, messages)
   rescue StandardError => e
     ChatwootExceptionTracker.new(e, account: hook.account).capture_exception
     build_error_response_from_exception(e, messages)
   end
 
+  def handle_rate_limit_error(error, messages)
+    Rails.logger.warn "[LLM] Rate limit error for hook #{hook.id}: #{error.message}"
+    build_error_response_from_exception(error, messages, error_type: 'rate_limit')
+  end
+
+  def handle_auth_error(error, messages)
+    Rails.logger.warn "[LLM] Auth error for hook #{hook.id}: #{error.class} - #{error.message}"
+    hook.authorization_error!
+    build_error_response_from_exception(error, messages, error_type: 'auth')
+  end
+
   def setup_chat_with_messages(chat, messages)
     apply_system_instructions(chat, messages)
     response = send_conversation_messages(chat, messages)
@@ -163,7 +181,9 @@ class Integrations::LlmBaseService
     }
   end
 
-  def build_error_response_from_exception(error, messages)
-    { error: error.message, request_messages: messages }
+  def build_error_response_from_exception(error, messages, error_type: nil)
+    response = { error: error.message, request_messages: messages }
+    response[:error_type] = error_type if error_type
+    response
   end
 end