diff --git a/app/mailers/dossier_mailer.rb b/app/mailers/dossier_mailer.rb
index 276a5e68c97..d4119701987 100644
--- a/app/mailers/dossier_mailer.rb
+++ b/app/mailers/dossier_mailer.rb
@@ -1,12 +1,19 @@
 # Preview all emails at http://localhost:3000/rails/mailers/dossier_mailer
 class DossierMailer < ApplicationMailer
+  class AbortDeliveryError < StandardError; end
+
   helper ServiceHelper
   helper MailerHelper
   helper ProcedureHelper
 
   layout 'mailers/layout'
   default from: NO_REPLY_EMAIL
-  after_action :prevent_perform_deliveries, only: [:notify_new_draft, :notify_new_answer, :notify_pending_correction]
+
+  before_action :abort_perform_deliveries, only: [:notify_transfer]
+  after_action :prevent_perform_deliveries, only: [:notify_new_draft, :notify_new_answer, :notify_pending_correction, :notify_transfer]
+
+  # when we don't want to render the view
+  rescue_from AbortDeliveryError, with: -> {}
 
   def notify_new_draft
     @dossier = params[:dossier]
@@ -162,12 +169,13 @@ def notify_brouillon_not_submitted(dossier)
     end
   end
 
-  def notify_transfer(transfer)
-    I18n.with_locale(transfer.user_locale) do
+  def notify_transfer
+    @transfer = params[:dossier_transfer]
+
+    I18n.with_locale(@transfer.user_locale) do
       @subject = default_i18n_subject()
-      @transfer = transfer
 
-      mail(to: transfer.email, subject: @subject)
+      mail(to: @transfer.email, subject: @subject)
     end
   end
 
@@ -186,6 +194,14 @@ def prevent_perform_deliveries
     end
   end
 
+  def abort_perform_deliveries
+    dossier_transfer = params[:dossier_transfer]
+
+    if dossier_transfer.dossiers.empty?
+      raise AbortDeliveryError.new
+    end
+  end
+
   # This is an override of `default_i18n_subject` method
   # https://api.rubyonrails.org/v5.0.0/classes/ActionMailer/Base.html#method-i-default_i18n_subject
   #
diff --git a/app/models/dossier_transfer.rb b/app/models/dossier_transfer.rb
index aebab7415b2..5596e27a2d5 100644
--- a/app/models/dossier_transfer.rb
+++ b/app/models/dossier_transfer.rb
@@ -73,6 +73,6 @@ def sender_email
   private
 
   def send_notification
-    DossierMailer.notify_transfer(self).deliver_later
+    DossierMailer.with(dossier_transfer: self).notify_transfer.deliver_later
   end
 end
diff --git a/app/views/users/dossiers/_dossier_actions.html.haml b/app/views/users/dossiers/_dossier_actions.html.haml
index eda87bee84b..f803c9b406b 100644
--- a/app/views/users/dossiers/_dossier_actions.html.haml
+++ b/app/views/users/dossiers/_dossier_actions.html.haml
@@ -43,8 +43,8 @@
 
     - if has_delete_action
       - menu.with_item(class: 'danger') do
-        = link_to(dossier_path(dossier), role: 'menuitem', method: :delete, data: { disable: true, confirm: "En continuant, vous allez supprimer ce dossier ainsi que les informations qu’il contient. Toute suppression entraîne l’annulation de la démarche en cours.\n\nConfirmer la suppression ?" }) do
-
+        - confirm = dossier.transfer.present? ? t("views.users.dossiers.dossier_action.delete_dossier_with_transfer_confirm") : t("views.users.dossiers.dossier_action.delete_dossier_confirm")
+        = link_to(dossier_path(dossier), role: 'menuitem', method: :delete, data: { disable: true, confirm: }) do
           = dsfr_icon('fr-icon-delete-fill', :sm)
           .dropdown-description
             = t('views.users.dossiers.dossier_action.delete_dossier')
diff --git a/config/locales/en.yml b/config/locales/en.yml
index 75eb5be32c9..0a545a141a7 100644
--- a/config/locales/en.yml
+++ b/config/locales/en.yml
@@ -510,6 +510,8 @@ en:
           start_other_dossier: "Start another empty file"
           clone: "Duplicate the file"
           delete_dossier: "Delete the file"
+          delete_dossier_confirm: "If you continue, you will delete this file and the information it contains. Any deletion will result in the cancellation of the current procedure.\n\nConfirm deletion?"
+          delete_dossier_with_transfer_confirm: "If you continue, you will delete this file, the information it contains and its transfer request. Any deletion will result in the cancellation of the current procedure.\n\nConfirm deletion?"
           transfer_dossier: "Transfer the file"
           edit_draft: "Keep filling"
           actions: "Actions"
diff --git a/config/locales/fr.yml b/config/locales/fr.yml
index f0528d636a8..4e29b274e9c 100644
--- a/config/locales/fr.yml
+++ b/config/locales/fr.yml
@@ -503,6 +503,8 @@ fr:
           start_other_dossier: "Commencer un autre dossier vide"
           clone: "Dupliquer ce dossier"
           delete_dossier: "Supprimer le dossier"
+          delete_dossier_confirm: "En continuant, vous allez supprimer ce dossier ainsi que les informations qu’il contient. Toute suppression entraîne l’annulation de la démarche en cours.\n\nConfirmer la suppression ?"
+          delete_dossier_with_transfer_confirm: "En continuant, vous allez supprimer ce dossier, les informations qu’il contient ainsi que sa demande de transfert. Toute suppression entraîne l’annulation de la démarche en cours.\n\nConfirmer la suppression ?"
           transfer_dossier: "Transférer le dossier"
           edit_draft: "Continuer à remplir"
           actions: "Actions"
diff --git a/spec/controllers/manager/dossiers_controller_spec.rb b/spec/controllers/manager/dossiers_controller_spec.rb
index 4b83eee337e..2f99e54936e 100644
--- a/spec/controllers/manager/dossiers_controller_spec.rb
+++ b/spec/controllers/manager/dossiers_controller_spec.rb
@@ -36,23 +36,26 @@
   end
 
   describe "POST #transfer" do
-    before do
-      allow(DossierMailer).to receive(:notify_transfer).and_call_original
+    subject do
       post :transfer, params: { id: @dossier.id, email: }
     end
 
     context 'with valid email' do
       let(:email) { "chouette.gars@laposte.net" }
 
-      it { expect(flash[:success]).to eq("Une invitation de transfert a été envoyée à chouette.gars@laposte.net") }
-      it { expect(DossierMailer).to have_received(:notify_transfer) }
+      it do
+        expect { subject }.to have_enqueued_mail(DossierMailer, :notify_transfer)
+        expect(flash[:success]).to eq("Une invitation de transfert a été envoyée à chouette.gars@laposte.net")
+      end
     end
 
     context 'with invalid email' do
       let(:email) { "chouette" }
 
-      it { expect(flash[:alert]).to eq("L’adresse email est invalide") }
-      it { expect(DossierMailer).not_to have_received(:notify_transfer) }
+      it do
+        expect { subject }.not_to have_enqueued_mail
+        expect(flash[:alert]).to eq("L’adresse email est invalide")
+      end
     end
   end
 
diff --git a/spec/mailers/dossier_mailer_spec.rb b/spec/mailers/dossier_mailer_spec.rb
index c7dbf27dd56..4f00ee1d110 100644
--- a/spec/mailers/dossier_mailer_spec.rb
+++ b/spec/mailers/dossier_mailer_spec.rb
@@ -272,7 +272,7 @@ def notify_deletion_to_administration(deleted_dossier, to_email)
     let(:dossier_transfer) { create(:dossier_transfer) }
     let!(:dossier) { create(:dossier, user: user, transfer: dossier_transfer, procedure: procedure) }
 
-    subject { described_class.notify_transfer(dossier_transfer) }
+    subject { described_class.with(dossier_transfer: dossier_transfer).notify_transfer }
 
     context 'when it is a transfer of one dossier' do
       it { expect(subject.subject).to include("Vous avez une demande de transfert en attente.") }
@@ -294,5 +294,16 @@ def notify_deletion_to_administration(deleted_dossier, to_email)
       it { expect(subject.subject).to include("Vous avez une demande de transfert en attente.") }
       it { expect(subject.body).to include("Le support technique vous adresse une demande de transfert") }
     end
+
+    context 'when dossiers have been dissociated from transfer' do
+      before do
+        dossier.update!(transfer: nil)
+        dossier_transfer.reload
+      end
+
+      it 'does not send an email' do
+        expect { subject.perform_now }.not_to raise_error
+      end
+    end
   end
 end