diff --git a/app/controllers/api/v1/accounts/microsoft/authorizations_controller.rb b/app/controllers/api/v1/accounts/microsoft/authorizations_controller.rb
index a300b5f59..c65a3031d 100644
--- a/app/controllers/api/v1/accounts/microsoft/authorizations_controller.rb
+++ b/app/controllers/api/v1/accounts/microsoft/authorizations_controller.rb
@@ -6,8 +6,7 @@ class Api::V1::Accounts::Microsoft::AuthorizationsController < Api::V1::Accounts
       {
         redirect_uri: "#{base_url}/microsoft/callback",
         scope: scope,
-        state: state,
-        prompt: 'consent'
+        state: state
       }
     )
     if redirect_url
diff --git a/app/services/messages/webhook_content_normalizer.rb b/app/services/messages/webhook_content_normalizer.rb
index b45f83ad0..5fa66fe9c 100644
--- a/app/services/messages/webhook_content_normalizer.rb
+++ b/app/services/messages/webhook_content_normalizer.rb
@@ -1,10 +1,11 @@
 # Strips CommonMark hard line breaks from stored markdown source (backslash before newline).
 # ProseMirror / the dashboard editor emits this form so soft breaks survive as markdown;
 # webhook consumers expect plain newlines without a visible backslash (e.g. WhatsApp gateways).
+# Also strips trailing newlines introduced by TipTap/ProseMirror trailing paragraph nodes.
 class Messages::WebhookContentNormalizer
   def self.normalize(text)
     return text if text.blank?
 
-    text.gsub(/\\\r?\n/, "\n")
+    text.gsub(/\\\r?\n/, "\n").sub(/(\r?\n)+\z/, '')
   end
 end
diff --git a/app/services/whatsapp/incoming_message_base_service.rb b/app/services/whatsapp/incoming_message_base_service.rb
index 722ac3e4d..9e0720f74 100644
--- a/app/services/whatsapp/incoming_message_base_service.rb
+++ b/app/services/whatsapp/incoming_message_base_service.rb
@@ -147,7 +147,7 @@ class Whatsapp::IncomingMessageBaseService
 
   def attach_location
     location = messages_data.first['location']
-    location_name = location['name'] ? "#{location['name']}, #{location['address']}" : ''
+    location_name = (location['name'] ? "#{location['name']}, #{location['address']}" : '').first(255)
     @message.attachments.new(
       account_id: @message.account_id,
       file_type: file_content_type(message_type),
diff --git a/spec/controllers/api/v1/accounts/microsoft/authorization_controller_spec.rb b/spec/controllers/api/v1/accounts/microsoft/authorization_controller_spec.rb
index 60b05b36c..18a26a393 100644
--- a/spec/controllers/api/v1/accounts/microsoft/authorization_controller_spec.rb
+++ b/spec/controllers/api/v1/accounts/microsoft/authorization_controller_spec.rb
@@ -43,6 +43,7 @@ RSpec.describe 'Microsoft Authorization API', type: :request do
         ]
         expect(params['scope']).to eq(expected_scope)
         expect(params['redirect_uri']).to eq(["#{ENV.fetch('FRONTEND_URL', 'http://localhost:3000')}/microsoft/callback"])
+        expect(url).not_to match(/(?:\?|&)prompt=/)
 
         # Validate state parameter exists and can be decoded back to the account
         expect(params['state']).to be_present
diff --git a/spec/services/messages/webhook_content_normalizer_spec.rb b/spec/services/messages/webhook_content_normalizer_spec.rb
new file mode 100644
index 000000000..ca5023b9d
--- /dev/null
+++ b/spec/services/messages/webhook_content_normalizer_spec.rb
@@ -0,0 +1,41 @@
+require 'rails_helper'
+
+RSpec.describe Messages::WebhookContentNormalizer do
+  describe '.normalize' do
+    it 'returns nil unchanged' do
+      expect(described_class.normalize(nil)).to be_nil
+    end
+
+    it 'returns blank string unchanged' do
+      expect(described_class.normalize('')).to eq('')
+    end
+
+    it 'strips trailing newlines added by TipTap/ProseMirror' do
+      expect(described_class.normalize("hello\n\n\n")).to eq('hello')
+    end
+
+    it 'preserves intentional trailing spaces' do
+      expect(described_class.normalize("hello   \n\n")).to eq('hello   ')
+    end
+
+    it 'replaces CommonMark hard line breaks (backslash-newline) with plain newlines' do
+      expect(described_class.normalize("hello\\\nworld")).to eq("hello\nworld")
+    end
+
+    it 'replaces CommonMark hard line breaks with CRLF with plain newlines' do
+      expect(described_class.normalize("hello\\\r\nworld")).to eq("hello\nworld")
+    end
+
+    it 'preserves intentional internal newlines' do
+      expect(described_class.normalize("line one\nline two")).to eq("line one\nline two")
+    end
+
+    it 'strips trailing CRLF newlines without leaving dangling carriage returns' do
+      expect(described_class.normalize("hello\r\n\r\n")).to eq('hello')
+    end
+
+    it 'handles both hard line breaks and trailing newlines together' do
+      expect(described_class.normalize("hello\\\nworld\n\n\n")).to eq("hello\nworld")
+    end
+  end
+end
diff --git a/spec/services/whatsapp/incoming_message_service_spec.rb b/spec/services/whatsapp/incoming_message_service_spec.rb
index fe6b179c1..430aa1561 100644
--- a/spec/services/whatsapp/incoming_message_service_spec.rb
+++ b/spec/services/whatsapp/incoming_message_service_spec.rb
@@ -381,6 +381,32 @@ describe Whatsapp::IncomingMessageService do
         expect(location_attachment.coordinates_long).to eq(-122.3895553)
         expect(location_attachment.external_url).to eq('http://location_url.test')
       end
+
+      it 'truncates long fallback titles to avoid dropping location messages' do
+        long_place_name = [
+          'Gremi de Fusters, 33, Edificio VIP Asima, Piso 2, Local 2, Norte',
+          '07009 Poligon industrial de Son Castello, Illes Balears, Espana'
+        ].join(', ')
+        source_id = 'wamid.long-location-fallback-title'
+        params = {
+          'contacts' => [{ 'profile' => { 'name' => 'Sojan Jose' }, 'wa_id' => '2423423243' }],
+          'messages' => [{ 'from' => '2423423243', 'id' => source_id,
+                           'location' => { 'id' => 'b1c68f38-8734-4ad3-b4a1-ef0c10d683',
+                                           :address => long_place_name,
+                                           :latitude => 37.7893768,
+                                           :longitude => -122.3895553,
+                                           :name => long_place_name,
+                                           :url => 'http://location_url.test' },
+                           'timestamp' => '1633034394', 'type' => 'location' }]
+        }.with_indifferent_access
+
+        expect { described_class.new(inbox: whatsapp_channel.inbox, params: params).perform }
+          .to change { Message.where(source_id: source_id).count }.from(0).to(1)
+
+        location_attachment = Message.find_by!(source_id: source_id).attachments.first
+        expect(location_attachment.fallback_title).to eq("#{long_place_name}, #{long_place_name}".first(255))
+        expect(location_attachment.fallback_title.length).to eq(255)
+      end
     end
 
     context 'when valid contact message params' do