diff --git a/enterprise/app/services/captain/lifecycle/guards.rb b/enterprise/app/services/captain/lifecycle/guards.rb
new file mode 100644
index 000000000..1cbe1a6cd
--- /dev/null
+++ b/enterprise/app/services/captain/lifecycle/guards.rb
@@ -0,0 +1,4 @@
+# frozen_string_literal: true
+
+module Captain::Lifecycle::Guards
+end
diff --git a/enterprise/app/services/captain/lifecycle/guards/base.rb b/enterprise/app/services/captain/lifecycle/guards/base.rb
new file mode 100644
index 000000000..9ece3af21
--- /dev/null
+++ b/enterprise/app/services/captain/lifecycle/guards/base.rb
@@ -0,0 +1,27 @@
+# frozen_string_literal: true
+
+class Captain::Lifecycle::Guards::Base
+  def initialize(delivery)
+    @delivery = delivery
+    @reservation = delivery.captain_reservation
+    @account = delivery.account
+  end
+
+  def check
+    raise NotImplementedError
+  end
+
+  protected
+
+  def pass
+    { action: :pass }
+  end
+
+  def skip(reason)
+    { action: :skip, reason: reason }
+  end
+
+  def reschedule(new_fire_at)
+    { action: :reschedule, fire_at: new_fire_at }
+  end
+end
diff --git a/enterprise/app/services/captain/lifecycle/guards/max_per_reservation.rb b/enterprise/app/services/captain/lifecycle/guards/max_per_reservation.rb
new file mode 100644
index 000000000..7d6713e22
--- /dev/null
+++ b/enterprise/app/services/captain/lifecycle/guards/max_per_reservation.rb
@@ -0,0 +1,12 @@
+# frozen_string_literal: true
+
+class Captain::Lifecycle::Guards::MaxPerReservation < Captain::Lifecycle::Guards::Base
+  CAP = 5
+
+  def check
+    count = Captain::Lifecycle::Delivery.count_sent_for_reservation(@reservation.id)
+    return skip('max_reached') if count >= CAP
+
+    pass
+  end
+end
diff --git a/enterprise/app/services/captain/lifecycle/guards/opt_out_label.rb b/enterprise/app/services/captain/lifecycle/guards/opt_out_label.rb
new file mode 100644
index 000000000..264a541a1
--- /dev/null
+++ b/enterprise/app/services/captain/lifecycle/guards/opt_out_label.rb
@@ -0,0 +1,16 @@
+# frozen_string_literal: true
+
+class Captain::Lifecycle::Guards::OptOutLabel < Captain::Lifecycle::Guards::Base
+  def check
+    config = Captain::Lifecycle::Config.for_account(@account)
+    label = config.opt_out_label
+    return pass if label.blank?
+
+    contact = @reservation.contact
+    return pass if contact.blank?
+
+    return skip('opt_out_label') if contact.label_list.include?(label.title)
+
+    pass
+  end
+end
diff --git a/enterprise/app/services/captain/lifecycle/guards/reservation_active.rb b/enterprise/app/services/captain/lifecycle/guards/reservation_active.rb
new file mode 100644
index 000000000..b36b36890
--- /dev/null
+++ b/enterprise/app/services/captain/lifecycle/guards/reservation_active.rb
@@ -0,0 +1,11 @@
+# frozen_string_literal: true
+
+class Captain::Lifecycle::Guards::ReservationActive < Captain::Lifecycle::Guards::Base
+  BLOCKING_STATUSES = %w[cancelled no_show].freeze
+
+  def check
+    return skip('reservation_cancelled') if BLOCKING_STATUSES.include?(@reservation.status.to_s)
+
+    pass
+  end
+end
diff --git a/spec/enterprise/services/captain/lifecycle/guards/max_per_reservation_spec.rb b/spec/enterprise/services/captain/lifecycle/guards/max_per_reservation_spec.rb
new file mode 100644
index 000000000..df5567281
--- /dev/null
+++ b/spec/enterprise/services/captain/lifecycle/guards/max_per_reservation_spec.rb
@@ -0,0 +1,38 @@
+# frozen_string_literal: true
+
+require 'rails_helper'
+
+RSpec.describe Captain::Lifecycle::Guards::MaxPerReservation do
+  subject(:guard) { described_class.new(delivery) }
+
+  let(:reservation) { create(:captain_reservation) }
+  let(:delivery) { create(:captain_lifecycle_delivery, captain_reservation: reservation) }
+
+  it 'passes with 0 sent deliveries' do
+    expect(guard.check).to eq(action: :pass)
+  end
+
+  it 'passes with 4 sent deliveries' do
+    4.times do
+      create(:captain_lifecycle_delivery,
+             captain_reservation: reservation, status: 'sent', origin: 'scheduled_lifecycle')
+    end
+    expect(guard.check).to eq(action: :pass)
+  end
+
+  it 'skips at 5 sent deliveries' do
+    5.times do
+      create(:captain_lifecycle_delivery,
+             captain_reservation: reservation, status: 'sent', origin: 'scheduled_lifecycle')
+    end
+    expect(guard.check).to eq(action: :skip, reason: 'max_reached')
+  end
+
+  it 'ignores concierge_reply origin' do
+    10.times do
+      create(:captain_lifecycle_delivery,
+             captain_reservation: reservation, status: 'sent', origin: 'concierge_reply')
+    end
+    expect(guard.check).to eq(action: :pass)
+  end
+end
diff --git a/spec/enterprise/services/captain/lifecycle/guards/opt_out_label_spec.rb b/spec/enterprise/services/captain/lifecycle/guards/opt_out_label_spec.rb
new file mode 100644
index 000000000..bf8feba28
--- /dev/null
+++ b/spec/enterprise/services/captain/lifecycle/guards/opt_out_label_spec.rb
@@ -0,0 +1,32 @@
+# frozen_string_literal: true
+
+require 'rails_helper'
+
+RSpec.describe Captain::Lifecycle::Guards::OptOutLabel do
+  subject(:guard) { described_class.new(delivery) }
+
+  let(:account) { create(:account) }
+  let(:label) { create(:label, account: account, title: 'nao_mandar_auto') }
+  let(:contact) { create(:contact, account: account) }
+  let(:reservation) { create(:captain_reservation, account: account, contact: contact) }
+  let(:delivery) { create(:captain_lifecycle_delivery, account: account, captain_reservation: reservation) }
+
+  context 'when no config' do
+    it 'passes' do
+      expect(guard.check).to eq(action: :pass)
+    end
+  end
+
+  context 'with config and opt_out_label configured' do
+    before { create(:captain_lifecycle_config, account: account, opt_out_label: label) }
+
+    it 'passes when contact has no opt_out label' do
+      expect(guard.check).to eq(action: :pass)
+    end
+
+    it 'skips when contact has the configured label' do
+      contact.update!(label_list: [label.title])
+      expect(guard.check).to eq(action: :skip, reason: 'opt_out_label')
+    end
+  end
+end
diff --git a/spec/enterprise/services/captain/lifecycle/guards/reservation_active_spec.rb b/spec/enterprise/services/captain/lifecycle/guards/reservation_active_spec.rb
new file mode 100644
index 000000000..d2e69993b
--- /dev/null
+++ b/spec/enterprise/services/captain/lifecycle/guards/reservation_active_spec.rb
@@ -0,0 +1,19 @@
+# frozen_string_literal: true
+
+require 'rails_helper'
+
+RSpec.describe Captain::Lifecycle::Guards::ReservationActive do
+  subject(:guard) { described_class.new(delivery) }
+
+  let(:reservation) { create(:captain_reservation, status: 'confirmed') }
+  let(:delivery) { create(:captain_lifecycle_delivery, captain_reservation: reservation) }
+
+  it 'returns pass for active reservation' do
+    expect(guard.check).to eq(action: :pass)
+  end
+
+  it 'returns skip for cancelled reservation' do
+    reservation.update!(status: 'cancelled')
+    expect(guard.check).to eq(action: :skip, reason: 'reservation_cancelled')
+  end
+end