diff --git a/app/builders/email/base_builder.rb b/app/builders/email/base_builder.rb
index 731b1b0f5..6f79d6018 100644
--- a/app/builders/email/base_builder.rb
+++ b/app/builders/email/base_builder.rb
@@ -1,4 +1,6 @@
 class Email::BaseBuilder
+  include EmailAddressParseable
+
   pattr_initialize [:inbox!]
 
   private
@@ -47,8 +49,4 @@ class Email::BaseBuilder
     # can save it in the format "Name <email@domain.com>"
     parse_email(account.support_email)
   end
-
-  def parse_email(email_string)
-    Mail::Address.new(email_string).address
-  end
 end
diff --git a/app/javascript/dashboard/composables/spec/useAutomation.spec.js b/app/javascript/dashboard/composables/spec/useAutomation.spec.js
index 6cce15996..2e07f1671 100644
--- a/app/javascript/dashboard/composables/spec/useAutomation.spec.js
+++ b/app/javascript/dashboard/composables/spec/useAutomation.spec.js
@@ -8,6 +8,7 @@ import {
   agents,
   teams,
   labels,
+  booleanFilterOptions,
   statusFilterOptions,
   messageTypeOptions,
   priorityOptions,
@@ -73,6 +74,8 @@ describe('useAutomation', () => {
           return countries;
         case 'message_type':
           return messageTypeOptions;
+        case 'private_note':
+          return booleanFilterOptions;
         case 'priority':
           return priorityOptions;
         default:
@@ -226,6 +229,9 @@ describe('useAutomation', () => {
     expect(getConditionDropdownValues('message_type')).toEqual(
       messageTypeOptions
     );
+    expect(getConditionDropdownValues('private_note')).toEqual(
+      booleanFilterOptions
+    );
     expect(getConditionDropdownValues('priority')).toEqual(priorityOptions);
   });
 
diff --git a/app/javascript/dashboard/composables/spec/useEditableAutomation.spec.js b/app/javascript/dashboard/composables/spec/useEditableAutomation.spec.js
new file mode 100644
index 000000000..c6177e9a2
--- /dev/null
+++ b/app/javascript/dashboard/composables/spec/useEditableAutomation.spec.js
@@ -0,0 +1,54 @@
+import { useEditableAutomation } from '../useEditableAutomation';
+import useAutomationValues from '../useAutomationValues';
+
+vi.mock('../useAutomationValues');
+
+describe('useEditableAutomation', () => {
+  beforeEach(() => {
+    useAutomationValues.mockReturnValue({
+      getConditionDropdownValues: vi.fn(attributeKey => {
+        if (attributeKey === 'private_note') {
+          return [
+            { id: true, name: 'True' },
+            { id: false, name: 'False' },
+          ];
+        }
+
+        return [];
+      }),
+      getActionDropdownValues: vi.fn(),
+    });
+  });
+
+  it('rehydrates boolean conditions as a single selected option', () => {
+    const automation = {
+      event_name: 'message_created',
+      conditions: [
+        {
+          attribute_key: 'private_note',
+          filter_operator: 'equal_to',
+          values: [false],
+          query_operator: null,
+        },
+      ],
+      actions: [],
+    };
+    const automationTypes = {
+      message_created: {
+        conditions: [{ key: 'private_note', inputType: 'search_select' }],
+      },
+    };
+
+    const { formatAutomation } = useEditableAutomation();
+    const result = formatAutomation(automation, [], automationTypes, []);
+
+    expect(result.conditions).toEqual([
+      {
+        attribute_key: 'private_note',
+        filter_operator: 'equal_to',
+        values: { id: false, name: 'False' },
+        query_operator: 'and',
+      },
+    ]);
+  });
+});
diff --git a/app/javascript/dashboard/composables/useEditableAutomation.js b/app/javascript/dashboard/composables/useEditableAutomation.js
index 8b9041a8f..3f4e65b3c 100644
--- a/app/javascript/dashboard/composables/useEditableAutomation.js
+++ b/app/javascript/dashboard/composables/useEditableAutomation.js
@@ -46,11 +46,26 @@ export function useEditableAutomation() {
       if (inputType === 'comma_separated_plain_text') {
         return { ...condition, values: condition.values.join(',') };
       }
+      const dropdownValues = getConditionDropdownValues(
+        condition.attribute_key
+      );
+      const hasBooleanOptions =
+        inputType === 'search_select' &&
+        dropdownValues.length &&
+        dropdownValues.every(item => typeof item.id === 'boolean');
+
+      if (hasBooleanOptions) {
+        return {
+          ...condition,
+          query_operator: condition.query_operator || 'and',
+          values: dropdownValues.find(item => item.id === condition.values[0]),
+        };
+      }
       return {
         ...condition,
         query_operator: condition.query_operator || 'and',
-        values: [...getConditionDropdownValues(condition.attribute_key)].filter(
-          item => [...condition.values].includes(item.id)
+        values: [...dropdownValues].filter(item =>
+          [...condition.values].includes(item.id)
         ),
       };
     });
diff --git a/app/javascript/dashboard/helper/automationHelper.js b/app/javascript/dashboard/helper/automationHelper.js
index fa6120c16..8aed8dcda 100644
--- a/app/javascript/dashboard/helper/automationHelper.js
+++ b/app/javascript/dashboard/helper/automationHelper.js
@@ -150,6 +150,7 @@ export const getConditionOptions = ({
     conversation_language: languages,
     country_code: countries,
     message_type: messageTypeOptions,
+    private_note: booleanFilterOptions,
     priority: priorityOptions,
     labels: generateConditionOptions(labels, 'title'),
   };
diff --git a/app/javascript/dashboard/helper/specs/automationHelper.spec.js b/app/javascript/dashboard/helper/specs/automationHelper.spec.js
index 10088963a..033481a0b 100644
--- a/app/javascript/dashboard/helper/specs/automationHelper.spec.js
+++ b/app/javascript/dashboard/helper/specs/automationHelper.spec.js
@@ -178,6 +178,21 @@ describe('getConditionOptions', () => {
       })
     ).toEqual(testOptions);
   });
+
+  it('returns boolean options for private_note', () => {
+    const booleanOptions = [
+      { id: true, name: 'True' },
+      { id: false, name: 'False' },
+    ];
+
+    expect(
+      helpers.getConditionOptions({
+        booleanFilterOptions: booleanOptions,
+        customAttributes,
+        type: 'private_note',
+      })
+    ).toEqual(booleanOptions);
+  });
 });
 
 describe('getFileName', () => {
diff --git a/app/javascript/dashboard/i18n/locale/en/automation.json b/app/javascript/dashboard/i18n/locale/en/automation.json
index 22a9735f4..d338fa9a2 100644
--- a/app/javascript/dashboard/i18n/locale/en/automation.json
+++ b/app/javascript/dashboard/i18n/locale/en/automation.json
@@ -169,6 +169,7 @@
     },
     "ATTRIBUTES": {
       "MESSAGE_TYPE": "Message Type",
+      "PRIVATE_NOTE": "Private Note",
       "MESSAGE_CONTAINS": "Message Contains",
       "EMAIL": "Email",
       "INBOX": "Inbox",
diff --git a/app/javascript/dashboard/routes/dashboard/settings/automation/constants.js b/app/javascript/dashboard/routes/dashboard/settings/automation/constants.js
index 3acca3e2e..24947c63b 100644
--- a/app/javascript/dashboard/routes/dashboard/settings/automation/constants.js
+++ b/app/javascript/dashboard/routes/dashboard/settings/automation/constants.js
@@ -14,6 +14,12 @@ export const AUTOMATIONS = {
         inputType: 'search_select',
         filterOperators: OPERATOR_TYPES_1,
       },
+      {
+        key: 'private_note',
+        name: 'PRIVATE_NOTE',
+        inputType: 'search_select',
+        filterOperators: OPERATOR_TYPES_1,
+      },
       {
         key: 'content',
         name: 'MESSAGE_CONTAINS',
diff --git a/app/mailers/conversation_reply_mailer.rb b/app/mailers/conversation_reply_mailer.rb
index 220531221..d9e6ec8e0 100644
--- a/app/mailers/conversation_reply_mailer.rb
+++ b/app/mailers/conversation_reply_mailer.rb
@@ -5,6 +5,7 @@ class ConversationReplyMailer < ApplicationMailer
 
   include ConversationReplyMailerHelper
   include ReferencesHeaderBuilder
+  include EmailAddressParseable
   default from: ENV.fetch('MAILER_SENDER_EMAIL', 'Chatwoot <accounts@chatwoot.com>')
   layout :choose_layout
 
@@ -139,10 +140,6 @@ class ConversationReplyMailer < ApplicationMailer
     sender_name(@channel.email)
   end
 
-  def parse_email(email_string)
-    Mail::Address.new(email_string).address
-  end
-
   def inbox_from_email_address
     return @inbox.email_address if @inbox.email_address
 
diff --git a/app/models/account.rb b/app/models/account.rb
index 06f47636e..181081aad 100644
--- a/app/models/account.rb
+++ b/app/models/account.rb
@@ -30,50 +30,7 @@ class Account < ApplicationRecord
   include CacheKeys
   include CaptainFeaturable
   include AccountEmailRateLimitable
-
-  SETTINGS_PARAMS_SCHEMA = {
-    'type': 'object',
-    'properties':
-      {
-        'auto_resolve_after': { 'type': %w[integer null], 'minimum': 10, 'maximum': 1_439_856 },
-        'auto_resolve_message': { 'type': %w[string null] },
-        'auto_resolve_ignore_waiting': { 'type': %w[boolean null] },
-        'audio_transcriptions': { 'type': %w[boolean null] },
-        'auto_resolve_label': { 'type': %w[string null] },
-        'keep_pending_on_bot_failure': { 'type': %w[boolean null] },
-        'captain_auto_resolve_mode': { 'type': %w[string null], 'enum': ['evaluated', 'legacy', 'disabled', nil] },
-        'conversation_required_attributes': {
-          'type': %w[array null],
-          'items': { 'type': 'string' }
-        },
-        'captain_models': {
-          'type': %w[object null],
-          'properties': {
-            'editor': { 'type': %w[string null] },
-            'assistant': { 'type': %w[string null] },
-            'copilot': { 'type': %w[string null] },
-            'label_suggestion': { 'type': %w[string null] },
-            'audio_transcription': { 'type': %w[string null] },
-            'help_center_search': { 'type': %w[string null] }
-          },
-          'additionalProperties': false
-        },
-        'captain_features': {
-          'type': %w[object null],
-          'properties': {
-            'editor': { 'type': %w[boolean null] },
-            'assistant': { 'type': %w[boolean null] },
-            'copilot': { 'type': %w[boolean null] },
-            'label_suggestion': { 'type': %w[boolean null] },
-            'audio_transcription': { 'type': %w[boolean null] },
-            'help_center_search': { 'type': %w[boolean null] }
-          },
-          'additionalProperties': false
-        }
-      },
-    'required': [],
-    'additionalProperties': true
-  }.to_json.freeze
+  include AccountSettingsSchema
 
   DEFAULT_QUERY_SETTING = {
     flag_query_mode: :bit_operator,
@@ -86,6 +43,7 @@ class Account < ApplicationRecord
                  schema: SETTINGS_PARAMS_SCHEMA,
                  attribute_resolver: ->(record) { record.settings }
   validate :validate_reporting_timezone
+  validate :validate_support_email_format, if: :will_save_change_to_support_email?
 
   store_accessor :settings, :auto_resolve_after, :auto_resolve_message, :auto_resolve_ignore_waiting
 
@@ -223,6 +181,16 @@ class Account < ApplicationRecord
     errors.add(:reporting_timezone, I18n.t('errors.account.reporting_timezone.invalid'))
   end
 
+  def validate_support_email_format
+    value = attributes['support_email']
+    return if value.blank?
+
+    parsed = Mail::Address.new(value).address
+    errors.add(:support_email, I18n.t('errors.account.support_email.invalid')) if parsed.blank?
+  rescue Mail::Field::ParseError, Mail::Field::IncompleteParseError
+    errors.add(:support_email, I18n.t('errors.account.support_email.invalid'))
+  end
+
   def remove_account_sequences
     ActiveRecord::Base.connection.exec_query("drop sequence IF EXISTS camp_dpid_seq_#{id}")
     ActiveRecord::Base.connection.exec_query("drop sequence IF EXISTS conv_dpid_seq_#{id}")
diff --git a/app/models/automation_rule.rb b/app/models/automation_rule.rb
index 8162abb91..3ab23530d 100644
--- a/app/models/automation_rule.rb
+++ b/app/models/automation_rule.rb
@@ -36,7 +36,7 @@ class AutomationRule < ApplicationRecord
 
   def conditions_attributes
     %w[content email country_code status message_type browser_language assignee_id team_id referer city company inbox_id
-       mail_subject phone_number priority conversation_language labels]
+       mail_subject phone_number priority conversation_language labels private_note]
   end
 
   def actions_attributes
diff --git a/app/models/concerns/account_settings_schema.rb b/app/models/concerns/account_settings_schema.rb
new file mode 100644
index 000000000..52e1c2811
--- /dev/null
+++ b/app/models/concerns/account_settings_schema.rb
@@ -0,0 +1,47 @@
+module AccountSettingsSchema
+  extend ActiveSupport::Concern
+
+  SETTINGS_PARAMS_SCHEMA = {
+    'type': 'object',
+    'properties':
+      {
+        'auto_resolve_after': { 'type': %w[integer null], 'minimum': 10, 'maximum': 1_439_856 },
+        'auto_resolve_message': { 'type': %w[string null] },
+        'auto_resolve_ignore_waiting': { 'type': %w[boolean null] },
+        'audio_transcriptions': { 'type': %w[boolean null] },
+        'auto_resolve_label': { 'type': %w[string null] },
+        'keep_pending_on_bot_failure': { 'type': %w[boolean null] },
+        'captain_auto_resolve_mode': { 'type': %w[string null], 'enum': ['evaluated', 'legacy', 'disabled', nil] },
+        'conversation_required_attributes': {
+          'type': %w[array null],
+          'items': { 'type': 'string' }
+        },
+        'captain_models': {
+          'type': %w[object null],
+          'properties': {
+            'editor': { 'type': %w[string null] },
+            'assistant': { 'type': %w[string null] },
+            'copilot': { 'type': %w[string null] },
+            'label_suggestion': { 'type': %w[string null] },
+            'audio_transcription': { 'type': %w[string null] },
+            'help_center_search': { 'type': %w[string null] }
+          },
+          'additionalProperties': false
+        },
+        'captain_features': {
+          'type': %w[object null],
+          'properties': {
+            'editor': { 'type': %w[boolean null] },
+            'assistant': { 'type': %w[boolean null] },
+            'copilot': { 'type': %w[boolean null] },
+            'label_suggestion': { 'type': %w[boolean null] },
+            'audio_transcription': { 'type': %w[boolean null] },
+            'help_center_search': { 'type': %w[boolean null] }
+          },
+          'additionalProperties': false
+        }
+      },
+    'required': [],
+    'additionalProperties': true
+  }.to_json.freeze
+end
diff --git a/app/models/concerns/email_address_parseable.rb b/app/models/concerns/email_address_parseable.rb
new file mode 100644
index 000000000..7cca4a577
--- /dev/null
+++ b/app/models/concerns/email_address_parseable.rb
@@ -0,0 +1,15 @@
+module EmailAddressParseable
+  extend ActiveSupport::Concern
+
+  private
+
+  def parse_email(email_string)
+    Mail::Address.new(email_string).address.presence || default_sender_email_address
+  rescue Mail::Field::ParseError, Mail::Field::IncompleteParseError
+    default_sender_email_address
+  end
+
+  def default_sender_email_address
+    Mail::Address.new(ENV.fetch('MAILER_SENDER_EMAIL', 'accounts@chatwoot.com')).address
+  end
+end
diff --git a/app/services/automation_rules/conditions_filter_service.rb b/app/services/automation_rules/conditions_filter_service.rb
index 993ed21c9..862faceac 100644
--- a/app/services/automation_rules/conditions_filter_service.rb
+++ b/app/services/automation_rules/conditions_filter_service.rb
@@ -113,6 +113,7 @@ class AutomationRules::ConditionsFilterService < FilterService
     query_operator = query_hash['query_operator']
 
     attribute_key = 'processed_message_content' if attribute_key == 'content'
+    attribute_key = 'private' if attribute_key == 'private_note'
 
     filter_operator_value = filter_operation(query_hash, current_index)
 
diff --git a/config/locales/en.yml b/config/locales/en.yml
index 1cb3c4d12..057f41b81 100644
--- a/config/locales/en.yml
+++ b/config/locales/en.yml
@@ -51,6 +51,8 @@ en:
     account:
       reporting_timezone:
         invalid: is not a valid timezone
+      support_email:
+        invalid: is not a valid email address
     validations:
       presence: must not be blank
     webhook:
diff --git a/enterprise/app/models/enterprise/account/plan_usage_and_limits.rb b/enterprise/app/models/enterprise/account/plan_usage_and_limits.rb
index 705097030..0937c7b82 100644
--- a/enterprise/app/models/enterprise/account/plan_usage_and_limits.rb
+++ b/enterprise/app/models/enterprise/account/plan_usage_and_limits.rb
@@ -16,20 +16,15 @@ module Enterprise::Account::PlanUsageAndLimits # rubocop:disable Metrics/ModuleL
   end
 
   def increment_response_usage
-    current_usage = custom_attributes[CAPTAIN_RESPONSES_USAGE].to_i || 0
-    custom_attributes[CAPTAIN_RESPONSES_USAGE] = current_usage + 1
-    save
+    increment_custom_attribute(CAPTAIN_RESPONSES_USAGE)
   end
 
   def reset_response_usage
-    custom_attributes[CAPTAIN_RESPONSES_USAGE] = 0
-    save
+    update_custom_attribute(CAPTAIN_RESPONSES_USAGE, 0)
   end
 
   def update_document_usage
-    # this will ensure that the document count is always accurate
-    custom_attributes[CAPTAIN_DOCUMENTS_USAGE] = captain_documents.count
-    save
+    update_custom_attribute(CAPTAIN_DOCUMENTS_USAGE, captain_documents.count)
   end
 
   def email_transcript_enabled?
@@ -130,6 +125,27 @@ module Enterprise::Account::PlanUsageAndLimits # rubocop:disable Metrics/ModuleL
     ChatwootApp.max_limit
   end
 
+  # Atomic jsonb_set to avoid clobbering concurrent writes to other custom_attributes keys.
+  # Goes through Account relation (rather than raw connection) so shard routing is respected.
+  # rubocop:disable Rails/SkipsModelValidations
+  def update_custom_attribute(key, value)
+    Account.where(id: id).update_all([
+                                       "custom_attributes = jsonb_set(COALESCE(custom_attributes, '{}'), ARRAY[:key], :value::jsonb)",
+                                       { key: key, value: value.to_json }
+                                     ])
+    custom_attributes[key] = value
+  end
+
+  def increment_custom_attribute(key)
+    Account.where(id: id).update_all([
+                                       "custom_attributes = jsonb_set(COALESCE(custom_attributes, '{}'), ARRAY[:key], " \
+                                       '(COALESCE((custom_attributes ->> :key)::int, 0) + 1)::text::jsonb)',
+                                       { key: key }
+                                     ])
+    custom_attributes[key] = custom_attributes[key].to_i + 1
+  end
+  # rubocop:enable Rails/SkipsModelValidations
+
   def validate_limit_keys
     errors.add(:limits, ': Invalid data') unless self[:limits].is_a? Hash
     self[:limits] = {} if self[:limits].blank?
diff --git a/lib/filters/filter_keys.yml b/lib/filters/filter_keys.yml
index bfaf39325..8711239cc 100644
--- a/lib/filters/filter_keys.yml
+++ b/lib/filters/filter_keys.yml
@@ -214,6 +214,12 @@ messages:
     filter_operators:
       - "equal_to"
       - "not_equal_to"
+  private_note:
+    attribute_type: "standard"
+    data_type: "boolean"
+    filter_operators:
+      - "equal_to"
+      - "not_equal_to"
   content:
     attribute_type: "standard"
     data_type: "text"
diff --git a/spec/enterprise/services/enterprise/billing/handle_stripe_event_service_spec.rb b/spec/enterprise/services/enterprise/billing/handle_stripe_event_service_spec.rb
index 0f8ce1494..f9b550ef8 100644
--- a/spec/enterprise/services/enterprise/billing/handle_stripe_event_service_spec.rb
+++ b/spec/enterprise/services/enterprise/billing/handle_stripe_event_service_spec.rb
@@ -83,6 +83,37 @@ describe Enterprise::Billing::HandleStripeEventService do
     end
   end
 
+  describe 'subscription quantity update' do
+    before do
+      allow(subscription).to receive(:[]).with('plan')
+                                         .and_return({ 'id' => 'price_startups', 'product' => 'plan_id_startups', 'name' => 'Startups' })
+    end
+
+    it 'updates subscribed_quantity' do
+      allow(subscription).to receive(:[]).with('quantity').and_return(6)
+
+      stripe_event_service.new.perform(event: event)
+
+      expect(account.reload.custom_attributes['subscribed_quantity']).to eq(6)
+    end
+
+    it 'persists quantity even when increment_response_usage runs concurrently' do
+      allow(subscription).to receive(:[]).with('quantity').and_return(6)
+      account.update!(custom_attributes: account.custom_attributes.merge('captain_responses_usage' => 100))
+
+      # Simulate: webhook updates quantity, then a concurrent increment_response_usage writes usage
+      stripe_event_service.new.perform(event: event)
+      account.reload
+
+      # Simulate concurrent increment_response_usage (atomic jsonb_set, not full hash overwrite)
+      account.increment_response_usage
+
+      # Quantity must survive the concurrent usage update
+      expect(account.reload.custom_attributes['subscribed_quantity']).to eq(6)
+      expect(account.reload.custom_attributes['captain_responses_usage']).to eq(101)
+    end
+  end
+
   describe 'subscription deletion handling' do
     it 'calls CreateStripeCustomerService on subscription deletion' do
       allow(event).to receive(:type).and_return('customer.subscription.deleted')
diff --git a/spec/listeners/automation_rule_listener_spec.rb b/spec/listeners/automation_rule_listener_spec.rb
index 57a096a10..08085da7a 100644
--- a/spec/listeners/automation_rule_listener_spec.rb
+++ b/spec/listeners/automation_rule_listener_spec.rb
@@ -220,6 +220,15 @@ describe AutomationRuleListener do
         expect(AutomationRules::ActionService).not_to have_received(:new)
       end
 
+      it 'calls AutomationRules::ActionService if message is a private note' do
+        message.update!(private: true)
+        allow(condition_match).to receive(:present?).and_return(true)
+
+        listener.message_created(event)
+
+        expect(AutomationRules::ActionService).to have_received(:new).with(automation_rule, account, conversation)
+      end
+
       it 'does not call AutomationRules::ActionService if conditions do not match based on content' do
         message.update!(processed_message_content: 'hi', content: "hi\n\nhello")
         allow(condition_match).to receive(:present?).and_return(false)
diff --git a/spec/models/account_spec.rb b/spec/models/account_spec.rb
index e010a3123..76dbbcba2 100644
--- a/spec/models/account_spec.rb
+++ b/spec/models/account_spec.rb
@@ -256,6 +256,29 @@ RSpec.describe Account do
       end
     end
 
+    context 'when support_email is set' do
+      it 'allows a plain email address' do
+        account.support_email = 'support@example.com'
+        expect(account).to be_valid
+      end
+
+      it 'allows display-name format' do
+        account.support_email = 'Support Team <support@example.com>'
+        expect(account).to be_valid
+      end
+
+      it 'allows blank values' do
+        account.support_email = ''
+        expect(account).to be_valid
+      end
+
+      it 'rejects malformed strings with no email part' do
+        account.support_email = 'Smith Smith'
+        expect(account).not_to be_valid
+        expect(account.errors[:support_email]).to include(I18n.t('errors.account.support_email.invalid'))
+      end
+    end
+
     context 'when reporting_timezone is set' do
       it 'allows valid timezone names' do
         account.reporting_timezone = 'America/New_York'
diff --git a/spec/models/automation_rule_spec.rb b/spec/models/automation_rule_spec.rb
index 91452b8a4..cd6297713 100644
--- a/spec/models/automation_rule_spec.rb
+++ b/spec/models/automation_rule_spec.rb
@@ -86,6 +86,19 @@ RSpec.describe AutomationRule do
       rule = FactoryBot.build(:automation_rule, params)
       expect(rule.valid?).to be true
     end
+
+    it 'allows private_note as a valid condition attribute' do
+      params[:conditions] = [
+        {
+          attribute_key: 'private_note',
+          filter_operator: 'equal_to',
+          values: [true],
+          query_operator: nil
+        }
+      ]
+      rule = FactoryBot.build(:automation_rule, params)
+      expect(rule.valid?).to be true
+    end
   end
 
   describe 'reauthorizable' do
diff --git a/spec/services/automation_rules/condition_validation_service_spec.rb b/spec/services/automation_rules/condition_validation_service_spec.rb
index 36387754a..1f65fb475 100644
--- a/spec/services/automation_rules/condition_validation_service_spec.rb
+++ b/spec/services/automation_rules/condition_validation_service_spec.rb
@@ -10,7 +10,8 @@ RSpec.describe AutomationRules::ConditionValidationService do
         rule.conditions = [
           { 'values': ['open'], 'attribute_key': 'status', 'query_operator': nil, 'filter_operator': 'equal_to' },
           { 'values': ['+918484'], 'attribute_key': 'phone_number', 'query_operator': 'OR', 'filter_operator': 'contains' },
-          { 'values': ['test'], 'attribute_key': 'email', 'query_operator': nil, 'filter_operator': 'contains' }
+          { 'values': ['test'], 'attribute_key': 'email', 'query_operator': 'OR', 'filter_operator': 'contains' },
+          { 'values': [true], 'attribute_key': 'private_note', 'query_operator': nil, 'filter_operator': 'equal_to' }
         ]
         rule.save
       end
diff --git a/spec/services/automation_rules/conditions_filter_service_spec.rb b/spec/services/automation_rules/conditions_filter_service_spec.rb
index 426cb533e..c4ff81275 100644
--- a/spec/services/automation_rules/conditions_filter_service_spec.rb
+++ b/spec/services/automation_rules/conditions_filter_service_spec.rb
@@ -83,6 +83,27 @@ RSpec.describe AutomationRules::ConditionsFilterService do
         end
       end
 
+      context 'when filtering private notes' do
+        before do
+          rule.conditions = [
+            { 'values': [true], 'attribute_key': 'private_note', 'query_operator': nil, 'filter_operator': 'equal_to' }
+          ]
+          rule.save
+        end
+
+        it 'will return true when the message is a private note' do
+          message.update!(private: true)
+
+          expect(described_class.new(rule, conversation, { message: message, changed_attributes: {} }).perform).to be(true)
+        end
+
+        it 'will return false when the message is not a private note' do
+          message.update!(private: false)
+
+          expect(described_class.new(rule, conversation, { message: message, changed_attributes: {} }).perform).to be(false)
+        end
+      end
+
       context 'when filter_operator is on processed_message_content' do
         before do
           rule.conditions = [