diff --git a/app/mailers/application_mailer.rb b/app/mailers/application_mailer.rb
index 1a2c75fc..d5c36618 100644
--- a/app/mailers/application_mailer.rb
+++ b/app/mailers/application_mailer.rb
@@ -6,11 +6,32 @@ class ApplicationMailer < ActionMailer::Base
 
   register_interceptor ActionMailerConfigsInterceptor
 
+  register_observer ActionMailerEventsObserver
+
   before_action do
     ActiveStorage::Current.url_options = Docuseal.default_url_options
   end
 
+  after_action :set_message_metadata
+  after_action :set_message_uuid
+
   def default_url_options
     Docuseal.default_url_options
   end
+
+  def set_message_metadata
+    message.instance_variable_set(:@message_metadata, @message_metadata)
+  end
+
+  def set_message_uuid
+    message['X-Message-Uuid'] = SecureRandom.uuid
+  end
+
+  def assign_message_metadata(tag, record)
+    @message_metadata = {
+      'tag' => tag,
+      'record_id' => record.id,
+      'record_type' => record.class.name
+    }
+  end
 end
diff --git a/app/mailers/submitter_mailer.rb b/app/mailers/submitter_mailer.rb
index 868242fc..50cadcb1 100644
--- a/app/mailers/submitter_mailer.rb
+++ b/app/mailers/submitter_mailer.rb
@@ -26,6 +26,8 @@ class SubmitterMailer < ApplicationMailer
         DEFAULT_INVITATION_SUBJECT
       end
 
+    assign_message_metadata('submitter_invitation', @submitter)
+
     mail(
       to: @submitter.friendly_name,
       from: from_address_for_submitter(submitter),
@@ -58,6 +60,8 @@ class SubmitterMailer < ApplicationMailer
         %(#{submitter.submission.template.name} has been completed by #{submitters})
       end
 
+    assign_message_metadata('submitter_completed', @submitter)
+
     mail(from: from_address_for_submitter(submitter),
          to: to || (user.role == 'integration' ? user.friendly_name.sub(/\+\w+@/, '@') : user.friendly_name),
          subject:)
@@ -89,6 +93,8 @@ class SubmitterMailer < ApplicationMailer
         'Your document copy'
       end
 
+    assign_message_metadata('submitter_documents_copy', @submitter)
+
     mail(from: from_address_for_submitter(submitter),
          to: to || @submitter.friendly_name,
          reply_to: @submitter.preferences['reply_to'].presence ||
diff --git a/app/mailers/user_mailer.rb b/app/mailers/user_mailer.rb
index 45e21e94..ff1df049 100644
--- a/app/mailers/user_mailer.rb
+++ b/app/mailers/user_mailer.rb
@@ -6,6 +6,8 @@ class UserMailer < ApplicationMailer
     @user = user
     @token = @user.send(:set_reset_password_token)
 
+    assign_message_metadata('user_invitation', @user)
+
     mail(to: @user.friendly_name,
          subject: 'You are invited to DocuSeal')
   end
diff --git a/app/models/account.rb b/app/models/account.rb
index 929a37c6..6e8d1718 100644
--- a/app/models/account.rb
+++ b/app/models/account.rb
@@ -31,6 +31,7 @@ class Account < ApplicationRecord
   has_many :submissions, dependent: :destroy
   has_many :submitters, through: :submissions
   has_many :account_linked_accounts, dependent: :destroy
+  has_many :email_events, dependent: :destroy
   has_many :account_testing_accounts, -> { testing }, dependent: :destroy,
                                                       class_name: 'AccountLinkedAccount',
                                                       inverse_of: :account
diff --git a/app/models/email_event.rb b/app/models/email_event.rb
new file mode 100644
index 00000000..5b8b3862
--- /dev/null
+++ b/app/models/email_event.rb
@@ -0,0 +1,42 @@
+# frozen_string_literal: true
+
+# == Schema Information
+#
+# Table name: email_events
+#
+#  id             :bigint           not null, primary key
+#  data           :text             not null
+#  email          :string           not null
+#  emailable_type :string           not null
+#  event_datetime :datetime         not null
+#  event_type     :string           not null
+#  tag            :string           not null
+#  created_at     :datetime         not null
+#  account_id     :bigint           not null
+#  emailable_id   :bigint           not null
+#  message_id     :string           not null
+#
+# Indexes
+#
+#  index_email_events_on_account_id  (account_id)
+#  index_email_events_on_emailable   (emailable_type,emailable_id)
+#  index_email_events_on_message_id  (message_id)
+#
+# Foreign Keys
+#
+#  fk_rails_...  (account_id => accounts.id)
+#
+class EmailEvent < ApplicationRecord
+  belongs_to :emailable, polymorphic: true
+  belongs_to :account
+
+  attribute :data, :string, default: -> { {} }
+
+  serialize :data, coder: JSON
+
+  before_validation :maybe_set_account, on: :create
+
+  def maybe_set_account
+    self.account ||= emailable.account
+  end
+end
diff --git a/db/migrate/20240604070648_create_email_events.rb b/db/migrate/20240604070648_create_email_events.rb
new file mode 100644
index 00000000..4031ce8e
--- /dev/null
+++ b/db/migrate/20240604070648_create_email_events.rb
@@ -0,0 +1,17 @@
+# frozen_string_literal: true
+
+class CreateEmailEvents < ActiveRecord::Migration[7.1]
+  def change
+    create_table :email_events do |t|
+      t.references :account, null: false, foreign_key: true, index: true
+      t.references :emailable, polymorphic: true, index: true, null: false
+      t.string :message_id, null: false, index: true
+      t.string :tag, null: false
+      t.string :event_type, null: false
+      t.string :email, null: false
+      t.text :data, null: false
+      t.datetime :event_datetime, null: false
+      t.datetime :created_at, null: false
+    end
+  end
+end
diff --git a/db/schema.rb b/db/schema.rb
index 5ee025a9..86642211 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: 2024_04_28_112400) do
+ActiveRecord::Schema[7.1].define(version: 2024_06_04_070648) do
   # These are extensions that must be enabled in order to support this database
   enable_extension "plpgsql"
 
@@ -98,6 +98,22 @@ ActiveRecord::Schema[7.1].define(version: 2024_04_28_112400) do
     t.index ["submitter_id"], name: "index_document_generation_events_on_submitter_id"
   end
 
+  create_table "email_events", force: :cascade do |t|
+    t.bigint "account_id", null: false
+    t.string "emailable_type", null: false
+    t.bigint "emailable_id", null: false
+    t.string "message_id", null: false
+    t.string "tag", null: false
+    t.string "event_type", null: false
+    t.string "email", null: false
+    t.text "data", null: false
+    t.datetime "event_datetime", null: false
+    t.datetime "created_at", null: false
+    t.index ["account_id"], name: "index_email_events_on_account_id"
+    t.index ["emailable_type", "emailable_id"], name: "index_email_events_on_emailable"
+    t.index ["message_id"], name: "index_email_events_on_message_id"
+  end
+
   create_table "email_messages", force: :cascade do |t|
     t.string "uuid", null: false
     t.bigint "author_id", null: false
@@ -279,6 +295,7 @@ ActiveRecord::Schema[7.1].define(version: 2024_04_28_112400) do
   add_foreign_key "active_storage_attachments", "active_storage_blobs", column: "blob_id"
   add_foreign_key "active_storage_variant_records", "active_storage_blobs", column: "blob_id"
   add_foreign_key "document_generation_events", "submitters"
+  add_foreign_key "email_events", "accounts"
   add_foreign_key "email_messages", "accounts"
   add_foreign_key "email_messages", "users", column: "author_id"
   add_foreign_key "encrypted_configs", "accounts"
diff --git a/lib/action_mailer_events_observer.rb b/lib/action_mailer_events_observer.rb
new file mode 100644
index 00000000..c7786bda
--- /dev/null
+++ b/lib/action_mailer_events_observer.rb
@@ -0,0 +1,42 @@
+# frozen_string_literal: true
+
+module ActionMailerEventsObserver
+  module_function
+
+  def delivered_email(mail)
+    data = mail.instance_variable_get(:@message_metadata)
+
+    return if data.blank?
+
+    tag, emailable_id, emailable_type = data.values_at('tag', 'record_id', 'record_type')
+
+    return if tag.blank? || emailable_type.blank? || emailable_id.blank?
+
+    message_id = fetch_message_id(mail)
+
+    all_emails(mail).each do |email|
+      EmailEvent.create!(
+        tag:,
+        message_id:,
+        emailable_id:,
+        emailable_type:,
+        event_type: :send,
+        email:,
+        data: { method: mail.delivery_method.class.name.underscore },
+        event_datetime: Time.current
+      )
+    end
+  rescue StandardError => e
+    Rollbar.error(e) if defined?(Rollbar)
+
+    raise if Rails.env.local?
+  end
+
+  def fetch_message_id(mail)
+    mail['X-Message-Uuid']&.value || SecureRandom.uuid
+  end
+
+  def all_emails(mail)
+    mail.to.to_a + mail.cc.to_a + mail.bcc.to_a
+  end
+end
diff --git a/lib/submissions/generate_result_attachments.rb b/lib/submissions/generate_result_attachments.rb
index 5cae5d7a..a4afd691 100644
--- a/lib/submissions/generate_result_attachments.rb
+++ b/lib/submissions/generate_result_attachments.rb
@@ -25,6 +25,7 @@ module Submissions
       '▪' => '-',
       '✔️' => 'V',
       '✔' => 'V',
+      '✓' => 'V',
       '✅' => 'V'
     }.freeze
 
@@ -32,6 +33,7 @@ module Submissions
       '▪' => :bullet,
       '✔️' => :V,
       '✔' => :V,
+      '✓' => :V,
       '✅' => :V
     }.freeze