diff --git a/app/services/letter_sending_service.rb b/app/services/letter_sending_service.rb
index eeb180a257..b55d083bb8 100644
--- a/app/services/letter_sending_service.rb
+++ b/app/services/letter_sending_service.rb
@@ -17,6 +17,8 @@ def initialize(neighbour, letter_content, letter_type:, resend_reason: nil)
   def deliver!
     return if resend_reason.nil? && NeighbourLetter.find_by(neighbour:).present? && consultation_letter?
 
+    return if @local_authority.notify_error_status.present?
+
     letter_record = NeighbourLetter.new(neighbour:, text: letter_content, resend_reason:)
 
     ActiveRecord::Base.transaction do
@@ -39,6 +41,16 @@ def deliver!
     rescue Notifications::Client::RequestError => e
       letter_record.update!(status: "rejected", failure_reason: e.message)
       Appsignal.report_error(e)
+
+      case e.message
+      when /email_reply_to_id \S+ does not exist/, /email_reply_to_id is not a valid UUID/
+        @local_authority.update!(notify_error_status: "bad_email_reply_to_id")
+      when /Template not found/
+        @local_authority.update!(notify_error_status: "bad_letter_template_id")
+      when /Cannot send letters with a team api key/
+        @local_authority.update!(notify_error_status: "bad_letter_api_key")
+      end
+
       return
     end