diff --git a/app/jobs/agent_bots/webhook_job.rb b/app/jobs/agent_bots/webhook_job.rb
index b3a3d6cc1..2786ce70e 100644
--- a/app/jobs/agent_bots/webhook_job.rb
+++ b/app/jobs/agent_bots/webhook_job.rb
@@ -1,7 +1,14 @@
 class AgentBots::WebhookJob < WebhookJob
   queue_as :high
+  retry_on RestClient::TooManyRequests, RestClient::InternalServerError, wait: 3.seconds, attempts: 3 do |job, error|
+    url, payload, webhook_type = job.arguments
+    Webhooks::Trigger.new(url, payload, webhook_type || :agent_bot_webhook).handle_failure(error)
+  end
 
   def perform(url, payload, webhook_type = :agent_bot_webhook)
     super(url, payload, webhook_type)
+  rescue RestClient::TooManyRequests, RestClient::InternalServerError => e
+    Rails.logger.warn("[AgentBots::WebhookJob] attempt #{executions} failed #{e.class.name}")
+    raise
   end
 end
diff --git a/app/models/account.rb b/app/models/account.rb
index 4816494fb..eabaa5c26 100644
--- a/app/models/account.rb
+++ b/app/models/account.rb
@@ -41,6 +41,7 @@ class Account < ApplicationRecord
         'audio_transcriptions': { 'type': %w[boolean null] },
         'auto_resolve_label': { 'type': %w[string null] },
         'keep_pending_on_bot_failure': { 'type': %w[boolean null] },
+        'captain_disable_auto_resolve': { 'type': %w[boolean null] },
         'conversation_required_attributes': {
           'type': %w[array null],
           'items': { 'type': 'string' }
@@ -90,6 +91,7 @@ class Account < ApplicationRecord
   store_accessor :settings, :audio_transcriptions, :auto_resolve_label
   store_accessor :settings, :captain_models, :captain_features
   store_accessor :settings, :keep_pending_on_bot_failure
+  store_accessor :settings, :captain_disable_auto_resolve
 
   has_many :account_users, dependent: :destroy_async
   has_many :agent_bot_inboxes, dependent: :destroy_async
diff --git a/app/models/conversation.rb b/app/models/conversation.rb
index ca53238e8..6dd0e9df5 100644
--- a/app/models/conversation.rb
+++ b/app/models/conversation.rb
@@ -159,6 +159,7 @@ class Conversation < ApplicationRecord
   end
 
   def bot_handoff!
+    update(waiting_since: Time.current) if waiting_since.blank?
     open!
     dispatcher_dispatch(CONVERSATION_BOT_HANDOFF)
   end
diff --git a/config/features.yml b/config/features.yml
index 65b3c6194..eed6a9da1 100644
--- a/config/features.yml
+++ b/config/features.yml
@@ -74,10 +74,9 @@
 - name: voice_recorder
   display_name: Voice Recorder
   enabled: true
-- name: mobile_v2
-  display_name: Mobile App V2
+- name: report_rollup
+  display_name: Report Rollup
   enabled: false
-  deprecated: true
 - name: channel_website
   display_name: Website Channel
   enabled: true
diff --git a/db/migrate/20260226153427_disable_report_rollup_for_all_accounts.rb b/db/migrate/20260226153427_disable_report_rollup_for_all_accounts.rb
new file mode 100644
index 000000000..60a8f4604
--- /dev/null
+++ b/db/migrate/20260226153427_disable_report_rollup_for_all_accounts.rb
@@ -0,0 +1,8 @@
+class DisableReportRollupForAllAccounts < ActiveRecord::Migration[7.1]
+  def up
+    Account.feature_report_rollup.find_each(batch_size: 100) do |account|
+      account.disable_features(:report_rollup)
+      account.save!(validate: false)
+    end
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index 8a450e734..4bb0ca3af 100644
--- a/db/schema.rb
+++ b/db/schema.rb
@@ -10,7 +10,7 @@
 #
 # It's strongly recommended that you check this file into your version control system.
 
-ActiveRecord::Schema[7.1].define(version: 2026_02_26_084618) do
+ActiveRecord::Schema[7.1].define(version: 2026_02_26_153427) do
   # These extensions should be enabled to support this database
   enable_extension "pg_stat_statements"
   enable_extension "pg_trgm"
diff --git a/enterprise/app/jobs/captain/conversation/response_builder_job.rb b/enterprise/app/jobs/captain/conversation/response_builder_job.rb
index 698ec56e7..c4723f6b9 100644
--- a/enterprise/app/jobs/captain/conversation/response_builder_job.rb
+++ b/enterprise/app/jobs/captain/conversation/response_builder_job.rb
@@ -42,10 +42,10 @@ class Captain::Conversation::ResponseBuilderJob < ApplicationJob
   end
 
   def process_response
-    ActiveRecord::Base.transaction do
-      if handoff_requested?
-        process_action('handoff')
-      else
+    if handoff_requested?
+      process_action('handoff')
+    else
+      ActiveRecord::Base.transaction do
         create_messages
         Rails.logger.info("[CAPTAIN][ResponseBuilderJob] Incrementing response usage for #{account.id}")
         account.increment_response_usage
diff --git a/enterprise/app/jobs/captain/inbox_pending_conversations_resolution_job.rb b/enterprise/app/jobs/captain/inbox_pending_conversations_resolution_job.rb
index d3f1f5d96..ab9ca2ab1 100644
--- a/enterprise/app/jobs/captain/inbox_pending_conversations_resolution_job.rb
+++ b/enterprise/app/jobs/captain/inbox_pending_conversations_resolution_job.rb
@@ -2,6 +2,8 @@ class Captain::InboxPendingConversationsResolutionJob < ApplicationJob
   queue_as :low
 
   def perform(inbox)
+    return if inbox.account.captain_disable_auto_resolve
+
     Current.executed_by = inbox.captain_assistant
 
     resolvable_conversations = inbox.conversations.pending.where('last_activity_at < ? ', Time.now.utc - 1.hour).limit(Limits::BULK_ACTIONS_LIMIT)
diff --git a/enterprise/app/jobs/enterprise/account/conversations_resolution_scheduler_job.rb b/enterprise/app/jobs/enterprise/account/conversations_resolution_scheduler_job.rb
index 599dee96a..8b6527c93 100644
--- a/enterprise/app/jobs/enterprise/account/conversations_resolution_scheduler_job.rb
+++ b/enterprise/app/jobs/enterprise/account/conversations_resolution_scheduler_job.rb
@@ -12,6 +12,7 @@ module Enterprise::Account::ConversationsResolutionSchedulerJob
       inbox = captain_inbox.inbox
 
       next if inbox.email?
+      next if inbox.account.captain_disable_auto_resolve
 
       Captain::InboxPendingConversationsResolutionJob.perform_later(
         inbox
diff --git a/enterprise/app/services/messages/audio_transcription_service.rb b/enterprise/app/services/messages/audio_transcription_service.rb
index 4aa156f47..0e574cb03 100644
--- a/enterprise/app/services/messages/audio_transcription_service.rb
+++ b/enterprise/app/services/messages/audio_transcription_service.rb
@@ -19,6 +19,9 @@ class Messages::AudioTranscriptionService< Llm::LegacyBaseOpenAiService
     transcriptions = transcribe_audio
     Rails.logger.info "Audio transcription successful: #{transcriptions}"
     { success: true, transcriptions: transcriptions }
+  rescue Faraday::UnauthorizedError
+    Rails.logger.warn('Skipping audio transcription: OpenAI configuration is invalid or disabled (401 Unauthorized).')
+    { error: 'OpenAI configuration is invalid or disabled (401)' }
   end
 
   private
diff --git a/enterprise/lib/captain/tools/resolve_conversation_tool.rb b/enterprise/lib/captain/tools/resolve_conversation_tool.rb
index 0d2563a8b..5d96d3af1 100644
--- a/enterprise/lib/captain/tools/resolve_conversation_tool.rb
+++ b/enterprise/lib/captain/tools/resolve_conversation_tool.rb
@@ -6,6 +6,7 @@ class Captain::Tools::ResolveConversationTool < Captain::Tools::BasePublicTool
     conversation = find_conversation(tool_context.state)
     return 'Conversation not found' unless conversation
     return "Conversation ##{conversation.display_id} is already resolved" if conversation.resolved?
+    return 'Auto-resolve is disabled for this account' if conversation.account.captain_disable_auto_resolve
 
     log_tool_usage('resolve_conversation', { conversation_id: conversation.id, reason: reason })
 
diff --git a/lib/webhooks/trigger.rb b/lib/webhooks/trigger.rb
index 456e186ca..7cb15c836 100644
--- a/lib/webhooks/trigger.rb
+++ b/lib/webhooks/trigger.rb
@@ -15,9 +15,17 @@ class Webhooks::Trigger
 
   def execute
     perform_request
+  rescue RestClient::TooManyRequests, RestClient::InternalServerError => e
+    raise if @webhook_type == :agent_bot_webhook
+
+    handle_failure(e)
   rescue StandardError => e
-    handle_error(e)
-    Rails.logger.warn "Exception: Invalid webhook URL #{@url} : #{e.message}"
+    handle_failure(e)
+  end
+
+  def handle_failure(error)
+    handle_error(error)
+    Rails.logger.warn "Exception: Invalid webhook URL #{@url} : #{error.message}"
   end
 
   private
diff --git a/spec/enterprise/jobs/captain/conversation/response_builder_job_spec.rb b/spec/enterprise/jobs/captain/conversation/response_builder_job_spec.rb
index 777086613..4e48eb355 100644
--- a/spec/enterprise/jobs/captain/conversation/response_builder_job_spec.rb
+++ b/spec/enterprise/jobs/captain/conversation/response_builder_job_spec.rb
@@ -92,6 +92,44 @@ RSpec.describe Captain::Conversation::ResponseBuilderJob, type: :job do
       end
     end
 
+    # Regression (PR #13417): wrapping create_handoff_message and bot_handoff! in the
+    # same transaction defers the message's after_create_commit until commit, at which
+    # point it clears waiting_since (bot_response). The handoff path must stay outside
+    # the transaction so the callback fires before bot_handoff! sets waiting_since.
+    context 'when handoff is requested' do
+      let(:conversation) { create(:conversation, inbox: inbox, account: account, status: :pending) }
+      let(:agent) { create(:user, account: account, role: :agent) }
+
+      before do
+        allow(account).to receive(:feature_enabled?).and_return(false)
+        allow(account).to receive(:feature_enabled?).with('captain_integration_v2').and_return(false)
+        allow(mock_llm_chat_service).to receive(:generate_response).and_return({ 'response' => 'conversation_handoff' })
+      end
+
+      it 'sets waiting_since to approximately the handoff time' do
+        freeze_time do
+          described_class.perform_now(conversation, assistant)
+
+          conversation.reload
+          expect(conversation.status).to eq('open')
+          expect(conversation.waiting_since).to be_within(1.second).of(Time.current)
+        end
+      end
+
+      it 'preserves waiting_since so a human reply consumes it for reply_time tracking' do
+        described_class.perform_now(conversation, assistant)
+
+        conversation.reload
+        expect(conversation.waiting_since).to be_present
+
+        # A human reply clears waiting_since (consumed by dispatch_create_events
+        # to emit FIRST_REPLY_CREATED or REPLY_CREATED for reply_time tracking).
+        create(:message, conversation: conversation, message_type: :outgoing,
+                         sender: agent, account: account, inbox: inbox)
+        expect(conversation.reload.waiting_since).to be_nil
+      end
+    end
+
     context 'when message contains an image' do
       let(:message_with_image) { create(:message, conversation: conversation, message_type: :incoming, content: 'Can you help with this error?') }
       let(:image_attachment) { message_with_image.attachments.create!(account: account, file_type: :image, external_url: 'https://example.com/error.jpg') }
diff --git a/spec/enterprise/jobs/captain/inbox_pending_conversations_resolution_job_spec.rb b/spec/enterprise/jobs/captain/inbox_pending_conversations_resolution_job_spec.rb
index 1a8a5a342..ab8f0296c 100644
--- a/spec/enterprise/jobs/captain/inbox_pending_conversations_resolution_job_spec.rb
+++ b/spec/enterprise/jobs/captain/inbox_pending_conversations_resolution_job_spec.rb
@@ -64,4 +64,15 @@ RSpec.describe Captain::InboxPendingConversationsResolutionJob, type: :job do
         }
       )
   end
+
+  it 'does not resolve conversations when auto-resolve is disabled at execution time' do
+    inbox.account.update!(captain_disable_auto_resolve: true)
+
+    expect do
+      described_class.perform_now(inbox)
+    end.not_to(change { resolvable_pending_conversation.reload.status })
+
+    expect(resolvable_pending_conversation.reload.status).to eq('pending')
+    expect(resolvable_pending_conversation.messages.outgoing).to be_empty
+  end
 end
diff --git a/spec/enterprise/jobs/enterprise/account/conversations_resolution_scheduler_job_spec.rb b/spec/enterprise/jobs/enterprise/account/conversations_resolution_scheduler_job_spec.rb
index b67877412..343100a50 100644
--- a/spec/enterprise/jobs/enterprise/account/conversations_resolution_scheduler_job_spec.rb
+++ b/spec/enterprise/jobs/enterprise/account/conversations_resolution_scheduler_job_spec.rb
@@ -30,6 +30,22 @@ RSpec.describe Account::ConversationsResolutionSchedulerJob, type: :job do
       end
     end
 
+    context 'when account has captain_disable_auto_resolve enabled' do
+      let!(:regular_inbox) { create(:inbox, account: account) }
+
+      before do
+        create(:captain_inbox, captain_assistant: assistant, inbox: regular_inbox)
+        account.update!(captain_disable_auto_resolve: true)
+      end
+
+      it 'does not enqueue resolution jobs' do
+        expect do
+          described_class.perform_now
+        end.not_to have_enqueued_job(Captain::InboxPendingConversationsResolutionJob)
+          .with(regular_inbox)
+      end
+    end
+
     context 'when inbox has no captain enabled' do
       let!(:inbox_without_captain) { create(:inbox, account: create(:account)) }
 
diff --git a/spec/enterprise/lib/captain/tools/resolve_conversation_tool_spec.rb b/spec/enterprise/lib/captain/tools/resolve_conversation_tool_spec.rb
index f91f430e8..d5792cf78 100644
--- a/spec/enterprise/lib/captain/tools/resolve_conversation_tool_spec.rb
+++ b/spec/enterprise/lib/captain/tools/resolve_conversation_tool_spec.rb
@@ -36,6 +36,17 @@ RSpec.describe Captain::Tools::ResolveConversationTool do
     end
   end
 
+  describe 'when auto-resolve is disabled for the account' do
+    before { account.update!(captain_disable_auto_resolve: true) }
+
+    it 'does not resolve and returns a disabled message' do
+      result = tool.perform(tool_context, reason: 'Possible spam')
+
+      expect(result).to eq('Auto-resolve is disabled for this account')
+      expect(conversation.reload).not_to be_resolved
+    end
+  end
+
   describe 'resolving an already resolved conversation' do
     let(:conversation) { create(:conversation, account: account, inbox: inbox, status: :resolved) }
 
diff --git a/spec/jobs/agent_bots/webhook_job_spec.rb b/spec/jobs/agent_bots/webhook_job_spec.rb
index 346d85e83..c14c46cb3 100644
--- a/spec/jobs/agent_bots/webhook_job_spec.rb
+++ b/spec/jobs/agent_bots/webhook_job_spec.rb
@@ -8,6 +8,16 @@ RSpec.describe AgentBots::WebhookJob do
   let(:url) { 'https://test.com' }
   let(:payload) { { name: 'test' } }
   let(:webhook_type) { :agent_bot_webhook }
+  let(:retryable_error) { RestClient::InternalServerError.new(nil, 500) }
+
+  before do
+    ActiveJob::Base.queue_adapter = :test
+  end
+
+  after do
+    clear_enqueued_jobs
+    clear_performed_jobs
+  end
 
   it 'queues the job' do
     expect { job }.to have_enqueued_job(described_class)
@@ -19,4 +29,23 @@ RSpec.describe AgentBots::WebhookJob do
     expect(Webhooks::Trigger).to receive(:execute).with(url, payload, webhook_type, secret: nil, delivery_id: nil)
     perform_enqueued_jobs { job }
   end
+
+  it 'configures retry handlers for 429 and 500 errors' do
+    handlers = described_class.rescue_handlers.map(&:first)
+
+    expect(handlers).to include('RestClient::TooManyRequests', 'RestClient::InternalServerError')
+  end
+
+  it 'retries 3 times and handles failure after retries are exhausted' do
+    allow(Webhooks::Trigger).to receive(:execute).and_raise(retryable_error)
+    trigger_instance = instance_double(Webhooks::Trigger, handle_failure: true)
+    allow(Webhooks::Trigger).to receive(:new).and_return(trigger_instance)
+    allow(Rails.logger).to receive(:warn)
+
+    expect(Webhooks::Trigger).to receive(:execute).exactly(3).times
+    expect(trigger_instance).to receive(:handle_failure).with(instance_of(RestClient::InternalServerError)).once
+    expect(Rails.logger).to receive(:warn).with(/AgentBots::WebhookJob/).exactly(3).times
+
+    perform_enqueued_jobs { job }
+  end
 end
diff --git a/spec/lib/webhooks/trigger_spec.rb b/spec/lib/webhooks/trigger_spec.rb
index 1e047b557..90d1ce7f8 100644
--- a/spec/lib/webhooks/trigger_spec.rb
+++ b/spec/lib/webhooks/trigger_spec.rb
@@ -77,6 +77,40 @@ describe Webhooks::Trigger do
       let!(:pending_conversation) { create(:conversation, inbox: inbox, status: :pending, account: account) }
       let!(:pending_message) { create(:message, account: account, inbox: inbox, conversation: pending_conversation) }
 
+      it 'raises 500 errors for retry and does not reopen conversation immediately' do
+        payload = { event: 'message_created', id: pending_message.id }
+
+        expect(RestClient::Request).to receive(:execute)
+          .with(
+            method: :post,
+            url: url,
+            payload: payload.to_json,
+            headers: { content_type: :json, accept: :json },
+            timeout: webhook_timeout
+          ).and_raise(RestClient::InternalServerError.new(nil, 500)).once
+
+        expect { trigger.execute(url, payload, webhook_type) }.to raise_error(RestClient::InternalServerError)
+        expect(pending_conversation.reload.status).to eq('pending')
+        expect(Conversations::ActivityMessageJob).not_to have_been_enqueued
+      end
+
+      it 'raises 429 errors for retry and does not reopen conversation immediately' do
+        payload = { event: 'message_created', id: pending_message.id }
+
+        expect(RestClient::Request).to receive(:execute)
+          .with(
+            method: :post,
+            url: url,
+            payload: payload.to_json,
+            headers: { content_type: :json, accept: :json },
+            timeout: webhook_timeout
+          ).and_raise(RestClient::TooManyRequests.new(nil, 429)).once
+
+        expect { trigger.execute(url, payload, webhook_type) }.to raise_error(RestClient::TooManyRequests)
+        expect(pending_conversation.reload.status).to eq('pending')
+        expect(Conversations::ActivityMessageJob).not_to have_been_enqueued
+      end
+
       it 'reopens conversation and enqueues activity message if pending' do
         payload = { event: 'message_created', id: pending_message.id }
 
@@ -166,6 +200,22 @@ describe Webhooks::Trigger do
         expect(activity_message.content).to eq(agent_bot_error_content)
       end
     end
+
+    it 'handles 500 without raising for non-agent webhooks' do
+      payload = { event: 'message_created', conversation: { id: conversation.id }, id: message.id }
+
+      expect(RestClient::Request).to receive(:execute)
+        .with(
+          method: :post,
+          url: url,
+          payload: payload.to_json,
+          headers: { content_type: :json, accept: :json },
+          timeout: webhook_timeout
+        ).and_raise(RestClient::InternalServerError.new(nil, 500)).once
+
+      expect { trigger.execute(url, payload, webhook_type) }.not_to raise_error
+      expect(message.reload.status).to eq('failed')
+    end
   end
 
   describe 'request headers' do
diff --git a/spec/models/conversation_spec.rb b/spec/models/conversation_spec.rb
index e1883b54d..89c090207 100644
--- a/spec/models/conversation_spec.rb
+++ b/spec/models/conversation_spec.rb
@@ -313,6 +313,47 @@ RSpec.describe Conversation do
     end
   end
 
+  describe '#bot_handoff!' do
+    let(:conversation) { create(:conversation, status: :pending) }
+
+    before do
+      allow(Rails.configuration.dispatcher).to receive(:dispatch)
+    end
+
+    context 'when waiting_since is blank' do
+      before { conversation.update(waiting_since: nil) }
+
+      it 'sets waiting_since to current time' do
+        freeze_time do
+          conversation.bot_handoff!
+          expect(conversation.reload.waiting_since).to eq(Time.current)
+        end
+      end
+    end
+
+    context 'when waiting_since is already set' do
+      let(:original_time) { 1.hour.ago }
+
+      before { conversation.update(waiting_since: original_time) }
+
+      it 'preserves existing waiting_since' do
+        conversation.bot_handoff!
+        expect(conversation.reload.waiting_since).to be_within(1.second).of(original_time)
+      end
+    end
+
+    it 'changes status to open' do
+      conversation.bot_handoff!
+      expect(conversation.reload.status).to eq('open')
+    end
+
+    it 'dispatches CONVERSATION_BOT_HANDOFF event' do
+      expect(Rails.configuration.dispatcher).to receive(:dispatch)
+        .with(described_class::CONVERSATION_BOT_HANDOFF, anything, hash_including(conversation: conversation))
+      conversation.bot_handoff!
+    end
+  end
+
   describe '#toggle_priority' do
     it 'defaults priority to nil when created' do
       conversation = create(:conversation, status: 'open')