diff --git a/app/services/messages/markdown_renderer_service.rb b/app/services/messages/markdown_renderer_service.rb
index a90cfca06..00a731a6d 100644
--- a/app/services/messages/markdown_renderer_service.rb
+++ b/app/services/messages/markdown_renderer_service.rb
@@ -96,10 +96,10 @@ class Messages::MarkdownRendererService
     restore_multiple_newlines(result)
   end
 
-  # Preserve multiple consecutive newlines (3+) by replacing them with placeholders
-  # Standard markdown treats 2 newlines as paragraph break, we preserve 3+
+  # Preserve multiple consecutive newlines (2+) by replacing them with placeholders
+  # Standard markdown treats 2 newlines as paragraph break which collapses to 1 newline, we preserve 2+
   def preserve_multiple_newlines(content)
-    content.gsub(/\n{3,}/) do |match|
+    content.gsub(/\n{2,}/) do |match|
       "{{PRESERVE_#{match.length}_NEWLINES}}"
     end
   end
diff --git a/spec/controllers/linear/callbacks_controller_spec.rb b/spec/controllers/linear/callbacks_controller_spec.rb
index b3245fbc5..66018776c 100644
--- a/spec/controllers/linear/callbacks_controller_spec.rb
+++ b/spec/controllers/linear/callbacks_controller_spec.rb
@@ -3,7 +3,8 @@ require 'rails_helper'
 RSpec.describe Linear::CallbacksController, type: :request do
   let(:account) { create(:account) }
   let(:code) { SecureRandom.hex(10) }
-  let(:state) { SecureRandom.hex(10) }
+  let(:client_secret) { 'test_linear_secret' }
+  let(:state) { JWT.encode({ sub: account.id, iat: Time.current.to_i }, client_secret, 'HS256') }
   let(:linear_redirect_uri) { "#{ENV.fetch('FRONTEND_URL', '')}/app/accounts/#{account.id}/settings/integrations/linear" }
 
   describe 'GET /linear/callback' do
@@ -19,10 +20,9 @@ RSpec.describe Linear::CallbacksController, type: :request do
 
     before do
       stub_const('ENV', ENV.to_hash.merge('FRONTEND_URL' => 'http://www.example.com'))
-
-      controller = described_class.new
-      allow(controller).to receive(:verify_linear_token).with(state).and_return(account.id)
-      allow(described_class).to receive(:new).and_return(controller)
+      allow(GlobalConfigService).to receive(:load).and_call_original
+      allow(GlobalConfigService).to receive(:load).with('LINEAR_CLIENT_SECRET', nil).and_return(client_secret)
+      allow(GlobalConfigService).to receive(:load).with('LINEAR_CLIENT_ID', nil).and_return('test_client_id')
     end
 
     context 'when successful' do
diff --git a/spec/models/user_spec.rb b/spec/models/user_spec.rb
index 213988a0d..d263708af 100644
--- a/spec/models/user_spec.rb
+++ b/spec/models/user_spec.rb
@@ -14,7 +14,7 @@ RSpec.describe User do
   context 'with associations' do
     it { is_expected.to have_many(:accounts).through(:account_users) }
     it { is_expected.to have_many(:account_users) }
-    it { is_expected.to have_many(:assigned_conversations).class_name('Conversation').dependent(:nullify) }
+    it { is_expected.to have_many(:assigned_conversations).dependent(:nullify) }
     it { is_expected.to have_many(:inbox_members).dependent(:destroy_async) }
     it { is_expected.to have_many(:notification_settings).dependent(:destroy_async) }
     it { is_expected.to have_many(:messages) }
diff --git a/spec/services/messages/markdown_renderer_service_spec.rb b/spec/services/messages/markdown_renderer_service_spec.rb
index 89210dc0e..5b8e02e2f 100644
--- a/spec/services/messages/markdown_renderer_service_spec.rb
+++ b/spec/services/messages/markdown_renderer_service_spec.rb
@@ -241,10 +241,37 @@ RSpec.describe Messages::MarkdownRendererService, type: :service do
         expect(result).to include('<a href="https://example.com">link text</a>')
       end
 
-      it 'preserves newlines' do
+      it 'preserves single newlines' do
         content = "line 1\nline 2"
         result = described_class.new(content, channel_type).render
         expect(result).to include("\n")
+        expect(result).to include("line 1\nline 2")
+      end
+
+      it 'preserves double newlines (paragraph breaks)' do
+        content = "para 1\n\npara 2"
+        result = described_class.new(content, channel_type).render
+        expect(result.scan("\n").count).to eq(2)
+        expect(result).to include("para 1\n\npara 2")
+      end
+
+      it 'preserves multiple consecutive newlines' do
+        content = "para 1\n\n\n\npara 2"
+        result = described_class.new(content, channel_type).render
+        expect(result.scan("\n").count).to eq(4)
+        expect(result).to include("para 1\n\n\n\npara 2")
+      end
+
+      it 'preserves newlines with varying amounts of whitespace between them' do
+        # Test with 1 space, 3 spaces, 5 spaces, and tabs to ensure it handles any amount of whitespace
+        content = "hello\n \n   \n     \n\t\nworld"
+        result = described_class.new(content, channel_type).render
+        # Whitespace-only lines are normalized, so we should have at least 5 newlines preserved
+        expect(result.scan("\n").count).to be >= 5
+        expect(result).to include('hello')
+        expect(result).to include('world')
+        # Should not collapse to just 1-2 newlines
+        expect(result.scan("\n").count).to be > 3
       end
 
       it 'converts strikethrough to HTML' do